(1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-5,15-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one

• ChemBase ID: 157597
• Molecular Formular: C28H38O6
• Molecular Mass: 470.59772
• Monoisotopic Mass: 470.26683894
• SMILES: CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@]1(CC[C@@H]2[C@@]1(CC[C@H]1[C@H]2[C@H]2[C@H](O2)[C@@]2([C@@]1(C(=O)C=CC2)C)O)C)O)C
• Canonical SMILES: CC1=C(C)C(=O)O[C@H](C1)[C@H]([C@@]1(O)CC[C@@H]2[C@]1(C)CC[C@H]1[C@H]2[C@@H]2O[C@@H]2[C@@]2([C@]1(C)C(=O)C=CC2)O)C
• InChI: InChI=1S/C28H38O6/c1-14-13-19(33-24(30)15(14)2)16(3)27(31)12-9-17-21-18(8-11-25(17,27)4)26(5)20(29)7-6-10-28(26,32)23-22(21)34-23/h6-7,16-19,21-23,31-32H,8-13H2,1-5H3/t16-,17+,18+,19-,21+,22+,23+,25+,26+,27+,28+/m1/s1
• InChIKey: FAZIYUIDUNHZRG-PCTWTJKKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-5,15-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0^2,^4.0^5,^1^0.0^1^4,^1^8]octadec-7-en-9-one
• IUPAC Traditional name: (1S,2S,4S,5R,10R,11S,14S,15S,18S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-5,15-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.0^2,^4.0^5,^1^0.0^1^4,^1^8]octadec-7-en-9-one
• Synonyms: (22R)-6α,7α-Epoxy-5,17,22-trihydroxy-1-oxo-5α-ergosta-2,24-dien-26-oic acid δ-lactone; Withanone

Database IDs

• CAS Number: 27570-38-3
• MDL Number: MFCD09264639
• PubChem SID: 162251734
• PubChem CID: 21679027

CALCULATED PROPERTIES

• Acid pKa: 13.057273
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.6670485
• LogD (pH = 7.4): 3.6670475
• Log P: 3.6670485
• Molar Refractivity: 126.9263 cm^3
• Polarizability: 50.23607 Å^3
• Polar Surface Area: 96.36 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Flash Point: 216 °C; 420.8 °F

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥85% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C28H38O6