(1R,10S,11S,14S,15S,17S)-17-(methoxymethyl)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol

• ChemBase ID: 5346
• Molecular Formular: C20H28O3
• Molecular Mass: 316.43452
• Monoisotopic Mass: 316.20384476
• SMILES: [C@@H]12c3ccc(O)cc3CC[C@H]1[C@@H]1CC[C@H](O)[C@@]1(C)C[C@@H]2COC
• Canonical SMILES: COC[C@H]1C[C@]2(C)[C@@H](O)CC[C@H]2[C@H]2[C@H]1c1ccc(cc1CC2)O
• InChI: InChI=1S/C20H28O3/c1-20-10-13(11-23-2)19-15-6-4-14(21)9-12(15)3-5-16(19)17(20)7-8-18(20)22/h4,6,9,13,16-19,21-22H,3,5,7-8,10-11H2,1-2H3/t13-,16+,17+,18+,19-,20+/m1/s1
• InChIKey: LEOPSILMAOYZBO-IUTAEKPZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,10S,11S,14S,15S,17S)-17-(methoxymethyl)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol
• IUPAC Traditional name: (1R,10S,11S,14S,15S,17S)-17-(methoxymethyl)-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2,4,6-triene-5,14-diol
• Synonyms: (9BETA,11ALPHA,13ALPHA,14BETA,17ALPHA)-11-(METHOXYMETHYL)ESTRA-1(10),2,4-TRIENE-3,17-DIOL

Database IDs

• PubChem SID: 99444178; 160968775
• PubChem CID: 23728517

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.305025
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 3.3169153
• LogD (pH = 7.4): 3.3163848
• Log P: 3.316922
• Molar Refractivity: 91.0562 cm^3
• Polarizability: 35.68098 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 3.18
• LOG S: -4.65
• Solubility (Water): 7.06e-03 g/l

DETAILS

DrugBank - DB07707

Drug information: experimental