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

Stem definition	Drug id	CAS RN
	1328	303-45-7

Description:

Molecule	Description
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: 5.75 LIPINSKI: 3 HAC: 8 HDO: 6 TPSA: 155.52 ALOGS: -5.13 ROTB: 4

Molecule

Description

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: 5.75
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

FDA Adverse Event Reporting System (Geriatric)

None

FDA Adverse Event Reporting System (Pediatric)

None

Pharmacologic Action:

Source	Code	Description
MeSH PA	D003270	Contraceptive Agents
MeSH PA	D003272	Contraceptive Agents, Male
MeSH PA	D012102	Reproductive Control Agents

Drug Use | Suggest Off label Use Form| |View source of the data|

None

🐶 Veterinary Drug Use

None

🐶 Veterinary products

None

Acid dissociation constants calculated using MoKa v3.0.0

Dissociation level	Dissociation constant	Type (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:

Target	Class	Pharos	UniProt	Type	Activity value (-log[M])	Bioact source
Estrogen receptor	Nuclear hormone receptor	P03372	ESR1_HUMAN	IC50	5.59	CHEMBL
Aldose reductase	Enzyme	P15121	ALDR_HUMAN	Ki	6.30	CHEMBL
Aspartyl/asparaginyl beta-hydroxylase	Enzyme	Q12797	ASPH_HUMAN	IC50	6.60	CHEMBL
Apoptosis regulator Bcl-2	Cytosolic other	P10415	BCL2_HUMAN	Ki	6.77	CHEMBL
Induced myeloid leukemia cell differentiation protein Mcl-1	Cytosolic other	Q07820	MCL1_HUMAN	Ki	6.74	CHEMBL
Bcl-2-like protein 1	Cytosolic other	Q07817	B2CL1_HUMAN	Ki	6.32	CHEMBL
L-lactate dehydrogenase A chain	Enzyme	P00338	LDHA_HUMAN	Ki	5.72	CHEMBL
Apoptosis regulator Bcl-W	Cytosolic other	Q92843	B2CL2_HUMAN	Ki	4.75	CHEMBL
Kinesin-like protein 1	Enzyme	P52732	KIF11_HUMAN	IC50	4.97	CHEMBL
Solute carrier family 2, facilitated glucose transporter member 1	Transporter	P11166	GTR1_HUMAN	Ki	4.70	CHEMBL
DNA-3-methyladenine glycosylase	Enzyme	P29372	3MG_HUMAN	IC50	5.52	CHEMBL
L-lactate dehydrogenase B chain	Enzyme	P07195	LDHB_HUMAN	Ki	5.85	CHEMBL
Bcl2-associated agonist of cell death	Unclassified	Q92934	BAD_HUMAN	Ki	6.34	CHEMBL
Beta-lactamase	Enzyme		AMPC_ECOLI	IC50	4.34	CHEMBL
Malate dehydrogenase, mitochondrial	Enzyme		MDHM_PIG	IC50	5.55	CHEMBL
Lactate dehydrogenase	Enzyme		Q0PJ46_PLAFA	IC50	5.58	CHEMBL
Malate dehydrogenase	Enzyme		Q6VVP7_PLAFA	IC50	5.69	CHEMBL
Malate dehydrogenase, cytoplasmic	Enzyme		MDHC_PIG	IC50	5.24	CHEMBL
Inosine-5'-monophosphate dehydrogenase	Unclassified		Q9HXM5_PSEAE	IC50	6.05	CHEMBL

External reference:

ID	Source
4021343	VANDF
C0018096	UMLSCUI
GO3	PDB_CHEM_ID
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