(1S,2R,5R,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadeca-7,9-dien-5-yl acetate

• ChemBase ID: 168157
• Molecular Formular: C30H46O2
• Molecular Mass: 438.68504
• Monoisotopic Mass: 438.34978071
• SMILES: C1[C@H](CC2=CC=C3[C@@H]([C@]2(C1)C)CC[C@]1([C@H]3CC[C@@H]1[C@@H](/C=C/[C@@H](C(C)C)C)C)C)OC(=O)C
• Canonical SMILES: CC(=O)O[C@@H]1CC[C@]2(C(=CC=C3[C@@H]2CC[C@]2([C@H]3CC[C@@H]2[C@@H](/C=C/[C@@H](C(C)C)C)C)C)C1)C
• InChI: InChI=1S/C30H46O2/c1-19(2)20(3)8-9-21(4)26-12-13-27-25-11-10-23-18-24(32-22(5)31)14-16-29(23,6)28(25)15-17-30(26,27)7/h8-11,19-21,24,26-28H,12-18H2,1-7H3/b9-8+/t20-,21+,24+,26+,27-,28-,29-,30+/m0/s1
• InChIKey: NGEVNHYPVVOXPB-YUDAZPPXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2R,5R,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,9-dien-5-yl acetate
• IUPAC Traditional name: (1S,2R,5R,11R,14R,15R)-14-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadeca-7,9-dien-5-yl acetate
• Synonyms: (3β,22E)-Ergosta-5,7,22-trien-3β-ol 3-Acetate; Ergosta-5,7,22-trien-3β-ol Acetate; Ergosteryl 3β-Acetate; Ergosterol Acetate

Database IDs

• CAS Number: 2418-45-3
• PubChem SID: 162262289
• PubChem CID: 71316401

CALCULATED PROPERTIES

• H Acceptors: 1
• H Donor: 0
• LogD (pH = 5.5): 7.0735326
• LogD (pH = 7.4): 7.0735326
• Log P: 7.0735326
• Molar Refractivity: 136.2832 cm^3
• Polarizability: 53.153675 Å^3
• Polar Surface Area: 26.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Ethyl Acetate
• Apperance: Pale Yellow Solid
• Melting Point: >151°C (dec.)

Safety Information

• Storage Condition: Refrigerator

DETAILS

Toronto Research Chemicals - E599250

Protected Ergosterol.

REFERENCES

• Konno, K., et al.: Chem. Pharm. Bull., 47, 711 (1999)
• Renard, D., et al.: Bioorg. Med. Chem., 17, 8123 (1999)