Compounds > 10-deacetylbaccatine iii
Page last updated: 2024-12-07

10-deacetylbaccatine iii

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

## 10-Deacetylbaccatine III (10-DAB)

10-Deacetylbaccatine III (10-DAB) is a **naturally occurring compound** derived from the **Pacific Yew tree (Taxus brevifolia)**. It is a **precursor molecule** to **paclitaxel**, a well-known and powerful **anticancer drug**.

Here's why 10-DAB is important for research:

**1. Production of Paclitaxel:**

* 10-DAB is a **key intermediate** in the **semi-synthetic production of paclitaxel**.
* It is **chemically modified** to produce the final drug molecule.
* This process allows for the **production of paclitaxel in a more sustainable and efficient manner** compared to extracting it directly from the yew tree.

**2. Anticancer Activity:**

* 10-DAB itself exhibits **anticancer activity** against various cancer cell lines.
* It is being researched for its potential as a **therapeutic agent** on its own.
* Its **mechanism of action** is similar to paclitaxel, disrupting microtubule function and preventing cell division.

**3. Potential for New Drugs:**

* 10-DAB and its derivatives are being investigated as **potential leads for developing new anticancer drugs** with improved properties.
* This includes exploring ways to **enhance efficacy**, **reduce toxicity**, and **overcome drug resistance**.

**4. Research on Taxus Species:**

* 10-DAB research contributes to a **deeper understanding of the biochemistry and genetics of Taxus species**.
* It helps identify other potentially valuable compounds within these trees.

**In summary**, 10-DAB is a crucial molecule in the production of paclitaxel and has its own potential as an anticancer agent. Research on 10-DAB continues to contribute to the development of new cancer therapies and our understanding of natural products.

## 10-Deacetylbaccatine III: A Building Block for Taxanes

**10-Deacetylbaccatine III (10-DAB)** is a naturally occurring compound found in the bark and needles of the Pacific Yew tree (*Taxus brevifolia*). It is a **precursor** to the well-known anticancer drug **paclitaxel (Taxol)**.

**Here's why 10-DAB is important for research:**

* **Efficient Synthesis of Paclitaxel:** 10-DAB is a **key intermediate** in the semi-synthetic production of paclitaxel. It serves as a starting point for various chemical modifications, allowing researchers to create **analogs** with improved properties, such as:
* Enhanced efficacy
* Reduced toxicity
* Improved pharmacokinetics
* **Structure-Activity Relationship Studies:** Investigating the role of different functional groups in 10-DAB allows researchers to understand how its structure affects its biological activity. This knowledge helps develop **more effective and targeted cancer therapies**.
* **Alternative Sources of Taxanes:** While 10-DAB is extracted from the Pacific Yew tree, alternative sources are being explored. Researchers are investigating the use of **cultured cells** or **genetically modified plants** to produce 10-DAB and other taxane precursors, reducing reliance on endangered species.
* **Novel Drug Development:** 10-DAB has the potential to be used in the development of new **taxane-based therapies** targeting a range of cancers, such as breast, ovarian, and lung cancer.

**Overall, 10-DAB plays a crucial role in both current and future research related to cancer therapy. Its potential for developing new and improved anticancer drugs makes it a highly valuable compound.**

10-deacetylbaccatine III: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID125001
CHEMBL ID1713307
SCHEMBL ID432541
MeSH IDM0124750
PubMed CID154272
CHEMBL ID393912
CHEBI ID18193
SCHEMBL ID33495
MeSH IDM0124750

Synonyms (80)

