gossylic iminolactone

Description

gossylic iminolactone: inhibits human immunodeficiency virus type I replication; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID Source	ID
PubMed CID	135487739
CHEMBL ID	424250
SCHEMBL ID	2622255
MeSH ID	M0199695

Synonyms (8)

Synonym
(dihydroxy-imino-isopropyl-methyl-[?]yl)-imino-isopropyl-methyl-[?]diol
gossylic iminolactone
2,2'-diimino-5,5'-diisopropyl-7,7'-dimethyl-2h, 2'h-[8,8']bi[naphtho[1,8-bc]furanyl]-3,4,3',4'-tetraol
CHEMBL424250 ,
2,2''-diimino-5,5''-diisopropyl-7,7''-dimethyl-2h,2''h-[8,8'']bi[naphtho[1,8-bc]furanyl]-3,4,3'',4''-tetraol
bdbm50010448
(8,8'-bi-2h-naphtho(1,8-bc)furan)-3,3',4,4'-tetrol, 2,2'-diimino-7,7'-dimethyl-5,5'-bis(1-methylethyl)-
SCHEMBL2622255

[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

Protein	Taxonomy	Measurement	Average	Min (ref.)	Avg (ref.)	Max (ref.)	Bioassay(s)
L-lactate dehydrogenase A chain	Homo sapiens (human)	Ki	2.5000	0.0500	3.7650	8.5000	AID1276043
L-lactate dehydrogenase B chain	Homo sapiens (human)	Ki	92.0000	0.0500	0.7700	1.4000	AID1276044
Aldo-keto reductase family 1 member B1	Homo sapiens (human)	Ki	9.3000	0.0190	3.4193	9.3000	AID34665
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (19)

Process	via Protein(s)	Taxonomy
lactate metabolic process	L-lactate dehydrogenase A chain	Homo sapiens (human)
pyruvate metabolic process	L-lactate dehydrogenase A chain	Homo sapiens (human)
glycolytic process	L-lactate dehydrogenase A chain	Homo sapiens (human)
lactate metabolic process	L-lactate dehydrogenase B chain	Homo sapiens (human)
pyruvate metabolic process	L-lactate dehydrogenase B chain	Homo sapiens (human)
NAD metabolic process	L-lactate dehydrogenase B chain	Homo sapiens (human)
retinoid metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
epithelial cell maturation	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
renal water homeostasis	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
carbohydrate metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
prostaglandin metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
C21-steroid hormone biosynthetic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
L-ascorbic acid biosynthetic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
regulation of urine volume	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
retinol metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
negative regulation of apoptotic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
daunorubicin metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
doxorubicin metabolic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
fructose biosynthetic process	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
cellular hyperosmotic salinity response	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
metanephric collecting duct development	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (15)

Process	via Protein(s)	Taxonomy
L-lactate dehydrogenase activity	L-lactate dehydrogenase A chain	Homo sapiens (human)
protein binding	L-lactate dehydrogenase A chain	Homo sapiens (human)
identical protein binding	L-lactate dehydrogenase A chain	Homo sapiens (human)
cadherin binding	L-lactate dehydrogenase A chain	Homo sapiens (human)
L-lactate dehydrogenase activity	L-lactate dehydrogenase B chain	Homo sapiens (human)
protein binding	L-lactate dehydrogenase B chain	Homo sapiens (human)
kinase binding	L-lactate dehydrogenase B chain	Homo sapiens (human)
identical protein binding	L-lactate dehydrogenase B chain	Homo sapiens (human)
NAD binding	L-lactate dehydrogenase B chain	Homo sapiens (human)
retinal dehydrogenase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
aldose reductase (NADPH) activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
protein binding	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
electron transfer activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
prostaglandin H2 endoperoxidase reductase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
glyceraldehyde oxidoreductase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
allyl-alcohol dehydrogenase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
L-glucuronate reductase activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
glycerol dehydrogenase [NADP+] activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
all-trans-retinol dehydrogenase (NADP+) activity	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (11)

