Identification

PhytoHub ID
PHUB000174
Name
lupeol
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
426.729
Monoisotopic Mass
426.38616623
Chemical Formula
C30H50O
IUPAC Name
(1R,3aR,5aR,5bR,9S,11aR)-3a,5a,5b,8,8,11a-hexamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysen-9-ol
InChI Key
MQYXUWHLBZFQQO-KIIHVYTKSA-N
InChI Identifier
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
SMILES
CC(=C)[[email protected]@H]1CC[[email protected]]2(C)CC[[email protected]]3(C)C(CCC4[[email protected]@]5(C)CC[[email protected]](O)C(C)(C)C5CC[[email protected]@]34C)C12
Structure

Calculated Properties

Solubility (ALOGPS)
1.95e-04 g/l
LogS (ALOGPS)
-6.34
LogP (ALOGPS)
5.97
Hydrogen Acceptors
1
Hydrogen Donors
1
Rotatable Bond Count
1
Polar Surface Area
20.23
Refractivity
130.90829999999997
Polarizability
53.78003505695064
Formal Charge
0
Physiological Charge
0
pKa (strongest basic)
-0.835121835136265
pKa (strongest acidic)
19.48943339017772
Number of Rings
5
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
Yes
MDDR-like Rule
No

Taxonomy

Family
Terpenoids
Class
Triterpenoids
Sub-class
Miscellaneous triterpenoids

Classyfire Taxonomy

Kingdom Name
Organic compounds
Class
Prenol lipids
Super-class
Lipids and lipid-like molecules
Sub-class
Triterpenoids
Direct Parent Name
Triterpenoids
Alternative Parent Names
["Cyclic alcohols and derivatives", "Hydrocarbon derivatives", "Secondary alcohols", "Steroids and steroid derivatives"]
External Descriptor Annotations
Not Available
Substituent Names
["Alcohol", "Aliphatic homopolycyclic compound", "Cyclic alcohol", "Hydrocarbon derivative", "Organic oxygen compound", "Organooxygen compound", "Secondary alcohol", "Steroid", "Triterpenoid"]

Spectra

Record IDSourceDescriptionView
JP002091MassBankEI-B Spectrum - -, [M]+*View Spectra

Food Sources

Metabolism

No metabolism information available

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