Synonym
smr001565671
LS-15262
10-deacetyl baccatin iii
NSC251677 ,
10-desacetylbaccatin iii
tetrol fr. taxus brevifolia
mls002702103 ,
nsc-251677
NCI60_002012
7-epi-10-deacetylbaccatin iii
10-DEACETYLBACCATIN-III ,
10-dab iii
FT-0665489
FT-0665490
92999-93-4
AKOS015895539
13-epi-10-deacetyl baccatin iii
SCHEMBL432541
AKOS024288610
CHEMBL1713307
AC-8253
10-dab
BCP07070
10-deacetylbaccatin; 10-deacetylbaccatin iii; 10-deacetylbaccatin-iii
YWLXLRUDGLRYDR-UHFFFAOYSA-N
BCP29274
10-deacetyl pound>>7-epi-10-dab pound>>docetaxel 7-epi-dab-impurity
4-(acetyloxy)-1,7,10,13-tetrahydroxy-9-oxo-5,20-epoxytax-11-en-2-yl benzoate
STL565984
FT-0700873
[(1s,2s,3r,4s,7r,9s,10s,12r,15s)-4-acetyloxy-1,9,12,15-tetrahydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0^{3,10.0^{4,7]heptadec-13-en-2-yl] benzoate
7,11-methano-5h-cyclodeca[3,4]benz[1,2-b]oxet-5-one,12b-(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-,[2ar-(2aa,4b,4aa,6b,9a,11a,12a,12aa,12ba)]-
PD013811
AC-20218
CHEBI:18193 ,
5beta,20-epoxy-1,7beta,10beta,13alpha-tetrahydroxy-9-oxotax-11-ene-2alpha,4alpha-diyl 4-acetate 2-benzoate
32981-86-5
10-deacetylbaccatin iii
10-deacetylbaccatin iii from taxus baccata, >=95% (hplc)
CHEMBL393912
10-deacetylbaccatine iii
unii-4k6eww2z45
4k6eww2z45 ,
nsc 251677
7,11-methano-5h-cyclodeca(3,4)benz(1,2-b)oxet-5-one, 12b-(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-, (2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-
D4148
HY-16565
CS-1052
10-deacetylbaccatin
S2409
7,11-methano-5h-cyclodeca(3,4)benz(1,2-b)oxet-5-one, 12b-(acetyloxy)-12-(benzoyloxy)-1,2a,3,4,4a,6,9,10,11,12,12a,12b-dodecahydro-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-, (2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)
10.beta.-deacetylbaccatin iii
10-deacetyl-baccatin iii
smr004703546
MLS006011993
SCHEMBL33495
(2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-12b-acetoxy-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1h-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate
10-deactyl baccatin iii
YWLXLRUDGLRYDR-ZHPRIASZSA-N
Q-200096
10-deacetylbaccatin iii, antibiotic for culture media use only
10-deacetylbaccatiniii
10-dab (10-deacetylbaccatin)
AB01566852_01
AKOS025401509
10-db iii
mfcd09027979
10-o-deacetylbaccatin iii
EX-A3597
F12951
Q163856
BRD-K96631475-001-04-0
(2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-12b-acetoxy-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1h-7,11-methan
CCG-269977
baccatin iii, 10-deacetyl-
zoate
(2ar,4s,4as,6r,9s,11s,12s,12ar,12bs)-12b-acetoxy-4,6,9,11-tetrahydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1h-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl ben
10-deacetylbaccatin iii; 10-dab iii; 10-deacetyl baccatin iii;10-deacetylbaccatin iii
A875464
DTXSID80865659

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" The developed method was successfully applied to the pharmacokinetic study of the seven taxoids in rat plasma after oral administration of the crude extract of the twigs and leaves of Taxus yunnanensis."( Simultaneous determination of seven taxoids in rat plasma by UPLC-MS/MS and pharmacokinetic study after oral administration of Taxus yunnanensis extracts.
Bai, X; Gou, X; Hou, X; Huang, M; Jin, J; Li, D; Liu, B; Zhong, G, 2015)		0.42
" 10-Deacetylbaccatin III is one of the popular taxane compounds with antitumor activity, but the pharmacokinetic profile of this compound remains elusive."( Comparison of Pharmacokinetics and Biodistribution of 10-Deacetylbaccatin III after Oral Administration as Pure Compound or in Taxus chinensis Extract: A Pilot Study.
Lv, J; Shao, H; Wang, L; Zhang, X, 2016)		0.43

Dosage Studied

ExcerptRelevanceReference
" The assay achieved good resolution in the separation between the four compounds, and it can be used for quality control or purity determination for those in bulk and pharmceutical dosage forms."( Rapid separation of four main taxoids in Taxus species by a combined LLP-SPE-HPLC (PAD) procedure.
Fu, Y; Li, Q; Li, S; Schwarz, G; Sun, R; Zu, Y, 2006)		0.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (2)

