2,2-bis(hydroxymethyl)-1-azabicyclo(2,2,2,)octan-3-one profile

2,2-bis(hydroxymethyl)-1-azabicyclo(2,2,2,)octan-3-one: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	322968
CHEMBL ID	186872
CHEBI ID	94995
SCHEMBL ID	821037
MeSH ID	M0419669

Synonym
HMS3268K18
IDI1_033896
NCI60_002297
2,2-bis(hydroxymethyl)quinuclidin-3-one
tocris-1862
BIO2_000146
BIO2_000626
NCGC00025313-01
BSPBIO_001426
nsc-281668
5608-24-2
prima-1
mls003115529 ,
NSC281668 ,
3-quinuclidinone,2-bis(hydroxymethyl)-
1-azabicyclo[2.2.2]octan-3-one,2-bis(hydroxymethyl)-
NCGC00014637
NCGC00025313-02
NCI281668
NCGC00025313-04
NCGC00025313-03
KBIOGR_000146
KBIO2_005282
KBIOSS_000146
KBIO3_000291
KBIO3_000292
KBIO2_000146
KBIO2_002714
NCISTRUC1_000254
NCISTRUC2_000301
NCGC00025313-05
NCGC00097740-01
nsc 281668
2,2-bis(hydroxymethyl)-1-azabicyclo(2,2,2,)octan-3-one
HMS1989H08
smr001831104
HMS1361H08
HMS1791H08
CHEMBL186872
2,2-bis(hydroxymethyl)-1-azabicyclo[2.2.2]octan-3-one
AKOS006292956
unii-ghc34m30bg
prima 1
ghc34m30bg ,
prima1
CCG-38318
NCGC00014637-06
NCGC00014637-04
NCGC00014637-05
NCGC00014637-02
NCGC00014637-07
NCGC00014637-03
GR333
SCHEMBL821037
HY-19980A
CS-5886
RFBVBRVVOPAAFS-UHFFFAOYSA-N
2,2-bis(hydroxymethyl)-3-quinuclidinone
AC-32663
HMS3649I15
HMS3402H08
DTXSID50204637
mfcd19199989
sr-01000597545
SR-01000597545-1
CHEBI:94995
2,2bis(hydroxymethyl)-3quinuclidinone
prima-1, >=98% (hplc), solid
EX-A2742
2,2-bis(hydroxymethyl)-3-quinuclidinone; 2,2-dimethylolquinuclidin-3-one
BCP26191
Q27166756
S7723
2-bis(hydroxymethyl)-3-quinuclidinone
HMS3676L12
BS-17245
SR-01000597545-3
HMS3412L12
CCG-266469
C75635
1-azabicyclo(2.2.2)octan-3-one, 2,2-bis(hydroxymethyl)-
3-quinuclidinone, 2,2-bis(hydroxymethyl)-
2,2-bis(hydroxymethyl)-1-azabicyclo(2.2.2)octan-3-one
(1s,4s)-2,2-bis(hydroxymethyl)quinuclidin-3-one

Class	Description
quinuclidines
cyclic ketone
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein	Taxonomy	Measurement	Average (µ)	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
TDP1 protein	Homo sapiens (human)	Potency	10.5804	0.0008	11.3822	44.6684	AID686978; AID686979
Microtubule-associated protein tau	Homo sapiens (human)	Potency	20.2419	0.1800	13.5574	39.8107	AID1460
heat shock 70kDa protein 5 (glucose-regulated protein, 78kDa)	Homo sapiens (human)	Potency	29.5156	0.0165	25.3078	41.3999	AID602332
cytochrome P450 2C19 precursor	Homo sapiens (human)	Potency	0.6310	0.0025	5.8400	31.6228	AID899
cytochrome P450 2C9 precursor	Homo sapiens (human)	Potency	0.0631	0.0063	6.9043	39.8107	AID883
nuclear receptor ROR-gamma isoform 1	Mus musculus (house mouse)	Potency	15.2113	0.0079	8.2332	1,122.0200	AID2546; AID2551
lethal factor (plasmid)	Bacillus anthracis str. A2012	Potency	12.5893	0.0200	10.7869	31.6228	AID912
Glycoprotein hormones alpha chain	Homo sapiens (human)	Potency	28.1838	4.4668	8.3448	10.0000	AID624291
Histamine H2 receptor	Cavia porcellus (domestic guinea pig)	Potency	0.0631	0.0063	8.2350	39.8107	AID883
Guanine nucleotide-binding protein G	Homo sapiens (human)	Potency	39.8107	1.9953	25.5327	50.1187	AID624287
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Process	via Protein(s)	Taxonomy
G protein-coupled receptor signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of cell population proliferation	Glycoprotein hormones alpha chain	Homo sapiens (human)
hormone-mediated signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
regulation of signaling receptor activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of steroid biosynthetic process	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of cell migration	Glycoprotein hormones alpha chain	Homo sapiens (human)
thyroid gland development	Glycoprotein hormones alpha chain	Homo sapiens (human)
luteinizing hormone secretion	Glycoprotein hormones alpha chain	Homo sapiens (human)
organ growth	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone signaling pathway	Glycoprotein hormones alpha chain	Homo sapiens (human)
positive regulation of transcription by RNA polymerase II	Glycoprotein hormones alpha chain	Homo sapiens (human)
negative regulation of organ growth	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone secretion	Glycoprotein hormones alpha chain	Homo sapiens (human)
thyroid hormone generation	Glycoprotein hormones alpha chain	Homo sapiens (human)
negative regulation of inflammatory response to antigenic stimulus	Guanine nucleotide-binding protein G	Homo sapiens (human)
renal water homeostasis	Guanine nucleotide-binding protein G	Homo sapiens (human)
G protein-coupled receptor signaling pathway	Guanine nucleotide-binding protein G	Homo sapiens (human)
regulation of insulin secretion	Guanine nucleotide-binding protein G	Homo sapiens (human)
cellular response to glucagon stimulus	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
hormone activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
protein binding	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone activity	Glycoprotein hormones alpha chain	Homo sapiens (human)
G protein activity	Guanine nucleotide-binding protein G	Homo sapiens (human)
adenylate cyclase activator activity	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Process	via Protein(s)	Taxonomy
extracellular region	Glycoprotein hormones alpha chain	Homo sapiens (human)
extracellular space	Glycoprotein hormones alpha chain	Homo sapiens (human)
Golgi lumen	Glycoprotein hormones alpha chain	Homo sapiens (human)
follicle-stimulating hormone complex	Glycoprotein hormones alpha chain	Homo sapiens (human)
pituitary gonadotropin complex	Glycoprotein hormones alpha chain	Homo sapiens (human)
extracellular space	Glycoprotein hormones alpha chain	Homo sapiens (human)
plasma membrane	Guanine nucleotide-binding protein G	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (45)

