Gossypol
Also known as Pogosin, Tash 1, No Fertil
Key facts
What buyers check first
- Appearance
- Yellow, crystalline pigment
- Melting point
- 184 ยฐC
- Solubility
- Very soluble in methanol, ethanol, cold dioxane, diethylene glucol, ether, ethyl acetateโฆ
- HS code
- 291249
- Category
- Insecticides and acaricides

What is Gossypol?
Plain description, key identifiers and synonyms
Gossypol is an aldehyde, a hydroxynaphthalene, a polyphenol and a hexol. It has a role as an antispermatogenic agent, an anti-inflammatory agent and a plant metabolite.
Identifiers
Registry numbers, names and line notations, tap to copy
- IUPAC name
- 7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
- CAS number
- 303-45-7 CAS number cross-checkedOther or deprecated CAS: 20300-26-9, 90141-22-3
- EC number
- 636-899-7
- Molecular formula
- C30H30O8
- UNII
- 8DY2X8LXW4, KAV15B369O, XNA7DR63CQ
- MDL number
- MFCD00017352
- InChIKey
- QBKSWRVVCFFDOT-UHFFFAOYSA-N
- InChI
- InChI=1S/C30H30O8/c1-11(2)19-15-7-13(5)21(27(35)23(15)17(9-31)25(33)29(19)37)22-14(6)8-16-20(12(3)4)30(38)26(34)18(10-32)24(16)28(22)36/h7-12,33-38H,1-6H3
- SMILES (canonical and isomeric)
- CC1=CC2=C(C(=C(C(=C2C(C)C)O)O)C=O)C(=C1C3=C(C4=C(C=C3C)C(=C(C(=C4C=O)O)O)C(C)C)O)O
Synonyms
- Pogosin
- Tash 1
- No Fertil
- (+-)-Gossypol
- 7-(8-formyl-1,6,7-trihydroxy-3-methyl-5-propan-2-ylnaphthalen-2-yl)-2,3,8-trihydroxy-6-methyl-4-propan-2-ylnaphthalene-1-carbaldehyde
- BL 193
- 8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2,2'-bisnaphthalene
- (2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-
- [2,2'-Binaphthalene]-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-
- 1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)[2,2'-binaphthalene]-8,8'-dicarboxaldehyde
- 1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)(2,2'-binaphthalene)-8,8'-dicarboxaldehyde
- Cottonseed Meal Toxin
- 2,2'-bis(1,6,7-trihydroxy-4-methyl-5-isopropyl-8-aldehydonaphthalene)
- 2,2'-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)
- (2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6'7, 7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-
- 1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3-3'-dimethyl(2,2'-binaphthalene)-8,8'-dicarboxaldehyde
- (-)-Gossypol
- (+)-Gossypol
- (R)-(-)-Gossypol
- (R)-Gossypol
- (+/-)-Gossypol
- 1,1',6,6',7,7'-Hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-[2,2'-binaphthalene]-8,8'-dicarbaldehyde
- (S)-Gossypol
- Gossypol, (R)-
- Gossypol, (S)-
Show all 37 synonymsShow fewer synonyms
- Pogosin, AT101
- Tocris-1964
- 2,2'-Bis(1,6,7-trihydroxy-3-methyl-5-isopropyl-8-aldehydonaphthalene)
- (2,2'-Binaphthalene)-8,8'-dicarboxaldehyde, 1,1',6,6',7,7'-hexahydroxy-5,5'-diisopropyl-3,3'-dimethyl-, (+)-
- [2,2'-Binaphthalene]-8,8'-dicarboxaldehyde,1,1',6,6',7,7'-hexahydroxy-3,3'-dimethyl-5,5'-bis(1-methylethyl)-, (2R)-
- 7-[8-formyl-1,6,7-trihydroxy-3-methyl-5-(propan-2-yl)naphthalen-2-yl]-2,3,8-trihydroxy-6-methyl-4-(propan-2-yl)naphthalene-1-carbaldehyde
- racemic-Gossypol
- 4-08-00-03754 (Beilstein Handbook Reference)
- 7-(8-formyl-1,6,7-trihydroxy-5-isopropyl-3-methyl-2-naphthyl)-2,3,8-trihydroxy-4-isopropyl-6-methyl-naphthalene-1-carbaldehyde
- gosipol
- ( inverted exclamation markA)-GOSSYPOL FROM COTTON SEEDS
- Thespesin
Physical and chemical properties
Measured values and descriptors computed from the structure
Physical and chemical properties
Measured values, check the supplier specification for your grade
| Appearance | Yellow, crystalline pigmentexp.Measured value |
|---|---|
| Melting point | 184 ยฐCexp.Measured value |
| Solubility | Very soluble in methanol, ethanol, cold dioxane, diethylene glucol, ether, ethyl acetate, acetone, carbon tetrachloride, pyridine, chloroform, DMF, lipds.exp.Measured value |
Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.