ClassDescription
tetracyclic diterpenoidA diterpenoid with a tetracyclic skeleton.
secondary alpha-hydroxy ketoneAn alpha-hydroxy ketone in which the carbonyl group and the hydroxy group are linked by a carbon bearing one hydrogen and one organyl group. Secondary alpha-hydroxy ketones are also known as acyloins, and are formally derived from reductive coupling of two carboxylic acid groups.
[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]

Pathways (1)

PathwayProteinsCompounds
taxol biosynthesis1019
taxol biosynthesis1224

Protein Targets (5)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
TDP1 proteinHomo sapiens (human)Potency1.09530.000811.382244.6684AID686978; AID686979
Smad3Homo sapiens (human)Potency2.81840.00527.809829.0929AID588855
IDH1Homo sapiens (human)Potency5.80480.005210.865235.4813AID686970
gemininHomo sapiens (human)Potency4.50970.004611.374133.4983AID624296; AID624297
DNA dC->dU-editing enzyme APOBEC-3G isoform 1Homo sapiens (human)Potency0.79430.058010.694926.6086AID602310
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (37)

Assay IDTitleYearJournalArticle
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. 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.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. 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.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. 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.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID1191960Antiproliferative activity against human A2780/TAX cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID378130Cytotoxicity against human A498 cells assessed as growth inhibition after at 30 ug/ml 48 hrs by SRB assay2005Journal of natural products, Jan, Volume: 68, Issue:1
Three new taxane diterpenoids from Taxus sumatrana.
AID306135Effect on calcein accumulation in multidrug-resistant human 2780AD cells at 25 ug/ml relative to control2007Bioorganic & medicinal chemistry letters, Feb-15, Volume: 17, Issue:4
Structure-activity relationships of some taxoids as multidrug resistance modulator.
AID1191962Antiproliferative activity against human HCT8/VCT cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID1514107Antileishmanial activity against Leishmania donovani MHOM/ET/ 67/L82 amastigotes infected in BALB/c mouse assessed as reduction in parasitic load in liver at 100 mg/kg, sc qd administered for 5 days measured at 3 days post last dose relative to control2018European journal of medicinal chemistry, Dec-05, Volume: 160Leishmania treatment and prevention: Natural and synthesized drugs.
AID399851Cytotoxicity against human KB cells
AID1191957Antiproliferative activity against human MCF7 cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID1191958Antiproliferative activity against human HepG2 cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID1191955Antiproliferative activity against human A549 cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID378131Cytotoxicity against human NCI-H226 cells assessed as growth inhibition after at 30 ug/ml 48 hrs by SRB assay2005Journal of natural products, Jan, Volume: 68, Issue:1
Three new taxane diterpenoids from Taxus sumatrana.
AID306133Effect on calcein accumulation in multidrug-resistant human 2780AD cells at 0.25 ug/ml relative to control2007Bioorganic & medicinal chemistry letters, Feb-15, Volume: 17, Issue:4
Structure-activity relationships of some taxoids as multidrug resistance modulator.
AID306134Effect on calcein accumulation in multidrug-resistant human 2780AD cells at 2.5 ug/ml relative to control2007Bioorganic & medicinal chemistry letters, Feb-15, Volume: 17, Issue:4
Structure-activity relationships of some taxoids as multidrug resistance modulator.
AID1191956Antiproliferative activity against human SW480 cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID378133Cytotoxicity against human PC-3 cells assessed as growth inhibition after at 30 ug/ml 48 hrs by SRB assay2005Journal of natural products, Jan, Volume: 68, Issue:1
Three new taxane diterpenoids from Taxus sumatrana.
AID1191965Antiproliferative activity against mouse NIH/3T3 cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID399852Astrocyte reversal activity in astrocytes
AID468394Cytotoxicity against human H460 cells2009Journal of natural products, Nov, Volume: 72, Issue:11
Anomalous microbial transformations on the taxane ring of 10-DAB by a strain of the fungus Curvularia lunata: transbenzoylation, transacetylation, and opening of the oxetane ring.
AID1191959Antiproliferative activity against human A2780 cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID487432Cytotoxicity against human H460 cells2010Journal of natural products, Jun-25, Volume: 73, Issue:6
Microbial transformations of the taxan ring of 10-DAB by some strains of the fungus Curvularia lunata: formation of the bis-abeotaxanes wallifoliol and 4-deacylwallifoliol.
AID378132Cytotoxicity against human A549 cells assessed as growth inhibition after at 30 ug/ml 48 hrs by SRB assay2005Journal of natural products, Jan, Volume: 68, Issue:1
Three new taxane diterpenoids from Taxus sumatrana.
AID1191961Antiproliferative activity against human HCT8 cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID1191963Antiproliferative activity against human A549/CDDP cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID1191964Antiproliferative activity against human MCF7/DX cells assessed as growth inhibition after 48 hrs by sulforhodamine B assay2015Bioorganic & medicinal chemistry letters, Mar-15, Volume: 25, Issue:6
Isolation and cytotoxicity evaluation of taxanes from the barks of Taxus wallichiana var. mairei.
AID1347411qHTS to identify inhibitors of the type 1 interferon - major histocompatibility complex class I in skeletal muscle: primary screen against the NCATS Mechanism Interrogation Plate v5.0 (MIPE) Libary2020ACS chemical biology, 07-17, Volume: 15, Issue:7
High-Throughput Screening to Identify Inhibitors of the Type I Interferon-Major Histocompatibility Complex Class I Pathway in Skeletal Muscle.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (80)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (1.25)18.7374
1990's13 (16.25)18.2507
2000's33 (41.25)29.6817
2010's26 (32.50)24.3611
2020's7 (8.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 33.46