Assay ID	Title	Year	Journal	Article
AID588519	A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities	2011	Antiviral research, Sep, Volume: 91, Issue:3	High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299	A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis	2010	Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21	Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1224817	Assays to identify small molecules inhibitory for eIF4E expression	2015	Chemistry & biology, Jul-23, Volume: 22, Issue:7	Internal Ribosome Entry Site-Based Bicistronic In Situ Reporter Assays for Discovery of Transcription-Targeted Lead Compounds.
AID651635	Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Current protocols in cytometry, Oct, Volume: Chapter 13	Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2006	Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5	Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499	High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set	2010	Assay and drug development technologies, Feb, Volume: 8, Issue:1	High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1508630	Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay	2021	Cell reports, 04-27, Volume: 35, Issue:4	A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID1347154	Primary screen GU AMC qHTS for Zika virus inhibitors	2020	Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49	Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID397620	Induction of p53 transcriptional activity in human WTK1 cells expressing p53 M237I mutant assessed as p21-Cip1/Waf1 expression at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397637	Induction of apoptosis in human WTK1 cells expressing p53 M237I mutant assessed as increase in PARP cleavage at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397644	Induction of apoptosis in p53 deficient human NH32 cells assessed as reduction of Bcl-Xl level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID249150	Lethal concentration required to kill 50% Caki-1 cells of the human renal carcinoma with non-mutant wt p53	2004	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 14, Issue:22	Identification and structure-activity relationship studies of 3-methylene-2-norbornanone as potent anti-proliferative agents presumably working through p53 mediated apoptosis.
AID397630	Induction of apoptosis in p53 deficient human NH32 cells assessed as decrease in pro-caspase 3 level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397456	Cell cycle arrest in human TK6 cells expressing wild type p53 assessed as accumulation at sub-G0/G1 phase at 25 uM after 72 hrs by flow cytometry	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397631	Induction of apoptosis in human WTK1 cells expressing p53 M237I mutant assessed as decrease in pro-caspase 3 level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397636	Induction of apoptosis in p53 deficient human NH32 cells assessed as increase in PARP cleavage at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397635	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as increase in PARP cleavage at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397458	Cell cycle arrest in human WTK1 cells expressing p53 M237I mutant assessed as accumulation at sub-G0/G1 phase at 25 uM after 72 hrs by flow cytometry	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397655	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as necrotic cell population at 25 uM after 8 hrs using annexin-V and 7-ADD staining by flow cytometry	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397622	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as depolarization of inner mitochondrial membrane potential at 25 uM after 8 hrs by flow cytometry relative to CCCP	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397653	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as early stage apoptotic cell population at 25 uM after 8 hrs using annexin-V and 7-ADD staining by flow cytometry	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397621	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as live cell population at 25 uM after 8 hrs using annexin-V and 7-ADD staining by flow cytometry	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397624	Induction of apoptosis in p53 deficient human NH32 cells assessed as increase in cleaved caspase 3 level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID252829	Fold selectivity expressed as ratio of LC50 for Caki cells with non-mutant p53 to LC50 for Ramos RA1 cells with a mutation at Asp 254	2004	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 14, Issue:22	Identification and structure-activity relationship studies of 3-methylene-2-norbornanone as potent anti-proliferative agents presumably working through p53 mediated apoptosis.
AID397617	Induction of p53 phosphorylation at Ser15 in human TK6 cells expressing wild type p53 at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397457	Cell cycle arrest in p53 deficient human NH32 cells assessed as accumulation at sub-G0/G1 phase at 25 uM after 72 hrs by flow cytometry	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID261193	Viability of H1299 (p53 null) cells at 4 mM by MTT assay	2006	Bioorganic & medicinal chemistry letters, Mar-01, Volume: 16, Issue:5	Structure-activity studies of quinuclidinone analogs as anti-proliferative agents in lung cancer cell lines.
AID397654	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as late stage apoptotic cell population at 25 uM after 8 hrs using annexin-V and 7-ADD staining by flow cytometry	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID249152	Lethal concentration required to kill 50% C33A cells of the human cervical cells with a mutation at Cys 273	2004	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 14, Issue:22	Identification and structure-activity relationship studies of 3-methylene-2-norbornanone as potent anti-proliferative agents presumably working through p53 mediated apoptosis.
AID397623	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as increase in cleaved caspase 3 level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID252828	Fold selectivity expressed as ratio of LC50 for Caki cells with non-mutant p53 to LC50 for C33A cells with a mutation at Cys 273	2004	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 14, Issue:22	Identification and structure-activity relationship studies of 3-methylene-2-norbornanone as potent anti-proliferative agents presumably working through p53 mediated apoptosis.
AID249153	Lethal concentration required to kill 50% Ramos RA1 cells of the human lymphocyte with a mutation at Asp 254	2004	Bioorganic & medicinal chemistry letters, Nov-15, Volume: 14, Issue:22	Identification and structure-activity relationship studies of 3-methylene-2-norbornanone as potent anti-proliferative agents presumably working through p53 mediated apoptosis.
AID397643	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as reduction of Bcl-Xl level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397619	Induction of p53 phosphorylation at Ser15 in human WTK1 cells expressing p53 M237I mutant at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397625	Induction of apoptosis in human WTK1 cells expressing p53 M237I mutant assessed as increase in cleaved caspase 3 level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397618	Induction of p53 transcriptional activity in human TK6 cells expressing wild type p53 assessed as p21-Cip1/Waf1 expression at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397629	Induction of apoptosis in human TK6 cells expressing wild type p53 assessed as decrease in pro-caspase 3 level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
AID397645	Induction of apoptosis in human WTK1 cells expressing p53 M237I mutant assessed as reduction of Bcl-Xl level at 25 uM after 8 hrs by Western blot analysis	2009	Bioorganic & medicinal chemistry letters, May-01, Volume: 19, Issue:9	Induction of apoptosis promoted by Bang52; a small molecule that downregulates Bcl-x(L).
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	33 (44.00)	29.6817
2010's	36 (48.00)	24.3611
2020's	6 (8.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	13 (16.88%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	64 (83.12%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
2-(3-pyridine)acetic acid 3-pyridylacetic acid : A monocarboxylic acid that is acetic acid substituted by a (pyridin-3-yl) group. It is a metabolite of nicotine and other tobacco alkaloids.	2.11	1	monocarboxylic acid; pyridines	human xenobiotic metabolite
ureidosuccinic acid ureidosuccinic acid: RN given refers to (DL)-isomer. N-carbamoylaspartic acid : An N-carbamoylamino acid that is aspartic acid with one of its amino hydrogens replaced by a carbamoyl group.	2.11	1	aspartic acid derivative; C4-dicarboxylic acid; N-carbamoyl-amino acid	Escherichia coli metabolite; human metabolite; Saccharomyces cerevisiae metabolite
arabinofuranosylcytosine triphosphate [no description available]	2.11	1	pyrimidine ribonucleoside monophosphate
aminoethylphosphonic acid Aminoethylphosphonic Acid: An organophosphorus compound isolated from human and animal tissues.. (2-aminoethyl)phosphonic acid : A phosphonic acid in which the hydrogen attached to the phosphorus of phosphonic acid is substituted by a 2-aminoethyl group.	2.11	1	phosphonic acids; primary amino compound; zwitterion	human metabolite; metabolite; mouse metabolite
gamma-guanidinobutyric acid gamma-guanidinobutyric acid: RN given refers to parent cpd. 4-guanidinobutyric acid : A monocarboxylic acid that is butanoic acid substituted by a guanidino group at position 4.. 4-guanidinobutanoate : A monocarboxylic acid anion that is the conjugate base of 4-guanidinobutanoic acid.. 4-guanidinobutanoic acid : The 4-guanidino derivative of butanoic acid.	2.11	1	guanidines; monocarboxylic acid; zwitterion	fungal metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
cytosine [no description available]	2.1	1	aminopyrimidine; pyrimidine nucleobase; pyrimidone	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
