(1S,2R,5S,10S,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-7-ene-14-carboxylic acid

• ChemBase ID: 118943
• Molecular Formular: C20H30O3
• Molecular Mass: 318.4504
• Monoisotopic Mass: 318.21949482
• SMILES: [C@@]12([C@H]([C@H]3[C@@H]([C@@]4(C(=CC3)C[C@H](CC4)O)C)CC2)CC[C@@H]1C(=O)O)C
• Canonical SMILES: O[C@H]1CC[C@]2(C(=CC[C@@H]3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2C(=O)O)C)C1)C
• InChI: InChI=1S/C20H30O3/c1-19-9-7-13(21)11-12(19)3-4-14-15-5-6-17(18(22)23)20(15,2)10-8-16(14)19/h3,13-17,21H,4-11H2,1-2H3,(H,22,23)/t13-,14-,15-,16-,17+,19-,20-/m0/s1
• InChIKey: MGMOLZNAUACBCR-WQBJWTDHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5S,10S,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-14-carboxylic acid
• IUPAC Traditional name: (1S,2R,5S,10S,11S,14S,15S)-5-hydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-7-ene-14-carboxylic acid
• Synonyms: (3S,8S,9S,10R,13S,14S,17S)-3-hydroxy-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthrene-17-carboxylic acid; 3β-Hydroxy-5-etienic acid; 3β-Hydroxyetio-5-cholenic acid; 5-Androsten-3β-ol-17β-carboxylic acid

Database IDs

• CAS Number: 10325-79-8
• MDL Number: MFCD00021127
• PubChem SID: 162102807
• PubChem CID: 112104

CALCULATED PROPERTIES

• Acid pKa: 4.7728276
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.4506383
• LogD (pH = 7.4): 0.6747777
• Log P: 3.2517328
• Molar Refractivity: 90.2056 cm^3
• Polarizability: 35.538048 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Impurities: ≤1 mol/mol ethanol
• Classification: Genuine Natural Compounds