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Gossypol chemical structure, C30H30O8, CAS 303-45-7
2D chemical structure

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 acetateโ€ฆ
HS code
291249
Category
Insecticides and acaricides
Illustrative photo, yellow pigment powder in a glass jar on a laboratory bench
Typical packagingIllustrative packaging image, not the actual product

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 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.
Melting point
184 ยฐCexp.
Solubility
Very soluble in methanol, ethanol, cold dioxane, diethylene glucol, ether, ethyl acetate, acetone, carbon tetrachloride, pyridine, chloroform, DMF, lipds.exp.

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.
Exact mass
518.1941 Dacalc.
LogP (octanol/water)
6.38calc.
Topological polar surface area
155.5 ร…ยฒcalc.
Hydrogen bond donors
6calc.
Hydrogen bond acceptors
8calc.
Rotatable bonds
5calc.
Heavy atoms
38calc.
Rings
4calc.
Aromatic rings
4calc.
Fraction sp3 carbons
0.27calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Fails (3 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, c1ccc2cc(-c3ccc4ccccc4c3)ccc2c1

c1ccc2cc(-c3ccc4ccccc4c3)ccc2c1

4 rings, 20 atoms, the 2,2'-Binaphthalene ring system.

72 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS07: Harmful or irritant
Harmful or irritant
GHS08: Serious health hazard
Serious health hazard
000NFPA 704 rating

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 aid

Gossypol suppliers

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  • United StatesUnclaimed profile
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  • ChinaUnclaimed profile
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  • China, HangzhouUnclaimed profile
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  • United States, San DiegoUnclaimed profile
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  • China, ShanghaiUnclaimed profile
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  • United States, San DiegoUnclaimed profile
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  • United States, San DiegoUnclaimed profile
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  • China, NanjingUnclaimed profile
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  • United States, Monmouth JunctionUnclaimed profile
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  • GermanyUnclaimed profile
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Gossypol price

Indicative price range per kg from live supplier offers

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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.

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.

HS 2912.49Indicative HS code

Aldehyde-alcohols, aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygenโ€ฆ

World exports in 2024
$159M
โˆ’9.6% vs 2023, imports $171M
2019 to 2024
Top exporters
  1. China36.7%
  2. India * partner reported27.5%
  3. Germany13.9%
Top importers
  1. China16.0%
  2. United States15.7%
  3. India * partner reported9.6%

* Partner reported figures, a lower bound.

Reported customs values in USD, not prices.Full trade data

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?

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.

What is the CAS number of Gossypol?

The CAS registry number of Gossypol is 303-45-7. Other or deprecated CAS numbers: 20300-26-9, 90141-22-3.

What is the molecular formula and weight of Gossypol?

The molecular formula of Gossypol is C30H30O8 and its molar mass is 518.56 g/mol.

What is Gossypol used for?

Stabilizer for vinyl polymers, has possibilities as a biodegradable insecticide and male contraceptive, actively investigated in China.

Is Gossypol hazardous?

Gossypol carries the GHS signal word "Danger". Main hazards: harmful if swallowed, suspected of causing cancer, may damage fertility or the unborn child. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Gossypol?

Gossypol is usually classified under HS code 291249 (Aldehyde-alcohols, aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygenโ€ฆ). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Gossypol?

CompoundList lists 101 suppliers of Gossypol in United States, China, United Kingdom, Germany and 10 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

What is the price of Gossypol?

Suppliers quote Gossypol on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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