inositol Inositol: An isomer of glucose that has traditionally been considered to be a B vitamin although it has an uncertain status as a vitamin and a deficiency syndrome has not been identified in man. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1379) Inositol phospholipids are important in signal transduction.. inositol : Any cyclohexane-1,2,3,4,5,6-hexol.. 1D-chiro-inositol : Belonging to the inositol family of compounds, D-chiro-inositol (DCI) is an isomer of glucose. It is an important secondary messenger in insulin signal transduction.. muco-inositol : An inositol that is cyclohexane-1,2,3,4,5,6-hexol having a (1R,2R,3r,4R,5S,6r)-configuration.	2.11	1	cyclitol; hexol
pentachlorophenol PENTA: structure given in first source	2.11	1	aromatic fungicide; chlorophenol; organochlorine pesticide; pentachlorobenzenes	human xenobiotic metabolite
phenylalanine [no description available]	2.11	1	alpha-amino acid; aromatic amino acid	Daphnia magna metabolite
nsc-267703 [no description available]	2.11	1	anthracycline
ro 48-8071 Ro 48-8071: a cholesterol synthesis inhibitor; structure in first source. Ro 48-8071 : An aromatic ketone that is 2-fluoro-4'-bromobenzophenone in which the hydrogen at position 4 (meta to the fluoro group) is replaced by a 6-[methyl(prop-2-en-1-yl)amino]hexyl}oxy group. An inhibitor of lanosterol synthase.	2.06	1	aromatic ether; aromatic ketone; bromobenzenes; monofluorobenzenes; olefinic compound; tertiary amino compound	antineoplastic agent; EC 5.4.99.7 (lanosterol synthase) inhibitor
n-acetyltryptophan N-acetyltryptophan : An N-acetylamino acid that is the N-acetyl derivative of tryptophan.	2.11	1	N-acetyl-amino acid; tryptophan derivative	metabolite
tyrphostin ag957 tyrphostin AG957: tyrosine kinase blocker; structure given in first source	2.11	1	aromatic amine
amifostine anhydrous Amifostine: A phosphorothioate proposed as a radiation-protective agent. It causes splenic vasodilation and may block autonomic ganglia.. amifostine : An organic thiophosphate that is the S-phospho derivative of 2-[(3-aminopropyl)amino]ethanethiol. A prodrug for the free thiol, WR-1065, which is used as a cytoprotectant in cancer chemotherapy and radiotherapy.	2.11	1	diamine; organic thiophosphate	antioxidant; prodrug; radiation protective agent
2-amino-4-phosphonobutyric acid 2-amino-4-phosphonobutyric acid: glutamate antagonist in locust muscle; structure; do not confuse with L-AP4, which is the propionic acid version	2.11	1
aristolochic acid i aristolochic acid I: phospholipase A inhibitor. aristolochic acid A : An aristolochic acid that is phenanthrene-1-carboxylic acid that is substituted by a methylenedioxy group at the 3,4 positions, by a methoxy group at position 8, and by a nitro group at position 10. It is the most abundant of the aristolochic acids and is found in almost all Aristolochia (birthworts or pipevines) species. It has been tried in a number of treatments for inflammatory disorders, mainly in Chinese and folk medicine. However, there is concern over their use as aristolochic acid is both carcinogenic and nephrotoxic.	2.11	1	aristolochic acids; aromatic ether; C-nitro compound; cyclic acetal; monocarboxylic acid; organic heterotetracyclic compound	carcinogenic agent; metabolite; mutagen; nephrotoxin; toxin
benzbromarone Benzbromarone: Uricosuric that acts by increasing uric acid clearance. It is used in the treatment of gout.. benzbromarone : 1-Benzofuran substituted at C-2 and C-3 by an ethyl group and a 3,5-dibromo-4-hydroxybenzoyl group respectively. An inhibitor of CYP2C9, it is used as an anti-gout medication.	2.11	1	1-benzofurans; aromatic ketone	uricosuric drug
benzylhydrochlorothiazide [no description available]	2.11	1	benzenes; benzothiadiazine; organochlorine compound; secondary amino compound; sulfonamide
eucalyptol [no description available]	2.11	1
amberlite cg 400 [no description available]	2.11	1	methyl ester; organic heteropentacyclic compound; yohimban alkaloid
stallimycin [no description available]	2.11	1
domperidone Domperidone: A specific blocker of dopamine receptors. It speeds gastrointestinal peristalsis, causes prolactin release, and is used as antiemetic and tool in the study of dopaminergic mechanisms.. domperidone : 1-[3-(Piperidin-1-yl)propyl]-1,3-dihydro-2H-benzimidazol-2-one in which the 4-position of the piperidine ring is substituted by a 5-chloro-1,3-dihydro-2H-benzimidazol-2-on-1-yl group. A dopamine antagonist, it is used as an antiemetic for the short-term treatment of nausea and vomiting, and to control gastrointestinal effects of dopaminergic drugs given in the management of parkinsonism. The free base is used in oral suspensions, while the maleate salt is used in tablet preparations.	2.11	1	benzimidazoles; heteroarylpiperidine	antiemetic; dopaminergic antagonist
ellipticine ellipticine : A organic heterotetracyclic compound that is pyrido[4,3-b]carbazole carrying two methyl substituents at positions 5 and 11.	3.87	3	indole alkaloid; organic heterotetracyclic compound; organonitrogen heterocyclic compound; polycyclic heteroarene	antineoplastic agent; plant metabolite
glyphosate glyphosate: active cpd in herbicidal formulation Roundup; inhibits EC 2.5.1.19, 5-enolpyruvylshikimate-3-phosphate synthase; structure. glyphosate : A phosphonic acid resulting from the formal oxidative coupling of the methyl group of methylphosphonic acid with the amino group of glycine. It is one of the most commonly used herbicides worldwide, and the only one to target the enzyme 5-enolpyruvyl-3-shikimate phosphate synthase (EPSPS).	2.11	1	glycine derivative; phosphonic acid	agrochemical; EC 2.5.1.19 (3-phosphoshikimate 1-carboxyvinyltransferase) inhibitor; herbicide
haloperidol Haloperidol: A phenyl-piperidinyl-butyrophenone that is used primarily to treat SCHIZOPHRENIA and other PSYCHOSES. It is also used in schizoaffective disorder, DELUSIONAL DISORDERS, ballism, and TOURETTE SYNDROME (a drug of choice) and occasionally as adjunctive therapy in INTELLECTUAL DISABILITY and the chorea of HUNTINGTON DISEASE. It is a potent antiemetic and is used in the treatment of intractable HICCUPS. (From AMA Drug Evaluations Annual, 1994, p279). haloperidol : A compound composed of a central piperidine structure with hydroxy and p-chlorophenyl substituents at position 4 and an N-linked p-fluorobutyrophenone moiety.	2.11	1	aromatic ketone; hydroxypiperidine; monochlorobenzenes; organofluorine compound; tertiary alcohol	antidyskinesia agent; antiemetic; dopaminergic antagonist; first generation antipsychotic; serotonergic antagonist
miltefosine miltefosine: hexadecyl phosphocholine derivative of cisplatin; did not substantially activate HIV long terminal repeat; less toxic than cisplatin. miltefosine : A phospholipid that is the hexadecyl monoester of phosphocholine.	2.11	1	phosphocholines; phospholipid	anti-inflammatory agent; anticoronaviral agent; antifungal agent; antineoplastic agent; antiprotozoal drug; apoptosis inducer; immunomodulator; protein kinase inhibitor
hypericin [no description available]	2.11	1
batyl alcohol batyl alcohol: RN given refers to cpd without isomeric designation. batilol : An alkylglycerol that is glycerol in which one of the primary hydroxy groups has been converted into the corresponding octadecyl ether. It is used in cosmetics as a stabilising ingredient and skin-conditioning agent.	2.11	1	alkylglycerol
imipramine Imipramine: The prototypical tricyclic antidepressant. It has been used in major depression, dysthymia, bipolar depression, attention-deficit disorders, agoraphobia, and panic disorders. It has less sedative effect than some other members of this therapeutic group.. imipramine : A dibenzoazepine that is 5H-dibenzo[b,f]azepine substituted by a 3-(dimethylamino)propyl group at the nitrogen atom.	2.11	1	dibenzoazepine	adrenergic uptake inhibitor; antidepressant; EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
nsc 664704 kenpaullone: inhibits CDK1/cyclin B; structure in first source. kenpaullone : An indolobenzazepine that is paullone in which the hydrogen at position 9 is replaced by a bromo substituent. It is an ATP-competitive inhibitor of cyclin-dependent kinases (CDKs) and glycogen synthase kinase 3beta (GSK3beta).	2.11	1	indolobenzazepine; lactam; organobromine compound	cardioprotective agent; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor; EC 2.7.11.26 (tau-protein kinase) inhibitor; geroprotector
ketoconazole 1-acetyl-4-(4-{[2-(2,4-dichlorophenyl)-2-(1H-imidazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy}phenyl)piperazine : A dioxolane that is 1,3-dioxolane which is substituted at positions 2, 2, and 4 by imidazol-1-ylmethyl, 2,4-dichlorophenyl, and [para-(4-acetylpiperazin-1-yl)phenoxy]methyl groups, respectively.	2.11	1	dichlorobenzene; dioxolane; ether; imidazoles; N-acylpiperazine; N-arylpiperazine
khellin Khellin: A vasodilator that also has bronchodilatory action. It has been employed in the treatment of angina pectoris, in the treatment of asthma, and in conjunction with ultraviolet light A, has been tried in the treatment of vitiligo. (From Martindale, The Extra Pharmacopoeia, 30th ed, p1024). khellin : A furanochrome in which the basic tricyclic skeleton is substituted at positions 4 and 9 with methoxy groups and at position 7 with a methyl group. A major constituent of the plant Ammi visnaga it is a herbal folk medicine used for various illnesses, its main effect being as a vasodilator.	2.11	1	furanochromone; organic heterotricyclic compound; oxacycle	anti-asthmatic agent; bronchodilator agent; cardiovascular drug; vasodilator agent
2-amino-3-phosphonopropionic acid 2-amino-3-phosphonopropionic acid: metabotropic glutamate receptor antagonist; do not confuse AP-3 used as an abbreviation for this with enhancer-binding protein AP-3 (a trans-activator) or clathrin assembly protein AP-3. 2-amino-3-phosphonopropanoic acid : A non-proteinogenc alpha-amino acid that is alanine in which one of the hydrogens of the terminal methyl group has been replaced by a dihydroxy(oxido)-lambda(5)-phosphanyl group.	2.11	1	alanine derivative; non-proteinogenic alpha-amino acid; phosphonic acids	human metabolite; metabotropic glutamate receptor antagonist
benzylsuccinic acid benzylsuccinic acid: inhibitor of carboxypeptidase A. 2-benzylsuccinic acid : A dicarboxylic acid consisting of succinic acid carrying a 2-benzyl substituent.	2.11	1	dicarboxylic acid	bacterial xenobiotic metabolite