Process	via Protein(s)	Taxonomy
nucleus	L-lactate dehydrogenase A chain	Homo sapiens (human)
cytosol	L-lactate dehydrogenase A chain	Homo sapiens (human)
membrane	L-lactate dehydrogenase A chain	Homo sapiens (human)
extracellular exosome	L-lactate dehydrogenase A chain	Homo sapiens (human)
oxidoreductase complex	L-lactate dehydrogenase A chain	Homo sapiens (human)
mitochondrion	L-lactate dehydrogenase A chain	Homo sapiens (human)
cytoplasm	L-lactate dehydrogenase B chain	Homo sapiens (human)
mitochondrial inner membrane	L-lactate dehydrogenase B chain	Homo sapiens (human)
cytosol	L-lactate dehydrogenase B chain	Homo sapiens (human)
membrane	L-lactate dehydrogenase B chain	Homo sapiens (human)
membrane raft	L-lactate dehydrogenase B chain	Homo sapiens (human)
extracellular exosome	L-lactate dehydrogenase B chain	Homo sapiens (human)
oxidoreductase complex	L-lactate dehydrogenase B chain	Homo sapiens (human)
mitochondrion	L-lactate dehydrogenase B chain	Homo sapiens (human)
extracellular space	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
nucleoplasm	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
cytosol	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
extracellular exosome	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
cytosol	Aldo-keto reductase family 1 member B1	Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (3)

Assay ID	Title	Year	Journal	Article
AID1276043	Competitive inhibition of human LDH5 in presence of NADH	2016	Journal of medicinal chemistry, Jan-28, Volume: 59, Issue:2	Recent Update on Human Lactate Dehydrogenase Enzyme 5 (hLDH5) Inhibitors: A Promising Approach for Cancer Chemotherapy.
AID1276044	Competitive inhibition of human LDH1 in presence of NADH	2016	Journal of medicinal chemistry, Jan-28, Volume: 59, Issue:2	Recent Update on Human Lactate Dehydrogenase Enzyme 5 (hLDH5) Inhibitors: A Promising Approach for Cancer Chemotherapy.
AID34665	The compound was tested for inhibitory activity against Aldose reductase from human placenta	1991	Journal of medicinal chemistry, Nov, Volume: 34, Issue:11	Gossypol and derivatives: a new class of aldose reductase inhibitors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	3 (60.00)	18.2507
2000's	1 (20.00)	29.6817
2010's	1 (20.00)	24.3611
2020's	0 (0.00)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	1 (20.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	4 (80.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
oxamic acid Oxamic Acid: Amino-substituted glyoxylic acid derivative.. oxamic acid : A dicarboxylic acid monoamide resulting from the formal condensation of one of the carboxy groups of oxalic acid with ammonia.	3.23	1	dicarboxylic acid monoamide	Escherichia coli metabolite
gossypol Gossypol: A dimeric sesquiterpene found in cottonseed (GOSSYPIUM). The (-) isomer is active as a male contraceptive (CONTRACEPTIVE AGENTS, MALE) whereas toxic symptoms are associated with the (+) isomer.	4.19	5
zidovudine Zidovudine: A dideoxynucleoside compound in which the 3'-hydroxy group on the sugar moiety has been replaced by an azido group. This modification prevents the formation of phosphodiester linkages which are needed for the completion of nucleic acid chains. The compound is a potent inhibitor of HIV replication, acting as a chain-terminator of viral DNA during reverse transcription. It improves immunologic function, partially reverses the HIV-induced neurological dysfunction, and improves certain other clinical abnormalities associated with AIDS. Its principal toxic effect is dose-dependent suppression of bone marrow, resulting in anemia and leukopenia.. zidovudine : A pyrimidine 2',3'-dideoxyribonucleoside compound having a 3'-azido substituent and thymine as the nucleobase.	1.98	1	azide; pyrimidine 2',3'-dideoxyribonucleoside	antimetabolite; antiviral drug; HIV-1 reverse transcriptase inhibitor
gossylic nitrile-1,1'-diacetate gossylic nitrile-1,1'-diacetate: inhibits human immunodeficiency virus Type I replication; structure given in first source	3.79	3
3-dihydroxy-6-methyl-7-(phenylmethyl)-4-propylnaphthalene-1-carboxylic acid 3-dihydroxy-6-methyl-7-(phenylmethyl)-4-propylnaphthalene-1-carboxylic acid: inhibits lactate dehydrogenase A	3.23	1
gossylic lactone gossylic lactone: inhibits human immunodeficiency virus type I replication; structure given in first source	3.79	3

Condition	Relationship Strength	Studies
Benign Neoplasms [description not available]	3.04	1
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.	3.04	1
Acquired Immune Deficiency Syndrome [description not available]	1.98	1
Acquired Immunodeficiency Syndrome An acquired defect of cellular immunity associated with infection by the human immunodeficiency virus (HIV), a CD4-positive T-lymphocyte count under 200 cells/microliter or less than 14% of total lymphocytes, and increased susceptibility to opportunistic infections and malignant neoplasms. Clinical manifestations also include emaciation (wasting) and dementia. These elements reflect criteria for AIDS as defined by the CDC in 1993.	1.98	1

chemdatabank.com