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

• ChemBase ID: 157607
• Molecular Formular: C28H38O5
• Molecular Mass: 454.59832
• Monoisotopic Mass: 454.27192432
• 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)C
• Canonical SMILES: CC1=C(C)C(=O)O[C@H](C1)[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/C28H38O5/c1-14-13-20(32-25(30)15(14)2)16(3)17-8-9-18-22-19(10-12-26(17,18)4)27(5)21(29)7-6-11-28(27,31)24-23(22)33-24/h6-7,16-20,22-24,31H,8-13H2,1-5H3/t16-,17+,18-,19-,20+,22-,23-,24-,26+,27-,28-/m0/s1
• InChIKey: ZTEVDTFJUUJBLP-MBMSZCMESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S,4S,5R,10R,11S,14R,15R,18S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-3,6-dihydro-2H-pyran-2-yl]ethyl]-5-hydroxy-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)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-5-hydroxy-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-dihydroxy-1-oxo-ergosta-2,24-dien-26-oic acid δ-lactone; Withanolide B

Database IDs

• CAS Number: 56973-41-2
• MDL Number: MFCD19053156
• PubChem SID: 162251744
• PubChem CID: 14236711

CALCULATED PROPERTIES

• Acid pKa: 13.097606
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 4.7847915
• LogD (pH = 7.4): 4.7847905
• Log P: 4.7847915
• Molar Refractivity: 125.497 cm^3
• Polarizability: 49.599236 Å^3
• Polar Surface Area: 76.13 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• GHS Hazard statements: H413

Product Information

• Purity: ≥95.0% (HPLC)
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C28H38O5