gossypol Indications/Contra | FAERs-F | FAERs-M | Orange Bk | BioActivity |

Stem definitionDrug idCAS RN
1328 303-45-7

Description:

MoleculeDescription

Molfile Inchi Smiles

Synonyms:

  • gossypol sodium
  • gossypol dipotassium
  • gossypol potassium
  • gosipol
  • 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.
  • Molecular weight: 518.56
  • Formula: C30H30O8
  • CLOGP: 5.76
  • LIPINSKI: 3
  • HAC: 8
  • HDO: 6
  • TPSA: 155.52
  • ALOGS: -5.13
  • ROTB: 4

Drug dosage:

None

ADMET properties:

None

Approvals:

None

FDA Adverse Event Reporting System (Female)

None

FDA Adverse Event Reporting System (Male)

None

Pharmacologic Action:

SourceCodeDescription
MeSH PA D003270 Contraceptive Agents
MeSH PA D003272 Contraceptive Agents, Male
MeSH PA D012102 Reproductive Control Agents

Drug Use (View source of the data)

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation levelDissociation constantType (acidic/basic)
pKa1 5.11 acidic
pKa2 6.9 acidic
pKa3 7.29 acidic
pKa4 8.04 acidic
pKa5 11.44 acidic
pKa6 12.05 acidic

Orange Book patent data (new drug applications)

None

Orange Book exclusivity data (new drug applications)

None

Bioactivity Summary:

TargetClassPharosUniProtActionTypeActivity value
(-log[M])
Mechanism
action
Bioact sourceMoA source
Estrogen receptor Nuclear hormone receptor IC50 5.59 CHEMBL
Aldose reductase Enzyme Ki 6.30 CHEMBL
Apoptosis regulator Bcl-2 Cytosolic other Ki 6.77 CHEMBL
Induced myeloid leukemia cell differentiation protein Mcl-1 Cytosolic other Ki 6.74 CHEMBL
Bcl-2-like protein 1 Cytosolic other Ki 6.32 CHEMBL
L-lactate dehydrogenase A chain Enzyme Ki 5.72 CHEMBL
Apoptosis regulator Bcl-W Cytosolic other Ki 4.75 CHEMBL
Kinesin-like protein 1 Enzyme IC50 4.97 CHEMBL
Solute carrier family 2, facilitated glucose transporter member 1 Transporter Ki 4.70 CHEMBL
DNA-3-methyladenine glycosylase Enzyme IC50 5.52 CHEMBL
L-lactate dehydrogenase B chain Enzyme Ki 5.85 CHEMBL
Beta-lactamase Enzyme IC50 4.34 CHEMBL
Malate dehydrogenase, mitochondrial Enzyme IC50 5.55 CHEMBL
Lactate dehydrogenase Enzyme IC50 5.58 CHEMBL
Malate dehydrogenase Enzyme IC50 5.69 CHEMBL
Malate dehydrogenase, cytoplasmic Enzyme IC50 5.24 CHEMBL
Inosine-5'-monophosphate dehydrogenase Unclassified IC50 6.05 CHEMBL

External reference:

IDSource
4021343 VANDF
C0018096 UMLSCUI
CHEMBL51483 ChEMBL_ID
D006072 MESH_DESCRIPTOR_UI
DB13044 DRUGBANK_ID
4204 IUPHAR_LIGAND_ID
KAV15B369O UNII
3503 PUBCHEM_CID
3757009 SNOMEDCT_US

Pharmaceutical products:

None