(1R,3aR,4R,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-4-[(1R)-1-hydroxy-2-[(1Z,5S)-5-hydroxy-2-methylidenecyclohexylidene]ethyl]-7a-methyl-octahydro-1H-inden-4-ol

• ChemBase ID: 177725
• Molecular Formular: C28H46O3
• Molecular Mass: 430.66304
• Monoisotopic Mass: 430.34469533
• SMILES: C1CC([C@H]2[C@](C1)([C@H](CC2)[C@@H](/C=C/[C@@H](C(C)C)C)C)C)([C@@H](/C=C\1/C[C@H](CCC1=C)O)O)O
• Canonical SMILES: O[C@H]1CCC(=C)/C(=C\[C@H](C2(O)CCC[C@]3([C@H]2CC[C@@H]3[C@@H](/C=C/[C@@H](C(C)C)C)C)C)O)/C1
• InChI: InChI=1S/C28H46O3/c1-18(2)19(3)8-9-21(5)24-12-13-25-27(24,6)14-7-15-28(25,31)26(30)17-22-16-23(29)11-10-20(22)4/h8-9,17-19,21,23-26,29-31H,4,7,10-16H2,1-3,5-6H3/b9-8+,22-17-/t19-,21+,23-,24+,25+,26+,27+,28+/m0/s1
• InChIKey: KXILCRGOVVVVRF-OZRHESORSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,3aR,4R,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-4-[(1R)-1-hydroxy-2-[(1Z,5S)-5-hydroxy-2-methylidenecyclohexylidene]ethyl]-7a-methyl-octahydro-1H-inden-4-ol
• IUPAC Traditional name: (1R,3aR,4R,7aR)-1-[(2R,3E,5R)-5,6-dimethylhept-3-en-2-yl]-4-[(1R)-1-hydroxy-2-[(1Z,5S)-5-hydroxy-2-methylidenecyclohexylidene]ethyl]-7a-methyl-hexahydro-1H-inden-4-ol
• Synonyms: (1R,3aR,4R,7aR)-Octahydro-4-hydroxy-α-[(Z)-[(5S)-5-hydroxy-2-methylenecyclohexylidene]methyl]-7a-methyl-1-[(1R,2E,4R)-1,4,5-trimethyl-2-hexen-1-yl]-1H-indene-4-methanol; 4,5-Dihydroxy Vitamin D2; (3β,5Z,7R,8α,22E)-9,10-Secoergosta-5,10(19),22-triene-3,7,8-triol

Database IDs

• CAS Number: 84985-78-4
• PubChem SID: 164233635
• PubChem CID: 11732747

CALCULATED PROPERTIES

• Acid pKa: 13.271954
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): 5.299888
• LogD (pH = 7.4): 5.2998877
• Log P: 5.299888
• Molar Refractivity: 130.8523 cm^3
• Polarizability: 51.266434 Å^3
• Polar Surface Area: 60.69 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Ethyl Acetate; Methanol
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - S238000

A derivative of Vitamin D, used as an intermediate for the preparation of Vitamin based antibiotics.