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index33.46 (24.57)
Research Supply Index1.95 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index38.40 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (33.46)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Reviews1 (1.30%)6.00%
Case Studies0 (0.00%)4.05%
Case Studies1 (1.30%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
Other75 (97.40%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
dimethyl sulfoxide
Dimethyl Sulfoxide: A highly polar organic liquid, that is used widely as a chemical solvent. Because of its ability to penetrate biological membranes, it is used as a vehicle for topical application of pharmaceuticals. It is also used to protect tissue during CRYOPRESERVATION. Dimethyl sulfoxide shows a range of pharmacological activity including analgesia and anti-inflammation.. dimethyl sulfoxide : A 2-carbon sulfoxide in which the sulfur atom has two methyl substituents.		2.0810sulfoxide;
volatile organic compound		alkylating agent;
antidote;
Escherichia coli metabolite;
geroprotector;
MRI contrast agent;
non-narcotic analgesic;
polar aprotic solvent;
radical scavenger
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		2.5120alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
4-aminopyridine
[no description available]		2.1310aminopyridine;
aromatic amine		avicide;
orphan drug;
potassium channel blocker
verapamil
Verapamil: A calcium channel blocker that is a class IV anti-arrhythmia agent.. verapamil : A racemate comprising equimolar amounts of dexverapamil and (S)-verapamil. An L-type calcium channel blocker of the phenylalkylamine class, it is used (particularly as the hydrochloride salt) in the treatment of hypertension, angina pectoris and cardiac arrhythmia, and as a preventive medication for migraine.. 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile : A tertiary amino compound that is 3,4-dimethoxyphenylethylamine in which the hydrogens attached to the nitrogen are replaced by a methyl group and a 4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexyl group.		2.0310aromatic ether;
nitrile;
polyether;
tertiary amino compound
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.		3.2710phosphocholines;
phospholipid		anti-inflammatory agent;
anticoronaviral agent;
antifungal agent;
antineoplastic agent;
antiprotozoal drug;
apoptosis inducer;
immunomodulator;
protein kinase inhibitor
alanine
Alanine: A non-essential amino acid that occurs in high levels in its free state in plasma. It is produced from pyruvate by transamination. It is involved in sugar and acid metabolism, increases IMMUNITY, and provides energy for muscle tissue, BRAIN, and the CENTRAL NERVOUS SYSTEM.. alanine : An alpha-amino acid that consists of propionic acid bearing an amino substituent at position 2.		2.1510alanine zwitterion;
alanine;
L-alpha-amino acid;
proteinogenic amino acid;
pyruvate family amino acid		EC 4.3.1.15 (diaminopropionate ammonia-lyase) inhibitor;
fundamental metabolite
serine
Serine: A non-essential amino acid occurring in natural form as the L-isomer. It is synthesized from GLYCINE or THREONINE. It is involved in the biosynthesis of PURINES; PYRIMIDINES; and other amino acids.. serine : An alpha-amino acid that is alanine substituted at position 3 by a hydroxy group.		2.0210L-alpha-amino acid;
proteinogenic amino acid;
serine family amino acid;
serine zwitterion;
serine		algal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
Saccharomyces cerevisiae metabolite
lysine
Lysine: An essential amino acid. It is often added to animal feed.. lysine : A diamino acid that is caproic (hexanoic) acid bearing two amino substituents at positions 2 and 6.. L-lysine : An L-alpha-amino acid; the L-isomer of lysine.		2.1710aspartate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
lysine;
organic molecular entity;
proteinogenic amino acid		algal metabolite;
