(1R,2R,5R,8R,9R,10R,13R,14R,17S,19R)-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.02,10.05,9.014,19]henicosan-17-ol

• ChemBase ID: 104262
• Molecular Formular: C30H50O
• Molecular Mass: 426.7174
• Monoisotopic Mass: 426.38616622
• SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@@H]3[C@]4(CC[C@@H](C([C@@H]4CC[C@]3([C@@]1(CC2)C)C)(C)C)O)C)C
• Canonical SMILES: CC(=C)[C@@H]1CC[C@]2([C@H]1[C@H]1CC[C@H]3[C@@]([C@]1(C)CC2)(C)CC[C@@H]1[C@]3(C)CC[C@@H](C1(C)C)O)C
• InChI: InChI=1S/C30H50O/c1-19(2)20-11-14-27(5)17-18-29(7)21(25(20)27)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h20-25,31H,1,9-18H2,2-8H3/t20-,21+,22-,23+,24-,25+,27+,28-,29+,30+/m0/s1
• InChIKey: MQYXUWHLBZFQQO-QGTGJCAVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1R,2R,5R,8R,9R,10R,13R,14R,17S,19R)-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0^2,^1^0.0^5,^9.0^1^4,^1^9]henicosan-17-ol; (1R,2R,5R,8R,9R,10R,13R,14R,17S,19R)-1,2,5,14,18,18-hexamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0?,??.0?,?.0??,??]henicosan-17-ol
• IUPAC Traditional name: lupeol
• Synonyms: 20(29)-Lupen-3β-ol; 3β-Hydroxy-20(29)-lupene; Lupeol; (3β,13ξ)-Lup-20(29)-en-3-ol; Clerodol; Monogynol B; Farganasterol; Fagarasterol; 3β-Hydroxy-20[29]-lupene; 20[29]-Lupen-3β-ol; LUPEOL; Lup-20(29)-en-3-ol; 20(29)-羽扇烯-3β-醇; 3β-羟基-20(29)-羽扇烯; 羽扇醇; 羽扇豆醇

Database IDs

• CAS Number: 545-47-1
• EC Number: 208-889-9
• MDL Number: MFCD00017351
• PubChem SID: 24896410; 162091434
• PubChem CID: 259846
• CHEMBL: 289191
• Chemspider ID: 23089061
• Wikipedia Title: Lupeol

CALCULATED PROPERTIES

• Acid pKa: 19.489433
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 7.448046
• LogD (pH = 7.4): 7.4480467
• Log P: 7.4480467
• Molar Refractivity: 130.9083 cm^3
• Polarizability: 52.777435 Å^3
• Polar Surface Area: 20.23 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Apperance: Powder

Safety Information

• Storage Condition: 2-8°C
• RTECS: OK5763000
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90.0% (GC); ≥94%; 98.5
• Grade: analytical standard
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C30H50O

DETAILS

MP Biomedicals - 02155274

(Fagarasterol; 3β-Hydroxy-20[29]-lupene; 20[29]-Lupen-3β-ol) Crystalline

Sigma Aldrich - L5632

Packaging
25, 100 mg in poly bottle
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. L5632.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.