• Skip to primary navigation
  • Skip to main content
  • Skip to footer

LKT Labs

Biochemicals for Life Science Research

  • Products
    • New Products
    • Cancer Biology
    • Cardiovascular
    • Endocrine Signaling and Immunology
    • Metabolic and GI Pathology
    • Microbiology
    • Natural Products
    • Neuroscience
    • Peptides
    • Pharmaceutical Impurities and Derivatives
    • Stem Cell Modulators
  • Services
    • Custom Synthesis
    • Natural Product Isolation
    • Analytical Services
  • Int’l Distributors
  • Support
    • About LKT Labs
    • General Inquiry
    • Bulk Quote Request
    • Document Request
    • Technical Support
    • Catalog Request
    • Product Flyers
  • Contact Us
  • Cart
  • Login / Register
Gossypol Acetic Acid

Gossypol Acetic Acid

Product ID G5875
Cas No. 12542-36-8
Purity ≥98%
Product Unit SizeCostQuantityStock
250 mg $139.70 In stock
1 g $443.50 In stock
Bulk Quote

Quicklinks

  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Description
  • Product Info
  • Shipping and Storage
  • Downloads
  • References
  • Custom Order

Description

Gossypol acetic acid (GA) exhibits anticancer chemotherapeutic, pro-oxidative, antioxidative, and antibacterial activities. GA inhibits Bcl-2/Bcl-xl, enhancing TRAIL/mitochondria-induced apoptosis in breast cancer cells. In animal models, GA delayed the onset of androgen-independent prostate cancer. In macrophages, GA increases production of ROS, upregulates expression of caspases 3 and 9, and decreases the mitochondrial membrane potential, inducing apoptosis. GA increases activity of glutathione peroxidase and inhibits lipid peroxidation but also increases generation of ROS and induces DNA damage. This compound also exhibits antibiotic activity, inhibiting growth of gram negative bacteria such as Edwardsiella. Additionally, GA has been studied as a male contraceptive; it inhibits sialyl transferase activity in seminal plasma, decreases tubulin content and spermatocyte mobility, and reversibly inhibits spermatogenesis in vivo.

Product Info

Cas No.

12542-36-8

Purity

≥98%

Formula

C30H30O8 • C2H4O2

Formula Wt.

578.61

Chemical Name

1,1',6,6',7,7'-Hexahydroxy-3,3'-dimethyl-5,5'-bis(1- methylethyl)[2,2'-binaphthalene]-8,8'-dicarboxaldehyde-acetic acid

IUPAC Name

acetic acid;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

Synonym

2,2'-bis(8-Formyl-1,6,7-trihydroxy-5-isopropyl-3-methylnaphthalene)-acetic acid

Melting Point

184

Solubility

Soluble in DMSO, methanol or ethanol. Insoluble in water.

Appearance

Yellow Powder

Shipping and Storage

Store Temp

4°C

Ship Temp

Ambient

Downloads

MSDS

G5875 MSDS PDF

Info Sheet

G5875 Info Sheet PDF

References

Deng S, Yuan H, Yi J, et al. Gossypol acetic acid induces apoptosis in RAW264.7 cells via a caspase-dependent mitochondrial signaling pathway. J Vet Sci. 2013;14(3):281-9. PMID: 23820203.

Hall C, Troutman SM, Price DK, et al. Bcl-2 family of proteins as therapeutic targets in genitourinary neoplasms. Clin Genitourin Cancer. 2013 Mar;11(1):10-9. PMID: 23083798.

Kisim A, Atmaca H, Cakar B, et al. Pretreatment with AT-101 enhances tumor necrosis factor-related apoptosis-inducing ligand (TRAIL)-induced apoptosis of breast cancer cells by inducing death receptors 4 and 5 protein levels. J Cancer Res Clin Oncol. 2012 Jul;138(7):1155-63. PMID: 22411600.

El-Sharaky AS, Wahby MM, Bader El-Dein MM, et al. Mutual anti-oxidative effect of gossypol acetic acid and gossypol-iron complex on hepatic lipid peroxidation in male rats. Food Chem Toxicol. 2009 Nov;47(11):2735-41. PMID: 19665044.

