(2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol

• ChemBase ID: 108944
• Molecular Formular: C30H50O
• Molecular Mass: 426.7174
• Monoisotopic Mass: 426.38616622
• SMILES: C[C@H](CCC=C(C)C)[C@H]1CC[C@@]2(C)C3=C(CC[C@]12C)[C@@]1(C)CC[C@H](O)C(C)(C)[C@@H]1CC3
• Canonical SMILES: CC(=CCC[C@H]([C@H]1CC[C@@]2([C@]1(C)CCC1=C2CC[C@@H]2[C@]1(C)CC[C@@H](C2(C)C)O)C)C)C
• InChI: InChI=1S/C30H50O/c1-20(2)10-9-11-21(3)22-14-18-30(8)24-12-13-25-27(4,5)26(31)16-17-28(25,6)23(24)15-19-29(22,30)7/h10,21-22,25-26,31H,9,11-19H2,1-8H3/t21-,22-,25+,26+,28-,29-,30+/m1/s1
• InChIKey: CAHGCLMLTWQZNJ-BQNIITSRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadec-1(10)-en-5-ol; (2S,5S,7R,11R,14R,15R)-2,6,6,11,15-pentamethyl-14-[(2R)-6-methylhept-5-en-2-yl]tetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadec-1(10)-en-5-ol
• IUPAC Traditional name: lanosterol
• Synonyms: LANOSTEROL; 3β-Hydroxy-8,24-lanostadiene; 8,24-Lanostadien-3β-ol; Lanosterol

Database IDs

• CAS Number: 79-63-0
• EC Number: 218-141-3; 201-214-9
• MDL Number: MFCD00021108
• PubChem SID: 162094640; 24896417
• PubChem CID: 246983

CALCULATED PROPERTIES

• Acid pKa: 19.553787
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 7.706672
• LogD (pH = 7.4): 7.7066727
• Log P: 7.7066727
• Molar Refractivity: 134.5447 cm^3
• Polarizability: 53.283455 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: white to off-white powder

Safety Information

• German water hazard class: 1
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥93%
• Classification: Genuine Natural Compounds

DETAILS

MP Biomedicals - 05209327

MP Biomedicals Rare Chemical collection

Sigma Aldrich - L5768

Biochem/physiol Actions
Cholesterol precursor sterol