[(1R,2S,5R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid

• ChemBase ID: 1757
• Molecular Formular: C27H46O4S
• Molecular Mass: 466.71674
• Monoisotopic Mass: 466.31168095
• SMILES: CC(C)CCC[C@@H](C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](CC[C@@]4(C)[C@@H]3CC[C@]12C)OS(=O)(=O)O
• Canonical SMILES: CC(CCC[C@H]([C@H]1CC[C@@H]2[C@]1(C)CC[C@@H]1[C@H]2CC=C2[C@@]1(C)CC[C@H](C2)OS(=O)(=O)O)C)C
• InChI: InChI=1S/C27H46O4S/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30)/t19-,21-,22+,23-,24+,25-,26-,27-/m1/s1
• InChIKey: BHYOQNUELFTYRT-MFYRMPRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [(1R,2S,5R,10S,11S,14R,15R)-2,15-dimethyl-14-[(2R)-6-methylheptan-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-7-en-5-yl]oxidanesulfonic acid
• IUPAC Traditional name: @cholesterol-sulfate
• Synonyms: Cholesterol-Sulfate

Database IDs

• PubChem SID: 46507419; 160965213
• PubChem CID: 46936278

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.3632758
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 4.79149
• LogD (pH = 7.4): 4.7914762
• Log P: 7.167875
• Molar Refractivity: 130.6083 cm^3
• Polarizability: 52.602383 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

ALOGPS 2.1

• Log P: 3.27
• LOG S: -6.8
• Solubility (Water): 7.48e-05 g/l

DETAILS

DrugBank - DB01990

Drug information: experimental