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; acetic acid

• ChemBase ID: 105944
• Molecular Formular: C32H34O10
• Molecular Mass: 578.60636
• Monoisotopic Mass: 578.21519729
• SMILES: CC(C)c1c(O)c(O)c(C=O)c2c1cc(C)c(c2O)c1c(O)c2c(cc1C)c(C(C)C)c(O)c(O)c2C=O.CC(=O)O
• Canonical SMILES: CC(=O)O.O=Cc1c(O)c(O)c(c2c1c(O)c(c(c2)C)c1c(C)cc2c(c1O)c(C=O)c(c(c2C(C)C)O)O)C(C)C
• InChI: InChI=1S/C30H30O8.C2H4O2/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;1-2(3)4/h7-12,33-38H,1-6H3;1H3,(H,3,4)
• InChIKey: NIOHNDKHQHVLKA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 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; acetic acid
• IUPAC Traditional name: acetic acid; gossypol; (-)-gossypol; acetic acid
• Synonyms: GOSSYPOL-ACETIC ACID; (±)-Gossypol-acetic acid; AT101; 醋酸棉酚

Database IDs

• CAS Number: 12542-36-8; 90141-22-3
• MDL Number: MFCD00058385
• PubChem SID: 162094220
• PubChem CID: 227456

CALCULATED PROPERTIES

• Acid pKa: 7.799882
• H Acceptors: 8
• H Donor: 6
• LogD (pH = 5.5): 8.017739
• LogD (pH = 7.4): 7.859281
• Log P: 8.019898
• Molar Refractivity: 147.612 cm^3
• Polarizability: 58.13483 Å^3
• Polar Surface Area: 155.52 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Melting Point: > 175°C

Safety Information

• Storage Condition: 2-8°C
• RTECS: MD7360000
• European Hazard Symbols: Harmful (Xn)
• German water hazard class: 3
• Risk Statements: 22-40
• Safety Statements: 22-36
• GHS Pictograms: GHS07; GHS08
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H351
• GHS Precautionary statements: P281
• Personal Protective Equipment: Eyeshields, full-face particle respirator type N100 (US), Gloves, respirator cartridge type N100 (US), type P1 (EN143) respirator filter, type P3 (EN 143) respirator cartridges
• Storage Temperature: -20°C

Pharmacology Properties

• Target: Bcl-2

Product Information

• Purity: ~95%; ~95% (HPLC)
• Salt Data: Free Base

DETAILS

MP Biomedicals - 02195211

Crystalline complex
Inhibits the autolytic conversion of pepsinogen to pepsin.

Sigma Aldrich - G4382

Biochem/physiol Actions
Reported to inhibit the autolytic conversion of pepsinogen to pepsin.

REFERENCES

• Tanksley, T.D., Jr., et al., J. Biol. Chem. , 245 : 6456, (1970).
• Wong, R.C., et al., Biol. Chem. , 247 : 1625, (1972).