(1R,10S,11S,14S,15S)-4-[(1E)-but-1-en-1-yl]-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol

• ChemBase ID: 5319
• Molecular Formular: C22H30O2
• Molecular Mass: 326.4724
• Monoisotopic Mass: 326.2245802
• SMILES: CC/C=C/c1cc2[C@@H]3CC[C@]4(C)[C@@H](O)CC[C@H]4[C@H]3CCc2cc1O
• Canonical SMILES: CC/C=C/c1cc2c(cc1O)CC[C@H]1[C@H]2CC[C@]2([C@H]1CC[C@@H]2O)C
• InChI: InChI=1S/C22H30O2/c1-3-4-5-15-12-18-14(13-20(15)23)6-7-17-16(18)10-11-22(2)19(17)8-9-21(22)24/h4-5,12-13,16-17,19,21,23-24H,3,6-11H2,1-2H3/b5-4+/t16-,17+,19+,21+,22+/m1/s1
• InChIKey: ANAMDWGJXBYJEB-SHKDNAECSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,10S,11S,14S,15S)-4-[(1E)-but-1-en-1-yl]-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol
• IUPAC Traditional name: (1R,10S,11S,14S,15S)-4-[(1E)-but-1-en-1-yl]-15-methyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadeca-2(7),3,5-triene-5,14-diol
• Synonyms: (9ALPHA,13BETA,17BETA)-2-[(1Z)-BUT-1-EN-1-YL]ESTRA-1,3,5(10)-TRIENE-3,17-DIOL

Database IDs

• PubChem SID: 160968748; 99444149
• PubChem CID: 46937088

CALCULATED PROPERTIES

JChem

• Acid pKa: 9.668759
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.313378
• LogD (pH = 7.4): 5.3110876
• Log P: 5.313407
• Molar Refractivity: 99.8655 cm^3
• Polarizability: 38.52355 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 5.44
• LOG S: -5.41
• Solubility (Water): 1.26e-03 g/l

DETAILS

DrugBank - DB07678

Drug information: experimental