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

• ChemBase ID: 157606
• Molecular Formular: C28H38O6
• Molecular Mass: 470.59772
• Monoisotopic Mass: 470.26683894
• SMILES: CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]1CC[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)CO
• Canonical SMILES: OCC1=C(C)C[C@@H](OC1=O)[C@H]([C@H]1CC[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/c1-14-12-20(33-25(31)16(14)13-29)15(2)17-7-8-18-22-19(9-11-26(17,18)3)27(4)21(30)6-5-10-28(27,32)24-23(22)34-24/h5-6,15,17-20,22-24,29,32H,7-13H2,1-4H3/t15-,17+,18-,19-,20+,22-,23-,24-,26+,27-,28-/m0/s1
• InChIKey: AWVMHXZWAKRDGG-MEBIVHGNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-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,14R,15R,18S)-5-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-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: (5α,6α,7α,22R)-6,7-Epoxy-5,22,27-trihydroxy-1-oxoergosta-2,24-dien-26-oic acid δ-lactone; 27-Hydroxywithanolide B; 12-Deoxywithastramonolide

Database IDs

• CAS Number: 60124-17-6
• MDL Number: MFCD03788778
• PubChem SID: 162251743
• PubChem CID: 44576309

CALCULATED PROPERTIES

• Acid pKa: 13.090401
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 3.5040205
• LogD (pH = 7.4): 3.5040195
• Log P: 3.5040205
• Molar Refractivity: 127.2717 cm^3
• Polarizability: 50.23607 Å^3
• Polar Surface Area: 96.36 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C28H38O6