Computed descriptors
Calculated from the structure, useful for screening and formulation
| Molecular weight | 518.56 g/molcalc.Computed value |
|---|---|
| Exact mass | 518.1941 Dacalc.Computed value |
| LogP (octanol/water) | 6.38calc.Computed value |
| Topological polar surface area | 155.5 ร
ยฒcalc.Computed value |
| Hydrogen bond donors | 6calc.Computed value |
| Hydrogen bond acceptors | 8calc.Computed value |
| Rotatable bonds | 5calc.Computed value |
| Heavy atoms | 38calc.Computed value |
| Rings | 4calc.Computed value |
| Aromatic rings | 4calc.Computed value |
| Fraction sp3 carbons | 0.27calc.Computed value |
| Formal charge | 0calc.Computed value |
| Stereocentres | 0calc.Computed value |
| Lipinski rule of five | Fails (3 violations)calc.Computed value |
Calculated for screening. Confirm critical figures with the supplier.
Murcko scaffold
The ring system that remains when every side chain is removed
c1ccc2cc(-c3ccc4ccccc4c3)ccc2c1
4 rings, 20 atoms, the 2,2'-Binaphthalene ring system.
72 other chemicals share this scaffoldSafety and hazards
GHS classification summary, not a safety data sheet
Hazard statements
- H302Harmful if swallowed.
- H351Suspected of causing cancer.
- H360May damage fertility or the unborn child.
Precautionary statements (9)
- P203Obtain, read and follow all safety instructions before use.
- P264Wash skin thoroughly after handling.
- P270Do not eat, drink or smoke when using this product.
- P280Wear protective gloves, protective clothing, eye protection and face protection.
- P301 + P317If swallowed: Get medical help.
- P318If exposed or concerned, get medical advice.
- P330Rinse mouth.
- P405Store locked up.
- P501Dispose of contents and container in accordance with local regulations.
GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.
Full safety data and first aidGossypol suppliers
Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings
- United StatesUnclaimed profileGossypolGrade, purity and minimum order on requestPrice on request
- Price on request
- Price on request
- Price on request
- United States, San DiegoUnclaimed profileGossypolGrade, purity and minimum order on requestPrice on request
- United States, San DiegoUnclaimed profileGossypolGrade, purity and minimum order on requestPrice on request
- China, NanjingUnclaimed profileGossypolGrade, purity and minimum order on requestPrice on request
- United States, Monmouth JunctionUnclaimed profileGossypolGrade, purity and minimum order on requestPrice on request
- Price on request
Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.
Where suppliers are based
101 suppliers in 14 countries
- United States39
- China36
- United Kingdom6
- Germany4
- Spain3
- Hong Kong3
- and 8 more countries
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Gossypol price
Indicative price range per kg from live supplier offers
Suppliers quote this chemical on request. Send one free request and compare quotes side by side.
Uses and applications
What the substance is used for, by industry and function
Stabilizer for vinyl polymers, has possibilities as a biodegradable insecticide and male contraceptive, actively investigated in China.
Industries and functions
Pharmacological actions
- Contraceptive Agents, Male
Roles
- anti-inflammatory agent
- antineoplastic agent
- antispermatogenic agent
- eukaryotic metabolite
- metabolite
- pharmaceutical
- plant metabolite
Pharmacology
Gossypol is an orally-active polyphenolic aldehyde with potential antineoplastic activity. Derived primarily from unrefined cottonseed oil, gossypol induces cell cycle arrest at the G0/G1 phase, thereby inhibiting DNA replication and inducing apoptosis. This agent also inhibits cell-signaling enzymes, resulting in inhibition of cell growth, and may act as a male contraceptive.
How it is made
Gossypol is present in the (cotton) seed in concentrations of 0.4 -2.0%
Regulatory status
Inventories, regulations and trade controls that list this substance
No regulatory list memberships are recorded for this substance yet. Always check the rules of the importing and exporting country before trade.
HS code and trade data
Customs classification and reported world trade statistics
Global trade
World import and export statistics for the HS code Gossypol is traded under.
Aldehyde-alcohols, aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygenโฆ
- China16.0%
- United States15.7%
- India * partner reported9.6%
* Partner reported figures, a lower bound.
The HS code shown for Gossypol is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.
Frequently asked questions
Quick answers about Gossypol, based on the data on this page
What is Gossypol?
What is the CAS number of Gossypol?
What is the molecular formula and weight of Gossypol?
What is Gossypol used for?
Is Gossypol hazardous?
What is the HS code of Gossypol?
Where can I buy Gossypol?
What is the price of Gossypol?
Guides for buyers
Practical guides that help when you source, ship or handle Gossypol
- Guide, SafetyHow to read a safety data sheet in 10 minutesA section by section method to pull the essentials out of any 16 section SDS: identity, hazards, composition, storage, PPE, properties, transport and emergency measures.Read
- Guide, SafetyGHS pictograms, signal words and hazard statements explainedA practical guide to the nine GHS pictograms, the signal words Danger and Warning, H and P statements, and how to read a chemical label in seconds.Read
- Article, SourcingHow to write an RFQ that gets fast and accurate quotesWhat suppliers need to quote quickly and comparably: exact product identity, quantity and packing, delivery terms, documents, samples and payment, with a ready to use template.Read
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