(6R)-6-[(1R,3aS,4E,7aR)-4-{2-[(1Z,5S)-5-(3-aminopropoxy)-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptan-2-ol

• ChemBase ID: 171449
• Molecular Formular: C30H51NO2
• Molecular Mass: 457.73144
• Monoisotopic Mass: 457.39197988
• SMILES: C1[C@H](CCC(=C)/C/1=C\C=C/1\[C@H]2[C@](CCC1)([C@H](CC2)[C@@H](CCCC(O)(C)C)C)C)OCCCN
• Canonical SMILES: NCCCO[C@H]1CCC(=C)/C(=C\C=C\2/CCC[C@]3([C@H]2CC[C@@H]3[C@@H](CCCC(O)(C)C)C)C)/C1
• InChI: InChI=1S/C30H51NO2/c1-22-11-14-26(33-20-8-19-31)21-25(22)13-12-24-10-7-18-30(5)27(15-16-28(24)30)23(2)9-6-17-29(3,4)32/h12-13,23,26-28,32H,1,6-11,14-21,31H2,2-5H3/b24-12+,25-13-/t23-,26+,27-,28+,30-/m1/s1
• InChIKey: RAIPMHBURQASRR-BAUWAPLESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (6R)-6-[(1R,3aS,4E,7aR)-4-{2-[(1Z,5S)-5-(3-aminopropoxy)-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-octahydro-1H-inden-1-yl]-2-methylheptan-2-ol
• IUPAC Traditional name: (6R)-6-[(1R,3aS,4E,7aR)-4-{2-[(1Z,5S)-5-(3-aminopropoxy)-2-methylidenecyclohexylidene]ethylidene}-7a-methyl-hexahydro-1H-inden-1-yl]-2-methylheptan-2-ol
• Synonyms: (εR,1R,3aS,4E,7aR)-4-[(2Z)-2-[(5S)-5-(3-Aminopropoxy)-2-methylenecyclohexylidene]ethylidene]octahydro-α,α,ε,7a-tetramethyl-1H-indene-1-pentanol; (3β,5Z,7E)-3-(3-Aminopropoxy)-9,10-secocholesta-5,7,10(19)-trien-25-ol; 3-O-(2-Aminoethyl)-25-hydroxyvitamin D3; 25-Hydroxy Vitamin D3 3,3'-Aminopropyl Ether

Database IDs

• CAS Number: 163018-26-6
• PubChem SID: 164227359
• PubChem CID: 12020395

CALCULATED PROPERTIES

• Acid pKa: 18.53077
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 2.5379887
• LogD (pH = 7.4): 3.0000577
• Log P: 5.5604486
• Molar Refractivity: 142.627 cm^3
• Polarizability: 55.963932 Å^3
• Polar Surface Area: 55.48 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Off-White Low-Melting Solid

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - H995835

Vitamin D3 analog.

REFERENCES

• Roy, A., et al.: Steroids, 60, 530 (1995)