beta-lapachone beta-lapachone: antineoplastic inhibitor of reverse transcriptase, DNA topoisomerase, and DNA polymerase. beta-lapachone : A benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activities.	2.11	1	benzochromenone; orthoquinones	anti-inflammatory agent; antineoplastic agent; plant metabolite
mesoridazine Mesoridazine: A phenothiazine antipsychotic with effects similar to CHLORPROMAZINE.. mesoridazine : A phenothiazine substituted at position 2 (para to the S atom) by a methylsulfinyl group, and on the nitrogen by a 2-(1-methylpiperidin-2-yl)ethyl group.	2.11	1	phenothiazines; sulfoxide; tertiary amino compound	dopaminergic antagonist; first generation antipsychotic
methoxsalen Methoxsalen: A naturally occurring furocoumarin compound found in several species of plants, including Psoralea corylifolia. It is a photoactive substance that forms DNA ADDUCTS in the presence of ultraviolet A irradiation.. methoxsalen : A member of the class of psoralens that is 7H-furo[3,2-g]chromen-7-one in which the 9 position is substituted by a methoxy group. It is a constituent of the fruits of Ammi majus. Like other psoralens, trioxsalen causes photosensitization of the skin. It is administered topically or orally in conjunction with UV-A for phototherapy treatment of vitiligo and severe psoriasis.	2.11	1	aromatic ether; psoralens	antineoplastic agent; cross-linking reagent; dermatologic drug; photosensitizing agent; plant metabolite
oxaprozin Oxaprozin: An oxazole-propionic acid derivative, cyclooxygenase inhibitor, and non-steroidal anti-inflammatory drug that is used in the treatment of pain and inflammation associated with of OSTEOARTHRITIS; RHEUMATOID ARTHRITIS; and ARTHRITIS, JUVENILE.. oxaprozin : A monocarboxylic acid that is a propionic acid derivative having a 4,5-diphenyl-1,3-oxazol-2-yl substituent at position 3. It is non-steroidal anti-inflammatory drug commonly used to relieve the pain and inflammatory responses associated with osteoarthritis and rheumatoid arthritis.	2.11	1	1,3-oxazoles; monocarboxylic acid	analgesic; non-steroidal anti-inflammatory drug
penicillamine [no description available]	2.11	1	non-proteinogenic alpha-amino acid; thiol
pentoxifylline [no description available]	2.11	1	oxopurine
phenolsulfonphthalein Phenolsulfonphthalein: Red dye, pH indicator, and diagnostic aid for determination of renal function. It is used also for studies of the gastrointestinal and other systems.. phenol red : 3H-2,1-Benzoxathiole 1,1-dioxide in which both of the hydrogens at position 3 have been substituted by 4-hydroxyphenyl groups. A pH indicator changing colour from yellow below pH 6.8 to bright pink above pH 8.2, it is commonly used as an indicator in cell cultures and in home swimming pool test kits. It is also used in the (now infrequently performed) phenolsulfonphthalein (PSP) test for estimation of overall blood flow through the kidney.	2.11	1	2,1-benzoxathiole; arenesulfonate ester; phenols; sultone	acid-base indicator; diagnostic agent; two-colour indicator
Picrotin, analytical standard [no description available]	2.11	1	furopyran
pomiferin pomiferin: structure in first source	2.11	1	isoflavanones
pridinol pridinol: antispasmodic & muscle relaxant; RN given refers to parent cpd; structure in Merck Index, 9th ed, #7539. pridinol : A piperidine substituted at position 1 by a 3-hydroxy-3,3-diphenylpropyl group.	2.11	1	piperidines; tertiary alcohol	antiparkinson drug; muscle relaxant
sulfaquinoxaline Sulfaquinoxaline: An antiprotozoal agent used to combat coccidial infections of swine, cattle, fowl, and other veterinary animals. Also used in controlling outbreaks of fowl typhoid and fowl cholera and in treatment of infectious enteritis.	2.11	1	benzenes; sulfonamide
suramin Suramin: A polyanionic compound with an unknown mechanism of action. It is used parenterally in the treatment of African trypanosomiasis and it has been used clinically with diethylcarbamazine to kill the adult Onchocerca. (From AMA Drug Evaluations Annual, 1992, p1643) It has also been shown to have potent antineoplastic properties.. suramin : A member of the class of phenylureas that is urea in which each of the amino groups has been substituted by a 3-({2-methyl-5-[(4,6,8-trisulfo-1-naphthyl)carbamoyl]phenyl}carbamoyl)phenyl group. An activator of both the rabbit skeletal muscle RyR1 and sheep cardiac RyR2 isoform ryanodine receptor channels, it has been used for the treatment of human African trypanosomiasis for over 100 years.	2.11	1	naphthalenesulfonic acid; phenylureas; secondary carboxamide	angiogenesis inhibitor; antinematodal drug; antineoplastic agent; apoptosis inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; GABA antagonist; GABA-gated chloride channel antagonist; purinergic receptor P2 antagonist; ryanodine receptor agonist; trypanocidal drug
4-methylglutamic acid 4-methylglutamic acid : A glutamic acid derivative that is glutamic acid substituted by a methyl group at position 4.	2.11	1	amino dicarboxylic acid; glutamic acid derivative
pilocarpine hydrochloride pilocarpine hydrochloride : The hydrochloride salt of (+)-pilocarpine, a medication used to treat increased pressure inside the eye and dry mouth.	2.11	1	hydrochloride
9,10-dimethyl-1,2-benzanthracene 9,10-Dimethyl-1,2-benzanthracene: Polycyclic aromatic hydrocarbon found in tobacco smoke that is a potent carcinogen.. 7,12-dimethyltetraphene : A tetraphene having methyl substituents at the 7- and 12-positions. It is a potent carcinogen and is present in tobacco smoke.	2.05	1	ortho-fused polycyclic arene; tetraphenes	carcinogenic agent
veratramine veratramine: structure. veratramine : A piperidine alkaloid comprising the 14,15,16,17-tetradehydro derivative of veratraman having two hydroxy groups at the 3- and 23-positions.	2.11	1	piperidine alkaloid
cytarabine [no description available]	2.06	1	beta-D-arabinoside; monosaccharide derivative; pyrimidine nucleoside	antimetabolite; antineoplastic agent; antiviral agent; immunosuppressive agent
medroxyprogesterone acetate [no description available]	2.44	2	20-oxo steroid; 3-oxo-Delta(4) steroid; acetate ester; corticosteroid; steroid ester	adjuvant; androgen; antineoplastic agent; antioxidant; female contraceptive drug; inhibitor; progestin; synthetic oral contraceptive
valine Valine: A branched-chain essential amino acid that has stimulant activity. It promotes muscle growth and tissue repair. It is a precursor in the penicillin biosynthetic pathway.. valine : A branched-chain amino acid that consists of glycine in which one of the hydrogens attached to the alpha-carbon is substituted by an isopropyl group.. L-valine : The L-enantiomer of valine.	2.04	1	L-alpha-amino acid zwitterion; L-alpha-amino acid; proteinogenic amino acid; pyruvate family amino acid; valine	algal metabolite; Escherichia coli metabolite; human metabolite; micronutrient; mouse metabolite; nutraceutical; Saccharomyces cerevisiae metabolite
gibberellic acid gibberellic acid: RN given refers to (1alpha,2beta,4aalpha,4bbeta,10beta)-isomer; structure. gibberellin A3 : A C19-gibberellin that is a pentacyclic diterpenoid responsible for promoting growth and elongation of cells in plants. Initially identified in Gibberella fujikuroi,it differs from gibberellin A1 in the presence of a double bond between C-3 and C-4.	2.11	1	C19-gibberellin; gibberellin monocarboxylic acid; lactone; organic heteropentacyclic compound	mouse metabolite; plant metabolite
santowhite powder 4,4'-butylidenebis(6-tert-butyl-m-cresol): putatively both an androgen and estrogen antagonist; structure in first source	2.11	1
fentichlor fentichlor: structure. fenticlor : An aryl sulfide having two 5-chloro-2-hydroxyphenyl groups attached to sulfur; an antiinfective drug mostly used in veterinary medicine.	2.11	1	aryl sulfide; bridged diphenyl antifungal drug; monochlorobenzenes; polyphenol	antiinfective agent; drug allergen
pyrrolidonecarboxylic acid Pyrrolidonecarboxylic Acid: A cyclized derivative of L-GLUTAMIC ACID. Elevated blood levels may be associated with problems of GLUTAMINE or GLUTATHIONE metabolism.. 5-oxo-L-proline : An optically active form of 5-oxoproline having L-configuration.	2.11	1	5-oxoproline; L-proline derivative; non-proteinogenic L-alpha-amino acid	algal metabolite
quinuclidines Quinuclidines: A class of organic compounds which contain two rings that share a pair of bridgehead carbon atoms and contains an amine group.	4.8	9	quinuclidines; saturated organic heterobicyclic parent
hexadecanolide hexadecanolide: structure in first source	2.11	1	macrolide
pamoic acid pamoic acid: RN given refers to parent cpd; structure	2.11	1	dicarboxylic acid
carzenide [no description available]	2.11	1	sulfonamide
quinazolines Quinazolines: A group of aromatic heterocyclic compounds that contain a bicyclic structure with two fused six-membered aromatic rings, a benzene ring and a pyrimidine ring.. quinazoline : A mancude organic heterobicyclic parent that is naphthalene in which the carbon atoms at positions 1 and 3 have been replaced by nitrogen atoms.. quinazolines : Any organic heterobicyclic compound based on a quinazoline skeleton and its substituted derivatives.	2.47	2	azaarene; mancude organic heterobicyclic parent; ortho-fused heteroarene; quinazolines
pyrazines Pyrazines: A heterocyclic aromatic organic compound with the chemical formula C4H4N2.. pyrazine : A diazine that is benzene in which the carbon atoms at positions 1 and 4 have been replaced by nitrogen atoms.	2.1	1	diazine; pyrazines	Daphnia magna metabolite
estradiol 17 beta-cypionate [no description available]	2.11	1	steroid ester
lithocholic acid Lithocholic Acid: A bile acid formed from chenodeoxycholate by bacterial action, usually conjugated with glycine or taurine. It acts as a detergent to solubilize fats for absorption and is itself absorbed. It is used as cholagogue and choleretic.. lithocholic acid : A monohydroxy-5beta-cholanic acid with a alpha-hydroxy substituent at position 3. It is a bile acid obtained from chenodeoxycholic acid by bacterial action.. lithocholate : A bile acid anion that is the conjugate base of lithocholic acid.	2.11	1	bile acid; C24-steroid; monohydroxy-5beta-cholanic acid	geroprotector; human metabolite; mouse metabolite
jervine jervine: teratogen from Veratrum grandiflorum; RN given refers to parent cpd(3beta,23beta)-isomer; structure	2.11	1	piperidines
