(1S,2R,10R,11S,14R,15S)-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadec-6-ene-5,14-diol

• ChemBase ID: 176905
• Molecular Formular: C21H34O3
• Molecular Mass: 334.49286
• Monoisotopic Mass: 334.25079495
• SMILES: C1C(C=C2[C@](C1)([C@@H]1[C@@H](CC2)[C@H]2[C@](CC1)([C@](CC2)([C@H](O)C)O)C)C)O
• Canonical SMILES: OC1CC[C@]2(C(=C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@]2(O)[C@H](O)C)C)C
• InChI: InChI=1S/C21H34O3/c1-13(22)21(24)11-8-18-16-5-4-14-12-15(23)6-9-19(14,2)17(16)7-10-20(18,21)3/h12-13,15-18,22-24H,4-11H2,1-3H3/t13-,15?,16-,17+,18+,19+,20+,21+/m1/s1
• InChIKey: HQTALZCXADTAOJ-SLYVCNJOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,10R,11S,14R,15S)-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-diol
• IUPAC Traditional name: (1S,2R,10R,11S,14R,15S)-14-[(1R)-1-hydroxyethyl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-6-ene-5,14-diol
• Synonyms: 4-Pregnen-3,17α, 20β-triol; (20R)-Pregn-4-ene-3,17,20-triol

Database IDs

• CAS Number: 384342-63-6
• PubChem SID: 164232815
• PubChem CID: 71751759

CALCULATED PROPERTIES

• Acid pKa: 13.41738
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 2.6043265
• LogD (pH = 7.4): 2.604326
• Log P: 2.6043265
• Molar Refractivity: 95.9279 cm^3
• Polarizability: 38.107162 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 180-182°C

Safety Information

• Storage Warning: Store in Fridge

DETAILS

Toronto Research Chemicals - P712300

(20R)-Pregn-4-ene-3,17,20-triol is a potential steroid metabolite in Smith-Lemli-Opitz syndrome.