anticonvulsant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
vincristine
[no description available]		2.0310acetate ester;
formamides;
methyl ester;
organic heteropentacyclic compound;
organic heterotetracyclic compound;
tertiary alcohol;
tertiary amino compound;
vinca alkaloid		antineoplastic agent;
drug;
microtubule-destabilising agent;
plant metabolite;
tubulin modulator
sucrose
Saccharum: A plant genus of the family POACEAE widely cultivated in the tropics for the sweet cane that is processed into sugar.		1.9910glycosyl glycosidealgal metabolite;
Escherichia coli metabolite;
human metabolite;
mouse metabolite;
osmolyte;
Saccharomyces cerevisiae metabolite;
sweetening agent
phenylalanine
Phenylalanine: An essential aromatic amino acid that is a precursor of MELANIN; DOPAMINE; noradrenalin (NOREPINEPHRINE), and THYROXINE.. L-phenylalanine : The L-enantiomer of phenylalanine.. phenylalanine : An aromatic amino acid that is alanine in which one of the methyl hydrogens is substituted by a phenyl group.		2.4220amino acid zwitterion;
erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid;
phenylalanine;
proteinogenic amino acid		algal metabolite;
EC 3.1.3.1 (alkaline phosphatase) inhibitor;
Escherichia coli metabolite;
human xenobiotic metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
colchicine
(S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.		1.9810alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
chloroform
Chloroform: A commonly used laboratory solvent. It was previously used as an anesthetic, but was banned from use in the U.S. due to its suspected carcinogenicity.. chloroform : A one-carbon compound that is methane in which three of the hydrogens are replaced by chlorines.		2.0510chloromethanes;
one-carbon compound		carcinogenic agent;
central nervous system drug;
inhalation anaesthetic;
non-polar solvent;
refrigerant
dimethylformamide
Dimethylformamide: A formamide in which the amino hydrogens are replaced by methyl groups.. N,N-dimethylformamide : A member of the class of formamides that is formamide in which the amino hydrogens are replaced by methyl groups.		2.0810formamides;
volatile organic compound		geroprotector;
hepatotoxic agent;
polar aprotic solvent
mannitol
[no description available]		1.9910mannitolallergen;
antiglaucoma drug;
compatible osmolytes;
Escherichia coli metabolite;
food anticaking agent;
food bulking agent;
food humectant;
food stabiliser;
food thickening agent;
hapten;
metabolite;
osmotic diuretic;
sweetening agent
thianthrene
thianthrene: in its electron deficient state, effects formation of high-energy phosphate bonds in process of oxidative phosphorylation; structure. thianthrene : The organosulfur heterocyclic compound that is the parent compound of the thianthrenes, a tricyclic structure comprising two benzene rings fused to the b and e sides of 1,4-dithin.		3.2710mancude organic heterotricyclic parent;
organosulfur heterocyclic compound;
thianthrenes
vinyl acetate
[no description available]		2.1710acetate ester
cyclopentane
Cyclopentanes: A group of alicyclic hydrocarbons with the general formula R-C5H9.. cyclopentanes : Cyclopentane and its derivatives formed by substitution.		2.4720cycloalkane;
cyclopentanes;
volatile organic compound		non-polar solvent
oxetane
oxetane: structure. oxetane : A saturated organic heteromonocyclic parent that is a four-membered ring comprising of three carbon atoms and an oxygen atom.		2.0510oxetanes;
saturated organic heteromonocyclic parent
4-dimethylaminopyridine
4-dimethylaminopyridine: catalyst for acetylation of hydroxy cpds; structure		2.1310dialkylarylamine;
tertiary amino compound
methyl tert-butyl ether
methyl tert-butyl ether: used to dissolve gallstones; gasoline additive. methyl tert-butyl ether : An ether having methyl and tert-butyl as the two alkyl components.		2.1110etherfuel additive;
metabolite;
non-polar solvent
acetylglucosamine