bicuculline Bicuculline: An isoquinoline alkaloid obtained from Dicentra cucullaria and other plants. It is a competitive antagonist for GABA-A receptors.. bicuculline : A benzylisoquinoline alkaloid that is 6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinoline which is substituted at the 5-pro-S position by a (6R)-8-oxo-6,8-dihydrofuro[3,4-e][1,3]benzodioxol-6-yl group. A light-sensitive competitive antagonist of GABAA receptors. It was originally identified in 1932 in plant alkaloid extracts and has been isolated from Dicentra cucullaria, Adlumia fungosa, Fumariaceae, and several Corydalis species.	2.11	1	benzylisoquinoline alkaloid; isoquinoline alkaloid; isoquinolines	agrochemical; central nervous system stimulant; GABA-gated chloride channel antagonist; GABAA receptor antagonist; neurotoxin
salicylurate salicylurate: RN given refers to parent cpd. salicyluric acid : An N-acylglycine in which the acyl group is specified as 2-hydroxybenzoyl.. salicylurate : A monocarboxylic acid anion that is the conjugate base of salicyluric acid, obtained by deprotonation of the carboxy group; major species at pH 7.3.	2.11	1	N-acylglycine; secondary carboxamide	human xenobiotic metabolite; uremic toxin
norcamphor norcamphor: RN given refers to cpd without isomeric desination	2.02	1
3,5-pyridinedicarboxylic acid 3,5-pyridinedicarboxylic acid: structure in first source	2.11	1	pyridinedicarboxylic acid
ricinine [no description available]	2.11	1	nitrile; pyridine alkaloid; pyridone
carinamide [no description available]	2.11	1
3,5-dibromotyrosine 3,5-dibromotyrosine: used to synthesize various secondary metabolites from marine sponges	2.11	1	monocarboxylic acid
hematoporphyrin Hematoporphyrins: Iron-free derivatives of heme with 4 methyl groups, 2 hydroxyethyl groups and 2 propionic acid groups attached to the pyrrole rings. Some of these PHOTOSENSITIZING AGENTS are used in the PHOTOTHERAPY of malignant NEOPLASMS.. hematoporphyrin : A dicarboxylic acid that is protoporphyrin in which the vinyl groups at positions 7 and 12 are replaced by 1-hydroxyethyl groups.	2.11	1
phenacylamine phenacylamine: RN given refers to parent cpd; structure in Merck Index, 9th ed, #6990	2.02	1	aromatic ketone
acetylcysteine N-acetyl-L-cysteine : An N-acetyl-L-amino acid that is the N-acetylated derivative of the natural amino acid L-cysteine.	2.13	1	acetylcysteine; L-cysteine derivative; N-acetyl-L-amino acid	antidote to paracetamol poisoning; antiinfective agent; antioxidant; antiviral drug; ferroptosis inhibitor; geroprotector; human metabolite; mucolytic; radical scavenger; vulnerary
1H-indazol-3-amine 1H-indazol-3-amine: structure in first source	2.11	1	indazoles
deoxycytidine [no description available]	2.1	1	pyrimidine 2'-deoxyribonucleoside	Escherichia coli metabolite; human metabolite; mouse metabolite; Saccharomyces cerevisiae metabolite
1,1'-methylenedi-2-naphthol 1,1'-methylenedi-2-naphthol: piscicide	2.11	1
tricarballylic acid tricarballylic acid: RN given refers to parent cpd. tricarballylic acid : A tricarboxylic acid that is glutaric acid in which one of the beta-hydrogens is substituted by a carboxy group.	2.11	1	tricarboxylic acid
popop [no description available]	2.11	1	1,3-oxazoles	fluorochrome
2-tert-butylhydroquinone 2-tert-butylhydroquinone: an anticarcinogenic and chemopreventive agent. 2-tert-butylhydroquinone : A member of the class of hydroquinones in which one of the ring hydrogens of hydroquinone is replaced by a tert-butyl group.	2.11	1	hydroquinones	food antioxidant
7-hydroxychlorpromazine 7-hydroxychlorpromazine: RN given refers to parent cpd	2.11	1	phenothiazines
cme-carbodiimide [no description available]	2.11	1
cyclacillin Cyclacillin: A cyclohexylamido analog of PENICILLANIC ACID.	2.11	1	penicillin	antibacterial drug
3-quinuclidinone [no description available]	2.03	1
strombine N-methyliminodiacetic acid: structure in first source	2.11	1
vidarabine adenine arabinoside : A purine nucleoside in which adenine is attached to arabinofuranose via a beta-N(9)-glycosidic bond.	2.44	2	beta-D-arabinoside; purine nucleoside	antineoplastic agent; bacterial metabolite; nucleoside antibiotic
daunorubicin Daunorubicin: A very toxic anthracycline aminoglycoside antineoplastic isolated from Streptomyces peucetius and others, used in treatment of LEUKEMIA and other NEOPLASMS.. anthracycline : Anthracyclines are polyketides that have a tetrahydronaphthacenedione ring structure attached by a glycosidic linkage to the amino sugar daunosamine.. daunorubicin : A natural product found in Actinomadura roseola.	2.06	1	aminoglycoside antibiotic; anthracycline; p-quinones; tetracenequinones	antineoplastic agent; bacterial metabolite
thymolphthalein Thymolphthalein: Used as a pH indicator and as a reagent for blood after decolorizing the alkaline solution by boiling with zinc dust.	2.11	1	terpene lactone
1,4,5,8-naphthalenetetracarboxylic acid 1,4,5,8-naphthalenetetracarboxylic acid: structure given in first source	2.11	1
(7S,9S)-7-[(4-amino-5-hydroxy-6-methyl-2-oxanyl)oxy]-6,9,11-trihydroxy-9-(2-hydroxy-1-oxoethyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione [no description available]	2.11	1	anthracycline
hydroxyphenylazouracil Hydroxyphenylazouracil: Inhibitor of DNA replication in gram-positive bacteria.	2.11	1
canadine canadine: RN given refers to cpd without isomeric designation; structure. canadine : A berberine alkaloid that is 5,8,13,13a-tetrahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinoline substituted by methoxy groups at positions 9 and 10.	2.11	1	aromatic ether; berberine alkaloid; organic heteropentacyclic compound; oxacycle
4-(n-methyl-n-nitrosamino)-1-(3-pyridyl)-1-butanone 4-(N-methyl-N-nitrosamino)-1-(3-pyridyl)-1-butanone: structure; from tobacco smoke	2.08	1	nitrosamine; pyridines
pimonidazole pimonidazole: structure given in first source	2.11	1
mifepristone Mifepristone: A progestational and glucocorticoid hormone antagonist. Its inhibition of progesterone induces bleeding during the luteal phase and in early pregnancy by releasing endogenous prostaglandins from the endometrium or decidua. As a glucocorticoid receptor antagonist, the drug has been used to treat hypercortisolism in patients with nonpituitary CUSHING SYNDROME.	2.03	1	3-oxo-Delta(4) steroid; acetylenic compound; tertiary amino compound	abortifacient; contraceptive drug; hormone antagonist; synthetic oral contraceptive
flavone acetic acid flavone acetic acid: structure given in first source	2.11	1
gemcitabine gemcitabine : A 2'-deoxycytidine having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine is used in the treatment of various carcinomas, particularly non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer.	2.1	1	organofluorine compound; pyrimidine 2'-deoxyribonucleoside	antimetabolite; antineoplastic agent; antiviral drug; DNA synthesis inhibitor; EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor; environmental contaminant; immunosuppressive agent; photosensitizing agent; prodrug; radiosensitizing agent; xenobiotic
adenosine quinquefolan B: isolated from roots of Panax quinquefolium L.; RN not in Chemline 10/87; RN from Toxlit	2.1	1	adenosines; purines D-ribonucleoside	analgesic; anti-arrhythmia drug; fundamental metabolite; human metabolite; vasodilator agent
trichlorophene trichlorophene: contains 20 carbon atoms; do not confuse with trichlorophene as name for trichloro derivs of 2,2'-methylenebisphenol (contain 13 carbon atoms)	2.11	1
verapamil hydrochloride verapamil hydrochloride : A racemate comprising equimolar amounts of dexverapamil hydrochloride and (S)-verapamil hydrochloride.	2.11	1
5-methylcytosine 5-Methylcytosine: A methylated nucleotide base found in eukaryotic DNA. In ANIMALS, the DNA METHYLATION of CYTOSINE to form 5-methylcytosine is found primarily in the palindromic sequence CpG. In PLANTS, the methylated sequence is CpNpGp, where N can be any base.. 5-methylcytosine : A pyrimidine that is a derivative of cytosine, having a methyl group at the 5-position.	2.1	1	methylcytosine; pyrimidines	human metabolite
4-aminomethylbenzoic acid [no description available]	2.11	1	benzoic acids
cedrol cedrol: a cyclic terpenoid from cedarwood oil; 8-epicedrol is an epimer	2.11	1	cedrane sesquiterpenoid; tertiary alcohol
propazole propazole: RN given refers to parent cpd; structure	2.11	1	benzimidazoles
reserpic acid reserpic acid: inhibitor of norepinephrine transport into chromaffin vesicle ghosts; RN given refers to (3beta,16beta,17alpha,18beta,20alpha)-isomer parent cpd; structure given in first source	2.11	1	yohimban alkaloid
pifexole pifexole: structure	2.11	1
Diphenolic acid diphenolic acid: an estrogenic ligand	2.11	1	bisphenol
Melicopidine [no description available]	2.11	1	acridines
alpha-methylene gamma-butyrolactone alpha-methylene gamma-butyrolactone : A butan-4-olide having a methylene group at the 3-position.	2.02	1	butan-4-olide	anti-ulcer drug; gastrointestinal drug
resorufin [no description available]	2.11	1	phenoxazine
bromopyruvate 3-bromopyruvic acid : A 2-oxo monocarboxylic acid that is pyruvic acid in which one of the methyl hydrogens is replaced by bromine. Synthetic brominated derivative and structural analog of pyruvic acid. Highly reactive alkylating agent. Anti-cancer drug	2.11	1	2-oxo monocarboxylic acid; organobromine compound; oxo carboxylic acid	alkylating agent; antineoplastic agent
5-hydroxymethylcytosine 5-(hydroxymethyl)cytosine : A nucleobase analogue that is cytosine in which the hydrogen at position 5 is replaced by a hydroxymethyl group.	2.1	1	aminopyrimidine; aromatic primary alcohol; nucleobase analogue; pyrimidone	human metabolite; mouse metabolite
vinburnine [no description available]	2.11	1	alkaloid
pacein PAcein: structure. pacein : A member of the class of benzofurans that is dibenzo[b,d]furan-3,7-dione bearing two methyl substituents at positions 1 and 9 as well as two 2,4-dihydroxy-6-methylanilino substituents at positions 2 and 8.. orcein : A variable mixture of several compounds isolated from lichens, the eight most abundant being alpha-aminoorcein, alpha-hydroxyorcein, beta-aminoorcein, gamma-aminoorcein, beta-hydroxyorcein, gamma-hydroxyorcein, beta-aminoorceimine and beta-aminoorceimine (all are phenoxazine-based). It is used for the demonstration of elastic fibres as well as to stain the rough endoplasmic reticulum of hepatitis B infected liver cells.	2.11	1
