disodium (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-[(3-carboxylatopropanoyl)oxy]-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate

• ChemBase ID: 104164
• Molecular Formular: C34H48Na2O7
• Molecular Mass: 614.72026
• Monoisotopic Mass: 614.31954244
• SMILES: CC1(C)[C@@H]2CC[C@]3(C)[C@H](C(=O)C=C4[C@@H]5C[C@](C)(CC[C@]5(C)CC[C@@]34C)C(=O)[O-])[C@@]2(C)CC[C@@H]1OC(=O)CCC(=O)[O-].[Na+].[Na+]
• Canonical SMILES: O=C(O[C@H]1CC[C@]2([C@H](C1(C)C)CC[C@@]1([C@@H]2C(=O)C=C2[C@@]1(C)CC[C@@]1([C@H]2C[C@](C)(CC1)C(=O)[O-])C)C)C)CCC(=O)[O-].[Na+].[Na+]
• InChI: InChI=1S/C34H50O7.2Na/c1-29(2)23-10-13-34(7)27(32(23,5)12-11-24(29)41-26(38)9-8-25(36)37)22(35)18-20-21-19-31(4,28(39)40)15-14-30(21,3)16-17-33(20,34)6;;/h18,21,23-24,27H,8-17,19H2,1-7H3,(H,36,37)(H,39,40);;/q;2*+1/p-2/t21-,23-,24-,27+,30+,31-,32-,33+,34+;;/m0../s1
• InChIKey: BQENDLAVTKRQMS-SBBGFIFASA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: disodium (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-[(3-carboxylatopropanoyl)oxy]-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-2-carboxylate
• IUPAC Traditional name: disodium (2S,4aS,6aS,6bR,8aR,10S,12aS,12bR,14bR)-10-[(3-carboxylatopropanoyl)oxy]-2,4a,6a,6b,9,9,12a-heptamethyl-13-oxo-3,4,5,6,7,8,8a,10,11,12,12b,14b-dodecahydro-1H-picene-2-carboxylate
• Synonyms: (3β,20β)-3-(3-Carboxy-1-oxopropoxy)-11-oxo-olean-12-en-29-oic Acid; 3β-Hydroxy-11-oxoolean-12-en-30-oic Acid Hydrogen Succinate Disodium Salt; Carbenoxalone Sodium; Bioral; Neogel; Pyrogastrone; Sanodin; Carbenoxolone Disodium; 3β-Hydroxy-11-oxoolean-12-en-30-oic acid 3-hemisuccinate; CARBENOXOLONE

Database IDs

• CAS Number: 7421-40-1
• EC Number: 231-044-0
• PubChem SID: 162091421
• PubChem CID: 636402

CALCULATED PROPERTIES

• Acid pKa: 4.040276
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.942621
• LogD (pH = 7.4): 0.45077795
• Log P: 6.297316
• Molar Refractivity: 175.9875 cm^3
• Polarizability: 61.127056 Å^3
• Polar Surface Area: 123.63 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: White Solid

Safety Information

• Storage Condition: 2-8°C, Desiccate
• RTECS: RK0250000

DETAILS

MP Biomedicals - 02154930

(3β-Hydroxy-11-oxoolean-12-en-30-oic acid 3-hemisuccinate) Disodium Salt

Toronto Research Chemicals - C175885

Anti-inflammatory glucocorticoid related to Enoxolone. Antiulcerative.

REFERENCES

• Rask-Madsen, J., et al.: Eur. J. Clin.Invest., 13, 351 (1983)
• Minuz, P., et al.: Pharmacol. Res. Commun., 16, 875 (1983)
• Pindato, S., et al.: Anal. Profiles Drug Subs. Excip., 24, 1 (1983)