Acetylglucosamine: The N-acetyl derivative of glucosamine.. N-acetyl-beta-D-glucosamine : An N-acetyl-D-glucosamine having beta-configuration at the anomeric centre.		2.2510N-acetyl-D-glucosamineepitope
phenyl acetate
phenyl acetate: The ester formed between phenol and acetic acid. Don't confuse with phenylacetic acid derivatives listed under PHENYLACETATES.. phenyl acetate : An acetate ester obtained by the formal condensation of phenol with acetic acid.		2.4720benzenes;
phenyl acetates
dimethylacetamide
hallucinogen : Drugs capable of inducing illusions, hallucinations, delusions, paranoid ideations and other alterations of mood and thinking.. N,N-dimethylacetamide : A member of the class of acetamides that is acetamide in which the hydrogens attached to the N atom have been replaced by two methyl groups respectively. Metabolite observed in cancer metabolism.		2.0810acetamides;
monocarboxylic acid amide		human metabolite
alkenes
[no description available]		2.4520
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		5.14440taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
glucose, (beta-d)-isomer
beta-D-glucose : D-Glucopyranose with beta configuration at the anomeric centre.. (1->4)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->4) linkages.. (1->3)-beta-D-glucan : A beta-D-glucan in which the glucose units are connected by (1->3) linkages.		1.9810D-glucopyranoseepitope;
mouse metabolite
baccatin iii
[no description available]		4.6250acetate ester;
benzoate ester;
tetracyclic diterpenoid		plant metabolite
docetaxel anhydrous
Docetaxel: A semisynthetic analog of PACLITAXEL used in the treatment of locally advanced or metastatic BREAST NEOPLASMS and NON-SMALL CELL LUNG CANCER.. docetaxel anhydrous : A tetracyclic diterpenoid that is paclitaxel with the N-benzyloxycarbonyl group replaced by N-tert-butoxycarbonyl, and the acetoxy group at position 10 replaced by a hydroxy group.		3.1350secondary alpha-hydroxy ketone;
tetracyclic diterpenoid		antimalarial;
antineoplastic agent;
photosensitizing agent
10-deacetyltaxol
10-deacetyltaxol: alkaloid from Taxus wallichiana, structure given in first source		2.7330
o 129
O 129: vibriostatic. 2,4-diamino-6,7-diisopropylpteridine : A member of the class of pteridines that is pteridine in which the hydrogens at positions 2 and 4 are replaced by amino groups, whilst those at positions 6 and 7 are replaced by isopropyl groups.. vibriostatic agent : Any compound that inhibits the growth of bacteria of the genus Vibrio.		3.2710primary amino compound;
pteridines		antifolate;
vibriostatic agent
acetyl coenzyme a
Acetyl Coenzyme A: Acetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.		2.4920acyl-CoAacyl donor;
coenzyme;
effector;
fundamental metabolite
gamma-sitosterol
clionasterol : A member of the class of phytosterols that is poriferast-5-ene carrying a beta-hydroxy substituent at position 3.		2.11103beta-hydroxy-Delta(5)-steroid;
3beta-sterol;
phytosterols		marine metabolite;
plant metabolite
glycosides
[no description available]		2.0310
cytellin
cytellin: a phytosterol preparation of mainly B-sitosterol, that was marketed by Eli Lilly to lower cholesterol 1957 to 1982		2.1110
ovalbumin
Ovalbumin: An albumin obtained from the white of eggs. It is a member of the serpin superfamily.		2.0110
quercetin
[no description available]		3.27107-hydroxyflavonol;
pentahydroxyflavone		antibacterial agent;
antineoplastic agent;
antioxidant;
Aurora kinase inhibitor;
chelator;
EC 1.10.99.2 [ribosyldihydronicotinamide dehydrogenase (quinone)] inhibitor;
geroprotector;
phytoestrogen;
plant metabolite;
protein kinase inhibitor;
radical scavenger
luteolin
[no description available]		3.27103'-hydroxyflavonoid;
tetrahydroxyflavone		angiogenesis inhibitor;
anti-inflammatory agent;
antineoplastic agent;
apoptosis inducer;
c-Jun N-terminal kinase inhibitor;
EC 2.3.1.85 (fatty acid synthase) inhibitor;
immunomodulator;