alantolactone alantolactone: allergenic sesquiterpene lactone; crystalline mixture of alantolactones from group of sesquiterpenes; structure. alantolactone : A sesquiterpene lactone that is 3a,5,6,7,8,8a,9,9a-octahydronaphtho[2,3-b]furan-2-one bearing two methyl substituents at positions 5 and 8a as well as a methylidene substituent at position 3.	2.11	1	naphthofuran; olefinic compound; sesquiterpene lactone	antineoplastic agent; apoptosis inducer; plant metabolite
2-(4'-methylpiperazino-1-methyl)-1,3-diazafluoranthene 1-oxide 2-(4'-methylpiperazino-1-methyl)-1,3-diazafluoranthene 1-oxide: structure	2.11	1
tetrandrine tetrandrine: a bisbenzylisoquinoline that exhibits antifibrogenic activity	2.11	1	bisbenzylisoquinoline alkaloid; isoquinolines
3-deazaneplanocin 3-deazaneplanocin: S-adenosylhomocysteine hydrolase antagonist	2.1	1
stictic acid stictic acid: antioxidant from lichen, Usnea articulata; structure in first source	2.79	3	aromatic ether
gallocyanine gallocyanine: structure; gallocyanine-chrome alum is used as a nuclear stain to quantitate nucleic acids. gallocyanin : An organic chloride salt composed of 1-carboxy-7-(dimethylamino)-3,4-dihydroxyphenoxazin-5-ium and chloride ions in a 1:1 ratio. A histological dye used in solution with an iron alum mordant as a hematoxylin substitute in the H&E stain.	2.11	1
propylsulfonic acid propylsulfonic acid: RN given refers to cpd without locant for propyl moiety	2.11	1
1-cyclohexyl-3-(2-(4-morpholinyl)ethyl)carbodiimide N-cyclohexyl-N'-(2-(4-morpholinyl)ethyl)carbodiimide : A carbodiimide having cyclcohexyl and 2-(4-morpholinyl)ethyl as the two N-substituents.	2.11	1	carbodiimide; morpholines	cross-linking reagent
6,6'-dithiodinicotinic acid 6,6'-dithiodinicotinic acid: RN given refers to parent cpd; structure	2.11	1
va 061 VA 061: a water-soluble radical initiator; structure in first source	2.11	1
n-acetyltyrosine, (dl)-isomer N-acetyltyrosine: RN given refers to (L)-isomer. N-acetyltyrosine : An N-acetyl-amino acid that is tyrosine with an amine hydrogen substituted by an acetyl group.	2.11	1	N-acetyl-amino acid; phenols; tyrosine derivative	human urinary metabolite
cinchonine [no description available]	2.11	1	(8xi)-cinchonan-9-ol; cinchona alkaloid	metabolite
9-hydroxyellipticine 9-hydroxyellipticine: RN given refers to parent cpd. 9-hydroxyellipticine : A organic heterotetracyclic compound that is ellipticine in which the hydrogen at position 9 has been replaced by a hydroxy group.	2.11	1	organic heterotetracyclic compound; organonitrogen heterocyclic compound	antineoplastic agent
n(6)-(delta(2)-isopentenyl)adenine N(6)-dimethylallyladenine : A 6-isopentenylaminopurine in which has the isopentenyl double bond is located between the 2 and 3 positions of the isopentenyl group.	2.11	1	6-isopentenylaminopurine	cytokinin
2-Phthalimidoglutaricacid [no description available]	2.11	1	glutamic acid derivative
nsc-87877 NSC-87877: potent Shp2 (nonreceptor protein tyrosine phosphatase) inhibitor; structure in first source	2.11	1
methyl lithocholate methyl lithocholate: RN given refers to (3alpha,5beta)-isomer	2.11	1
nipecotic acid amide nipecotic acid amide: RN & N1 form 9th CI Form Index; RN given refers to cpd without isomeric designation. nipecotamide : The amide resulting from the formal condensation of nipecotic acid with ammonia.	2.11	1	piperidinecarboxamide
dimethacrine dimethacrine: minor descriptor (75-84); on-line & Index Medicus search ACRIDINES (75-84); RN given refers to parent cpd without isomeric designation	2.11	1	acridines
dehydroabietic acid dehydroabietic acid: major aquatic toxicant in effluent of pulp and paper mills. dehydroabietic acid : An abietane diterpenoid that is abieta-8,11,13-triene substituted at position 18 by a carboxy group.. dehydroabietate : A monocarboxylic acid anion that is the conjugate base of dehydroabietic acid, obtained by deprotonation of the carboxy group.	2.11	1	abietane diterpenoid; carbotricyclic compound; monocarboxylic acid	allergen; metabolite
4-deoxypyridoxine 5'-phosphate [no description available]	2.11	1
4-(phenylthio)butanoic acid 4-(phenylthio)butanoic acid: structure in first source	2.11	1
bis-a-tda bis-A-TDA: structure given in first source	2.11	1
1-amino-2-phenylethylphosphonic acid 1-amino-2-phenylethylphosphonic acid: RN given refers to cpd without isomeric designation: structure given in first source	2.11	1
4-fluoro-alpha-hydroxybenzeneacetic acid 4-fluoro-alpha-hydroxybenzeneacetic acid: an aprepitant urinary metabolite; structure in first source	2.11	1
Isopteropodin [no description available]	2.11	1	indolizines
benzpiperylone benzpiperylone: spelled benzopiperylone in title	2.11	1	pyrazoles; ring assembly
wr 1065 WR-1065 : An alkanethiol that is the N-3-aminopropyl derivative of cysteamine. Used as the S-phosphorylated prodrug, amifostine, for cytoprotection in cancer chemotherapy and radiotherapy.	3.55	2	alkanethiol; diamine	antioxidant; drug metabolite; radiation protective agent
carboxyamido-triazole carboxyamido-triazole: structure given in first source; coccidiostat; U.S. patent No. 4,590,201	2.11	1
nsc 607097 [no description available]	2.11	1
pacifenol pacifenol: isolated from sea weeds and marine alga Laurencia claviformis; RN refers to (2R,5R,5aR,7S,8S,9aS)-isomer; structure in first source	2.11	1
n-phenyliminodiacetic acid [no description available]	2.11	1
cyc 202 seliciclib : 2,6-Diaminopurine carrying benzylamino, (2R)-1-hydroxybutan-2-yl and isopropyl substituents at C-6, C-2-N and N-9 respectively. It is an experimental drug candidate in the family of pharmacological cyclin-dependent kinase (CDK) inhibitors.	2.11	1	2,6-diaminopurines	antiviral drug; EC 2.7.11.22 (cyclin-dependent kinase) inhibitor
cystamine hydrochloride [no description available]	2.11	1
dipiperidinoethane-di-n-oxide dipiperidinoethane-di-N-oxide: oxidized neurotoxic dipiperidinoethane deriv; structure given in first source	2.11	1
erlotinib hydrochloride [no description available]	2.1	1	hydrochloride; terminal acetylenic compound	antineoplastic agent; protein kinase inhibitor
benzyl-beta-d-xyloside benzyl-beta-D-xyloside: RN given refers to (beta-D)-isomer	2.11	1
2,2'-(3-methylcyclohexane-1,1-diyl)diacetic acid [no description available]	2.11	1	dicarboxylic acid
2,4-dinitrophenylacetic acid 2,4-dinitrophenylacetic acid: RN given refers to parent cpd	2.11	1
sitosterol, (3beta)-isomer Sobatum: tradename; active fraction of Solanum trilobatum; reduces side-effects of radiation-induced toxicity. sitosterol : A member of the class of phytosterols that is stigmast-5-ene substituted by a beta-hydroxy group at position 3.	2.11	1	3beta-hydroxy-Delta(5)-steroid; 3beta-sterol; C29-steroid; phytosterols; stigmastane sterol	anticholesteremic drug; antioxidant; mouse metabolite; plant metabolite; sterol methyltransferase inhibitor
(5-Phenyl-1,2,4-triazol-3-yl)urea [no description available]	2.11	1	benzenes
fumagillol fumagillol: from Penicillium jensenii; FR 65814 is an analog; structure given in first source. fumagillol : A sesquiterpenoid with antimicrobial properties.	2.11	1	secondary alcohol; sesquiterpenoid; spiro-epoxide	antimicrobial agent
vacquinol-1 [no description available]	2.11	1
aspidospermine aspidospermine: an indole fused to a qunoline; isolated from Aspidosperma tree; structure given in first source. aspidospermine : An indole alkaloid having the structure of aspirospermidine methoxylated at C-17 and acetylated at N-1.	2.11	1	indole alkaloid
guaiol guaiol: structure in first source	2.11	1	guaiane sesquiterpenoid
benzatropine methanesulfonate [no description available]	2.11	1
pseudoyohimbine [no description available]	2.11	1	methyl 17-hydroxy-20xi-yohimban-16-carboxylate
gant58 GANT58: inhibits hedgehog signalling; structure in first source	2.11	1	pyridines
nsc 88915 4-pregnen-21-ol-3,20-dione-21-(4-bromobenzenesufonate): a tyrosyl-DNA phosphodiesterase inhibitor; structure in first source	2.11	1
o-acetylsolasodine [no description available]	2.11	1
viroallosecurinine [no description available]	2.11	1	indolizines
4-methyl-2-quinazolinamine 4-methyl-2-quinazolinamine: from Streptomyces of TCM plant; structure in first source	2.11	1
1-amino-9,10-dioxo-4-(3-sulfamoylanilino)anthracene-2-sulfonic acid 1-amino-9,10-dioxo-4-(3-sulfamoylanilino)anthracene-2-sulfonic acid: inhibits PH domain leucine-rich repeat protein phosphatase; structure in first source	2.11	1
adamantoylcytarabine adamantoylcytarabine: RN given refers to parent cpd; structure in Negwer, 5th ed, #4393	2.11	1
6,11-dioxo-12-naphtho[2,3-b]indolizinecarboxylic acid ethyl ester [no description available]	2.11	1	naphthalenes
noscapine Noscapine: A naturally occurring opium alkaloid that is a centrally acting antitussive agent.. (-)-noscapine : A benzylisoquinoline alkaloid that is 1,2,3,4-tetrahydroisoquinoline which is substituted by a 4,5-dimethoxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl group at position 1, a methylenedioxy group at positions 6-7 and a methoxy group at position 8. Obtained from plants of the Papaveraceae family, it lacks significant painkilling properties and is primarily used for its antitussive (cough-suppressing) effects.	2.11	1	aromatic ether; benzylisoquinoline alkaloid; cyclic acetal; isobenzofuranone; organic heterobicyclic compound; organic heterotricyclic compound; tertiary amino compound	antineoplastic agent; antitussive; apoptosis inducer; plant metabolite
LSM-1290 [no description available]	2.11	1	benzazepine alkaloid; cyclic acetal
2-glycineamide-5-chlorophenyl-2-pyrryl ketone [no description available]	2.11	1
nsc 154020 [no description available]	2.11	1	N-glycosyl compound
4-[(1-naphthalenylamino)-oxomethyl]benzene-1,3-dicarboxylic acid [no description available]	2.11	1	2-hydroxyisophthalic acid
5-(1,3-benzodioxol-5-yl)-N-(2,4-dimethylphenyl)-1,3,4-oxadiazol-2-amine [no description available]	2.11	1	benzodioxoles
croton factor f1 croton factor F1: induces ornithine decarboxylase activity; structure given in first source. 16-hydroxyphorbol 13-decanoate 12-palmitate : A phorbol ester that consists of 16-hydroxyphorbol bearing O-hexadecanoyl (palmitoyl) and O-decanoyl substituents at position 12 and 13 respectively.	2.11	1	phorbol ester; tertiary alpha-hydroxy ketone
medicarpin (-)-medicarpin : The (-)-enantiomer of medicarpin.	2.11	1	medicarpin	plant metabolite