Loberg RD, McGregor N, Ying C, et al. In vivo evaluation of AT-101 (R-(-)-gossypol acetic acid) in androgen-independent growth of VCaP prostate cancer cells in combination with surgical castration. Neoplasia. 2007 Dec;9(12):1030-7. PMID: 18084610.

Yildirim-Aksoy M, Lim C, Dowd MK, et al. In vitro inhibitory effect of gossypol from gossypol-acetic acid, and (+)- and (-)-isomers of gossypol on the growth of Edwardsiella ictaluri. J Appl Microbiol. 2004;97(1):87-92. PMID: 15186445.

Sharma S, Kumar M, Goyal RB, et al. Reversible antispermatogenic effect of gossypol in langur monkeys (Presbytis entellus entellus). Adv Contracept. 1999;15(1):15-27. PMID: 10794043.

Teng CS. Reversible changes in the content of cellular and microtubular tubulin in spermatogenic cells after gossypol treatment. Contraception. 1997 Jan;55(1):41-6. PMID: 9013060.

Levinsky H, Singer R, Sagiv M, et al. Inhibition of sialyl transferase activity by gossypol acetic acid in human seminal plasma. Andrologia. 1991 Mar-Apr;23(2):159-61. PMID: 1952122.

Custom Order

  • Size of single unit expressed as number (e.g. '500' in the case of 500 mg)
  • Total quantity of unit size desired (e.g. '10' in the case of 10 x 500 mg). If only one unit is desired, you may leave this blank.
  • This field is for validation purposes and should be left unchanged.

Related Products

  • F4480

    5-Fluorouracil

    Pyrimidine analog; inhibits thymidylate synthase.
    ≥98%
  • Z0146

    Z-Ala-Ala-Leu-pNA

    Proteinase subtrate.
    ≥95%
  • S7603

    Stavudine

    Nucleoside (thymidine) analog; DNA chain terminato...
    ≥98%
  • T3094

    Thymopentin Acetate

    Peptide fragment of thymopoietin, immunostimulant.
    ≥95%
  • B3278

    Biotin

    Water-soluble coenzyme, vitamin (B7) found in vari...
    ≥98%
  • AS101

    Chamomile Flavonoid Standards Kit

    Chamomile Flavonoid Standards Kit Contents: –...
  • S3476

    Sitagliptin Phosphate Monohydrate

    DPP4 inhibitor.
    ≥98%
  • T2833

    1-Thio-β-D-glucose Tetraacetate

    Imaging agent; Maillard reaction inhibitor.
    ≥98%
  • C6916

    CREBtide

    Synthetic peptide, CREB analog; PKD1 and PKA subst...
    ≥95%
  • A0249

    BAM-22P

    Peptide, cleavage product of proenkephalin; κOR a...
    ≥95%
  • M4004

    MK-2461

    MET, FGFR, PDGFR inhibitor.
    ≥99%
  • P0252

    Pancuronium Bromide

    Non-depolarizing NMJ blocker; nAChR antagonist.
    ≥98%
  • N1721

    Nefiracetam

    Pyrrolidone; NMDA and mGluR5 agonist, N-type and L...
    ≥98%
  • A4578

    Altretamine

    DNA alkylator.
    ≥98%
  • E5217

    β-Endorphin, human

    Endogenous opioid peptide; μOR agonist.
    ≥95%
  • F3354

    Finasteride

    Steroid 5-α-reductase inhibitor.
    ≥98%
  • M3577

    Mitiglinide Calcium

    ATP-sensitive K+ channel blocker, potential RyR ag...
    ≥98%
  • V3278

    Vitamin E Acetate

    Vitamin E, antioxidant.
    ≥98%
  • C2948

    Chloroadenosine

    Nucleoside (adenosine) analog; DNA chain terminato...
    ≥98%
  • M0224

    Melanoma Antigen Gene-encoding Fragment 3 (271-279), human

    Peptide antigen produced by hepatocellular carcino...
    ≥95%

Footer

  • Contact Us
  • About Us
  • Site Map
  • Terms and Conditions
LKT Laboratories, Inc.
545 Phalen Blvd.
St. Paul MN, 55130

Ph: (888)-558-5227
Fax: (888)-558-7329

©2025 LKT Laboratories, All Rights Reserved - Products for research use only