nephroprotective agent;
plant metabolite;
radical scavenger;
vascular endothelial growth factor receptor antagonist
isoplumericin
isoplumericin: isolated from Plumeria rubra		3.2710terpene lactone
plumericin
plumericin: from bark of Plumeria rubra; structure given in first source; RN given refers to (3aS-(3E,3aalpha,4abeta,7abeta,9aR*,9bbeta))-isomer; RN for cpd without isomeric designation not avail 5/91		3.2710terpene lactone
licochalcone a
licochalcone A: has both anti-inflammatory and antineoplastic activities; structure given in first source; isolated from root of Glycyrrhiza inflata; RN given refers to (E)-isomer		3.2710chalcones
taxuyunnanine c
[no description available]		2.1110taxane diterpenoid
eupomatenoid 5
eupomatenoid 5: RN given for (E)-isomer; structure in first source		3.2710
taxane
taxane: produced by Taxomyces andreanae		3.5380diterpene;
terpenoid fundamental parent
lipid a
Lipid A: Lipid A is the biologically active component of lipopolysaccharides. It shows strong endotoxic activity and exhibits immunogenic properties.. lipid A : The glycolipid moiety of bacterial lipopolysaccharide (R can be either hydrogen or a fatty acyl group).		1.9810dodecanoate ester;
lipid A;
tetradecanoate ester		Escherichia coli metabolite
sepharose
agarose : A linear polysaccharide made up from alternating D-galactose and 3,6-anhydro-alpha-L-galactopyranose residues joined by alpha-(1->3)- and beta-(1->4)-linkages.		2.0110
methyl jasmonate
[no description available]		2.4720
7-xylosyl-10-deacetyltaxol
7-xylosyl-10-deacetyltaxol: isolated from the stem bark of Taxus baccata; structure in first source		2.7630
cephalomannine
cephalomannine: RN given refers to (2aR-(2aalpha,4beta,4abeta,6beta,9alpha(alphaR*,betaS*(E)),11alpha,12alpha,12aalpha,12balpha))-isomer; RN for cpd without isomeric designation not available 7/88; structure given in first source		3.470
ConditionIndicatedRelationship StrengthStudiesTrials
Innate Inflammatory Response
[description not available]		02.0510
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.		02.0510
Plasmodium falciparum Malaria
[description not available]		02.110
Malaria, Falciparum
Malaria caused by PLASMODIUM FALCIPARUM. This is the severest form of malaria and is associated with the highest levels of parasites in the blood. This disease is characterized by irregularly recurring febrile paroxysms that in extreme cases occur with acute cerebral, renal, or gastrointestinal manifestations.		02.110
Benign Neoplasms
[description not available]		02.0810
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.		02.0810
Sensitivity and Specificity
Binary classification measures to assess test results. Sensitivity or recall rate is the proportion of true positives. Specificity is the probability of correctly determining the absence of a condition. (From Last, Dictionary of Epidemiology, 2d ed)		02.0310
Leishmania Infection
[description not available]		02.0310
Leishmaniasis
A disease caused by any of a number of species of protozoa in the genus LEISHMANIA. There are four major clinical types of this infection: cutaneous (Old and New World) (LEISHMANIASIS, CUTANEOUS), diffuse cutaneous (LEISHMANIASIS, DIFFUSE CUTANEOUS), mucocutaneous (LEISHMANIASIS, MUCOCUTANEOUS), and visceral (LEISHMANIASIS, VISCERAL).		02.0310
Breast Cancer
[description not available]		01.9910
Leucocythaemia
[description not available]		01.9910
Breast Neoplasms
Tumors or cancer of the human BREAST.		01.9910
Leukemia
A progressive, malignant disease of the blood-forming organs, characterized by distorted proliferation and development of leukocytes and their precursors in the blood and bone marrow. Leukemias were originally termed acute or chronic based on life expectancy but now are classified according to cellular maturity. Acute leukemias consist of predominately immature cells; chronic leukemias are composed of more mature cells. (From The Merck Manual, 2006)		01.9910