gitoxigenin gitoxigenin: structure	2.11	1	14beta-hydroxy steroid; 16beta-hydroxy steroid; 3beta-hydroxy steroid
aromoline aromoline: from roots of Stephania cepharantha; structure given in first source	2.11	1
nsc668394 [no description available]	2.11	1
bortezomib [no description available]	2.1	1	amino acid amide; L-phenylalanine derivative; pyrazines	antineoplastic agent; antiprotozoal drug; protease inhibitor; proteasome inhibitor
gant 61 GANT 61: a sonic hedgehog pathway inhibitor and Gli inhibitor; structure in first source. GANT61 : An aminal that is hexahydropyrimidine which is substituted on each nitrogen by a 2-(dimethylamino)benzyl group, and at the aminal carbon by a pyridin-4-yl group. A Hedgehog signaling pathway and Gli protein inhibitor.	2.11	1	aminal; dialkylarylamine; pyridines; substituted aniline; tertiary amino compound	antineoplastic agent; apoptosis inducer; glioma-associated oncogene inhibitor; Hedgehog signaling pathway inhibitor
nortriptyline hydrochloride [no description available]	2.11	1	organic tricyclic compound	geroprotector
afimoxifene afimoxifene : A tertiary amino compound that is tamoxifen in which the phenyl group which is in a Z- relationship to the ethyl substituent is hydroxylated at the para- position. It is the active metabolite of tamoxifen.	2.01	1	phenols; tertiary amino compound	antineoplastic agent; estrogen receptor antagonist; metabolite
nsc 45641 [no description available]	2.11	1
geraniol [no description available]	2.11	1	3,7-dimethylocta-2,6-dien-1-ol; monoterpenoid; primary alcohol	allergen; fragrance; plant metabolite; volatile oil component
aconitic acid cis-aconitic acid : The cis-isomer of aconitic acid.	2.11	1	aconitic acid	fundamental metabolite
amygdalin [no description available]	2.11	1
fludarabine [no description available]	2.44	2	purine nucleoside
alpha-phenylcinnamate alpha-phenylcinnamate: RN given refers to parent cpd	2.11	1
curcumin Curcumin: A yellow-orange dye obtained from tumeric, the powdered root of CURCUMA longa. It is used in the preparation of curcuma paper and the detection of boron. Curcumin appears to possess a spectrum of pharmacological properties, due primarily to its inhibitory effects on metabolic enzymes.. curcumin : A beta-diketone that is methane in which two of the hydrogens are substituted by feruloyl groups. A natural dyestuff found in the root of Curcuma longa.	2.49	2	aromatic ether; beta-diketone; diarylheptanoid; enone; polyphenol	anti-inflammatory agent; antifungal agent; antineoplastic agent; biological pigment; contraceptive drug; dye; EC 1.1.1.205 (IMP dehydrogenase) inhibitor; EC 1.1.1.21 (aldehyde reductase) inhibitor; EC 1.1.1.25 (shikimate dehydrogenase) inhibitor; EC 1.6.5.2 [NAD(P)H dehydrogenase (quinone)] inhibitor; EC 1.8.1.9 (thioredoxin reductase) inhibitor; EC 2.7.10.2 (non-specific protein-tyrosine kinase) inhibitor; EC 3.5.1.98 (histone deacetylase) inhibitor; flavouring agent; food colouring; geroprotector; hepatoprotective agent; immunomodulator; iron chelator; ligand; lipoxygenase inhibitor; metabolite; neuroprotective agent; nutraceutical; radical scavenger
ethyldimethylaminopropyl carbodiimide 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride: structure in first source	2.11	1
tamoxifen citrate [no description available]	2.11	1	citrate salt	angiogenesis inhibitor; anticoronaviral agent
tamoxifen [no description available]	2.01	1	stilbenoid; tertiary amino compound	angiogenesis inhibitor; antineoplastic agent; bone density conservation agent; EC 1.2.3.1 (aldehyde oxidase) inhibitor; EC 2.7.11.13 (protein kinase C) inhibitor; estrogen antagonist; estrogen receptor antagonist; estrogen receptor modulator
eskazine [no description available]	2.11	1
nsc 336628 [no description available]	2.11	1
1,3-dimethyl-8-[2-(1-pyrrolidinyl)ethylthio]-6-sulfanylidene-7H-purin-2-one [no description available]	2.11	1	oxopurine
cambinol cambinol: inhibitor of human silent information regulator 2 enzymes; structure in first source	2.11	1
nsc 117199 [no description available]	2.11	1
mangostin mangostin: xanthone from rind of Garcinia mangostana Linn. fruit. alpha-mangostin : A member of the class of xanthones that is 9H-xanthene substituted by hydroxy group at positions 1, 3 and 6, a methoxy group at position 7, an oxo group at position 9 and prenyl groups at positions 2 and 8. Isolated from the stems of Cratoxylum cochinchinense, it exhibits antioxidant, antimicrobial and antitumour activities.	2.11	1	aromatic ether; phenols; xanthones	antimicrobial agent; antineoplastic agent; antioxidant; plant metabolite
coumestrol Coumestrol: A daidzein derivative occurring naturally in forage crops which has some estrogenic activity.. coumestrol : A member of the class of coumestans that is coumestan with hydroxy substituents at positions 3 and 9.	2.11	1	coumestans; delta-lactone; polyphenol	anti-inflammatory agent; antioxidant; plant metabolite
rottlerin rottlerin: an angiogenesis inhibitor; an inhibitor of protein kinase Cdelta (PKCdelta) and calmodulin kinase III; RN refers to (E)-isomer; do not confuse this chalcone with an anthraquinone that is also called rottlerin (RN 481-72-1);. rottlerin : A chromenol that is 2,2-dimethyl-2H-chromene substituted by hydroxy groups at positions 5 and 7, a 3-acetyl-2,4,6-trihydroxy-5-methylbenzyl group at position 6 and a (1E)-3-oxo-1-phenylprop-1-en-3-yl group at position 8. A potassium channel opener, it is isolated from Mallotus philippensis.	2.11	1	aromatic ketone; benzenetriol; chromenol; enone; methyl ketone	anti-allergic agent; antihypertensive agent; antineoplastic agent; apoptosis inducer; K-ATP channel agonist; metabolite
ellagic acid [no description available]	2.11	1	catechols; cyclic ketone; lactone; organic heterotetracyclic compound; polyphenol	antioxidant; EC 1.14.18.1 (tyrosinase) inhibitor; EC 2.3.1.5 (arylamine N-acetyltransferase) inhibitor; EC 2.4.1.1 (glycogen phosphorylase) inhibitor; EC 2.5.1.18 (glutathione transferase) inhibitor; EC 2.7.1.127 (inositol-trisphosphate 3-kinase) inhibitor; EC 2.7.1.151 (inositol-polyphosphate multikinase) inhibitor; EC 2.7.4.6 (nucleoside-diphosphate kinase) inhibitor; EC 2.7.7.7 (DNA-directed DNA polymerase) inhibitor; EC 5.99.1.2 (DNA topoisomerase) inhibitor; EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor; food additive; fungal metabolite; geroprotector; plant metabolite; skin lightening agent
7,8-dimethylalloxazine 7,8-dimethylalloxazine: structure. 7,8-dimethylisoalloxazine : A 7,8-dimethylbenzo[g]pteridine-2,4-dione that is isoalloxazine substituted by methyl groups at positions 7 and 8.. lumichrome : A compound showing blue fluorescence, formed by a photolysis of riboflavin in acid or neutral solution.	2.11	1	7,8-dimethylbenzo[g]pteridine-2,4-dione	plant metabolite
dihydrothobainone [no description available]	2.11	1
piperic acid piperinic acid: from Piper longum; structure in first source. (E,E)-piperic acid : A monocarboxylic acid that is (E)-penta-2,4-dienoic acid substituted by a 1,3-benzodioxol-5-yl group at position 5. It has been isolated from black pepper (Piper nigrum).	2.11	1	alpha,beta-unsaturated monocarboxylic acid; benzodioxoles	plant metabolite
abscisic acid 2-trans-abscisic acid : An abscisic acid in which the two acyclic double bonds both have trans-geometry.	2.11	1	abscisic acids
radicinin radicinin: mold metabolite from plant pathogen Stemphylium radicinum; RN given refers to (2S-(2alpha,3beta,7E))-isomer; structure	2.11	1	aromatic ketone
5,6-dichloro-1H-imidazo[4,5-b]pyrazine-2-carboxylic acid [no description available]	2.11	1	imidazopyrazine
hispanolone hispanolone: structure in first source	2.11	1
cysteine Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.	2.52	2	cysteinium	fundamental metabolite
boron Boron: A trace element with the atomic symbol B, atomic number 5, and atomic weight [10.806; 10.821]. Boron-10, an isotope of boron, is used as a neutron absorber in BORON NEUTRON CAPTURE THERAPY.	2.41	1	boron group element atom; metalloid atom; nonmetal atom	micronutrient
oxepins Oxepins: Compounds based on a 7-membered heterocyclic ring including an oxygen. They can be considered a medium ring ether. A natural source is the MONTANOA plant genus. Some dibenzo-dioxepins, called depsidones, are found in GARCINIA plants.	2.5	2
bromopyruvate [no description available]	2.13	1	2-oxo monocarboxylic acid anion
cp 31398 CP 31398: structure in first source	5.6	9
nutlin 1 nutlin 1: an MDM2 antagonist; structure in first source	4.67	3
nutlin-3a nutlin 3: an MDM2 antagonist; structure in first source	2.1	1	stilbenoid
veratridine Veratridine: A benzoate-cevane found in VERATRUM and Schoenocaulon. It activates SODIUM CHANNELS to stay open longer than normal.	2.11	1
cytochrome c-t Cytochromes c: Cytochromes of the c type that are found in eukaryotic MITOCHONDRIA. They serve as redox intermediates that accept electrons from MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX III and transfer them to MITOCHONDRIAL ELECTRON TRANSPORT COMPLEX IV.	2.43	2
zimelidine hydrochloride [no description available]	2.11	1
apr-246 eprenetapopt: works in tandem with cisplatin to cause apoptosis of tumor cells; structure in first source	4.69	8
chlortetracycline hydrochloride Alexomycin: a thiopeptide; a cyclic peptide antibiotic produced by Streptomyces arginensis isolated from the soil	2.11	1
viridicatumtoxin viridicatumtoxin: isolated from cultures of Penicillium viridicatum; RN given refers to 2'alpha,7'beta,11'abeta,12'beta-(-) isomer. viridicatumtoxin : A tetracycline-like polyketide antibiotic that is produced by several species of Penicillium and Aspergillus.	2.11	1
cyclin d1 Cyclin D1: Protein encoded by the bcl-1 gene which plays a critical role in regulating the cell cycle. Overexpression of cyclin D1 is the result of bcl-1 rearrangement, a t(11;14) translocation, and is implicated in various neoplasms.	2.06	1
benzyloxycarbonylvalyl-alanyl-aspartyl fluoromethyl ketone benzyloxycarbonylvalyl-alanyl-aspartyl fluoromethyl ketone: an interleukin-1beta converting enzyme (ICE)-like protease inhibitor	2.04	1
dacarbazine (E)-dacarbazine : A dacarbazine in which the N=N double bond adopts a trans-configuration.	2.11	1	dacarbazine
hematein hematein: structure. hematein : An organic heterotetracyclic compound that is -6a,7-dihydrobenzo[b]indeno[1,2-d]pyran-9-one carrying four hydroxy substituents at positions 3, 4, 6a and 10.	2.11	1

Condition	Relationship Strength	Studies
Cancer of Lung [description not available]	3.44	7
Lung Neoplasms Tumors or cancer of the LUNG.	3.44	7
Innate Inflammatory Response [description not available]	2.05	1
Inflammation A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.	2.05	1
Encephalitis, Polio [description not available]	2.06	1
Poliomyelitis An acute infectious disease of humans, particularly children, caused by any of three serotypes of human poliovirus (POLIOVIRUS). Usually the infection is limited to the gastrointestinal tract and nasopharynx, and is often asymptomatic. The central nervous system, primarily the spinal cord, may be affected, leading to rapidly progressive paralysis, coarse FASCICULATION and hyporeflexia. Motor neurons are primarily affected. Encephalitis may also occur. The virus replicates in the nervous system, and may cause significant neuronal loss, most notably in the spinal cord. A rare related condition, nonpoliovirus poliomyelitis, may result from infections with nonpoliovirus enteroviruses. (From Adams et al., Principles of Neurology, 6th ed, pp764-5)	2.06	1
Congenital Zika Syndrome [description not available]	2.25	1
Disease Models, Animal Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.	2.81	3
Zika Virus Infection A viral disease transmitted by the bite of AEDES mosquitoes infected with ZIKA VIRUS. Its mild DENGUE-like symptoms include fever, rash, headaches and ARTHRALGIA. The viral infection during pregnancy, in rare cases, is associated with congenital brain and ocular abnormalities, called Congenital Zika Syndrome, including MICROCEPHALY and may also lead to GUILLAIN-BARRE SYNDROME.	2.25	1
Benign Neoplasms [description not available]	6.64	14
Neoplasms New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.	6.64	14
Hematologic Malignancies [description not available]	3.23	1
Hematologic Neoplasms Neoplasms located in the blood and blood-forming tissue (the bone marrow and lymphatic tissue). The commonest forms are the various types of LEUKEMIA, of LYMPHOMA, and of the progressive, life-threatening forms of the MYELODYSPLASTIC SYNDROMES.	3.23	1
Esophageal Squamous Cell Carcinoma A carcinoma that originates usually from cells on the surface of the middle and lower third of the ESOPHAGUS. Tumor cells exhibit typical squamous morphology and form large polypoid lesions. Mutations in RNF6, LZTS1, TGFBR2, DEC1, and WWOX1 genes are associated with this cancer.	2.17	1
Carcinoma, Epidermoid [description not available]	2.17	1
Cancer of Esophagus [description not available]	2.17	1
Carcinoma, Squamous Cell A carcinoma derived from stratified SQUAMOUS EPITHELIAL CELLS. It may also occur in sites where glandular or columnar epithelium is normally present. (From Stedman, 25th ed)	2.17	1
Esophageal Neoplasms Tumors or cancer of the ESOPHAGUS.	2.17	1
Adenocarcinoma, Basal Cell [description not available]	2.45	2
Cell Transformation, Neoplastic Cell changes manifested by escape from control mechanisms, increased growth potential, alterations in the cell surface, karyotypic abnormalities, morphological and biochemical deviations from the norm, and other attributes conferring the ability to invade, metastasize, and kill.	4.07	5
Adenocarcinoma A malignant epithelial tumor with a glandular organization.	2.45	2
Kahler Disease [description not available]	2.08	1
Experimental Neoplasms [description not available]	2.46	2
Multiple Myeloma A malignancy of mature PLASMA CELLS engaging in monoclonal immunoglobulin production. It is characterized by hyperglobulinemia, excess Bence-Jones proteins (free monoclonal IMMUNOGLOBULIN LIGHT CHAINS) in the urine, skeletal destruction, bone pain, and fractures. Other features include ANEMIA; HYPERCALCEMIA; and RENAL INSUFFICIENCY.	2.08	1
Cancer of the Thyroid [description not available]	2.5	2
Thyroid Neoplasms Tumors or cancer of the THYROID GLAND.	2.5	2
Cancer of Pancreas [description not available]	2.1	1
Pancreatic Neoplasms Tumors or cancer of the PANCREAS. Depending on the types of ISLET CELLS present in the tumors, various hormones can be secreted: GLUCAGON from PANCREATIC ALPHA CELLS; INSULIN from PANCREATIC BETA CELLS; and SOMATOSTATIN from the SOMATOSTATIN-SECRETING CELLS. Most are malignant except the insulin-producing tumors (INSULINOMA).	2.1	1
ER-Negative PR-Negative HER2-Negative Breast Cancer [description not available]	3.44	2
Triple Negative Breast Neoplasms Breast neoplasms that do not express ESTROGEN RECEPTORS; PROGESTERONE RECEPTORS; and do not overexpress the NEU RECEPTOR/HER-2 PROTO-ONCOGENE PROTEIN.	3.44	2
Bladder Cancer [description not available]	2.49	2
Urinary Bladder Neoplasms Tumors or cancer of the URINARY BLADDER.	2.49	2
Acute Promyelocytic Leukemia [description not available]	2.15	1
Leukemia, Promyelocytic, Acute An acute myeloid leukemia in which abnormal PROMYELOCYTES predominate. It is frequently associated with DISSEMINATED INTRAVASCULAR COAGULATION.	2.15	1
Metastase [description not available]	3.06	1
Invasiveness, Neoplasm [description not available]	3.06	1
Neoplasm Metastasis The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.	3.06	1
Malignant Melanoma [description not available]	2.13	1
Melanoma A malignant neoplasm derived from cells that are capable of forming melanin, which may occur in the skin of any part of the body, in the eye, or, rarely, in the mucous membranes of the genitalia, anus, oral cavity, or other sites. It occurs mostly in adults and may originate de novo or from a pigmented nevus or malignant lentigo. Melanomas frequently metastasize widely, and the regional lymph nodes, liver, lungs, and brain are likely to be involved. The incidence of malignant skin melanomas is rising rapidly in all parts of the world. (Stedman, 25th ed; from Rook et al., Textbook of Dermatology, 4th ed, p2445)	2.13	1
Angiogenesis, Pathologic [description not available]	2.74	3
Animal Mammary Carcinoma [description not available]	2.05	1
Breast Cancer [description not available]	3.65	9
Breast Neoplasms Tumors or cancer of the human BREAST.	3.65	9
Experimental Mammary Neoplasms [description not available]	2.06	1
Acute Myelogenous Leukemia [description not available]	2.06	1
Leukemia, Myeloid, Acute Clonal expansion of myeloid blasts in bone marrow, blood, and other tissue. Myeloid leukemias develop from changes in cells that normally produce NEUTROPHILS; BASOPHILS; EOSINOPHILS; and MONOCYTES.	2.06	1
Cancer of Skin [description not available]	2.06	1
Cocarcinogenesis The combination of two or more different factors in the production of cancer.	2.06	1
Skin Neoplasms Tumors or cancer of the SKIN.	2.06	1
Genetic Predisposition [description not available]	2.05	1
Carcinoma, Ductal, Breast An invasive (infiltrating) CARCINOMA of the mammary ductal system (MAMMARY GLANDS) in the human BREAST.	2.05	1
Li-Fraumeni Syndrome Rare autosomal dominant syndrome characterized by mesenchymal and epithelial neoplasms at multiple sites. MUTATION of the p53 tumor suppressor gene, a component of the DNA DAMAGE response pathway, apparently predisposes family members who inherit it to develop certain cancers. The spectrum of cancers in the syndrome was shown to include, in addition to BREAST CANCER and soft tissue sarcomas (SARCOMA); BRAIN TUMORS; OSTEOSARCOMA; LEUKEMIA; and ADRENOCORTICAL CARCINOMA.	2.05	1
B-Cell Chronic Lymphocytic Leukemia [description not available]	2.02	1
Leukemia, Lymphocytic, Chronic, B-Cell A chronic leukemia characterized by abnormal B-lymphocytes and often generalized lymphadenopathy. In patients presenting predominately with blood and bone marrow involvement it is called chronic lymphocytic leukemia (CLL); in those predominately with enlarged lymph nodes it is called small lymphocytic lymphoma. These terms represent spectrums of the same disease.	2.02	1
Bone Cancer [description not available]	2.02	1
Carcinoma, Non-Small Cell Lung [description not available]	2.44	2
Osteogenic Sarcoma [description not available]	2.02	1
Bone Neoplasms Tumors or cancer located in bone tissue or specific BONES.	2.02	1
Carcinoma, Non-Small-Cell Lung A heterogeneous aggregate of at least three distinct histological types of lung cancer, including SQUAMOUS CELL CARCINOMA; ADENOCARCINOMA; and LARGE CELL CARCINOMA. They are dealt with collectively because of their shared treatment strategy.	2.44	2
Osteosarcoma A sarcoma originating in bone-forming cells, affecting the ends of long bones. It is the most common and most malignant of sarcomas of the bones, and occurs chiefly among 10- to 25-year-old youths. (From Stedman, 25th ed)	2.02	1
Cancer of Colon [description not available]	2.02	1
Condition, Preneoplastic [description not available]	2.02	1
Colonic Neoplasms Tumors or cancer of the COLON.	2.02	1
Precancerous Conditions Pathological conditions that tend eventually to become malignant.	2.02	1
Granulocytic Leukemia [description not available]	2.03	1
Leukemia, Myeloid Form of leukemia characterized by an uncontrolled proliferation of the myeloid lineage and their precursors (MYELOID PROGENITOR CELLS) in the bone marrow and other sites.	2.03	1
Cancer of Head [description not available]	2.94	1
Head and Neck Neoplasms Soft tissue tumors or cancer arising from the mucosal surfaces of the LIP; oral cavity; PHARYNX; LARYNX; and cervical esophagus. Other sites included are the NOSE and PARANASAL SINUSES; SALIVARY GLANDS; THYROID GLAND and PARATHYROID GLANDS; and MELANOMA and non-melanoma skin cancers of the head and neck. (from Holland et al., Cancer Medicine, 4th ed, p1651)	2.94	1
Hormone-Dependent Neoplasms [description not available]	2.44	2
Disease Exacerbation [description not available]	2.03	1
Hepatocellular Carcinoma [description not available]	2.04	1
Cancer of Liver [description not available]	2.04	1
Carcinoma, Hepatocellular A primary malignant neoplasm of epithelial liver cells. It ranges from a well-differentiated tumor with EPITHELIAL CELLS indistinguishable from normal HEPATOCYTES to a poorly differentiated neoplasm. The cells may be uniform or markedly pleomorphic, or form GIANT CELLS. Several classification schemes have been suggested.	2.04	1
Liver Neoplasms Tumors or cancer of the LIVER.	2.04	1
Benign Neoplasms, Brain [description not available]	2.04	1
Glial Cell Tumors [description not available]	2.04	1
Brain Neoplasms Neoplasms of the intracranial components of the central nervous system, including the cerebral hemispheres, basal ganglia, hypothalamus, thalamus, brain stem, and cerebellum. Brain neoplasms are subdivided into primary (originating from brain tissue) and secondary (i.e., metastatic) forms. Primary neoplasms are subdivided into benign and malignant forms. In general, brain tumors may also be classified by age of onset, histologic type, or presenting location in the brain.	2.04	1
Glioma Benign and malignant central nervous system neoplasms derived from glial cells (i.e., astrocytes, oligodendrocytes, and ependymocytes). Astrocytes may give rise to astrocytomas (ASTROCYTOMA) or glioblastoma multiforme (see GLIOBLASTOMA). Oligodendrocytes give rise to oligodendrogliomas (OLIGODENDROGLIOMA) and ependymocytes may undergo transformation to become EPENDYMOMA; CHOROID PLEXUS NEOPLASMS; or colloid cysts of the third ventricle. (From Escourolle et al., Manual of Basic Neuropathology, 2nd ed, p21)	2.04	1
Anoxemia [description not available]	2.04	1
Cancer of Prostate [description not available]	2.04	1
Hypoxia Sub-optimal OXYGEN levels in the ambient air of living organisms.	2.04	1
Prostatic Neoplasms Tumors or cancer of the PROSTATE.	2.04	1

2,2-bis(hydroxymethyl)-1-azabicyclo(2,2,2,)octan-3-one

Description

Cross-References

Synonyms (84)

Drug Classes (2)

Protein Targets (10)

Potency Measurements

Biological Processes (18)

Molecular Functions (5)

Ceullar Components (6)

Bioassays (45)

Research

Studies (75)

Market Indicators

Research Demand Index: 10.12

Study Types

2,2-bis(hydroxymethyl)-1-azabicyclo(2,2,2,)octan-3-one

Description

Cross-References

Synonyms (84)

Drug Classes (2)

Protein Targets (10)

Potency Measurements

Biological Processes (18)

Molecular Functions (5)

Ceullar Components (6)

Bioassays (45)

Research

Studies (75)

Market Indicators

Research Demand Index: 10.12

Study Types

Related Drugs (229)

Related Conditions (82)