Identification

PhytoHub ID
PHUB000163
Name
Betulinic acid
Systematic Name
Not Available
Synonyms
  • (1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-prop-1-en-2-yl-1,2
  • Betulic acid
  • Gratiolone
  • Mairin
  • Melaleucin
  • Platanol
  • Platanolic acid
CAS Number
Not Available
Average Mass
456.711
Monoisotopic Mass
456.360345406
Chemical Formula
C30H48O3
IUPAC Name
(1R,3aS,5aR,5bR,9S,11aR)-9-hydroxy-5a,5b,8,8,11a-pentamethyl-1-(prop-1-en-2-yl)-hexadecahydrocyclopenta[a]chrysene-3a-carboxylic acid
InChI Key
QGJZLNKBHJESQX-UOTMTCHLSA-N
InChI Identifier
InChI=1S/C30H48O3/c1-18(2)19-10-15-30(25(32)33)17-16-28(6)20(24(19)30)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h19-24,31H,1,8-17H2,2-7H3,(H,32,33)/t19-,20?,21?,22?,23-,24?,27-,28+,29+,30-/m0/s1
SMILES
CC(=C)[[email protected]@H]1CC[[email protected]@]2(CC[[email protected]]3(C)C(CCC4[[email protected]@]5(C)CC[[email protected]](O)C(C)(C)C5CC[[email protected]@]34C)C12)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
2.04e-04 g/l
LogS (ALOGPS)
-6.35
LogP (ALOGPS)
5.34
Hydrogen Acceptors
3
Hydrogen Donors
2
Rotatable Bond Count
2
Polar Surface Area
57.53
Refractivity
132.62549999999996
Polarizability
54.635514900643784
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-0.8351229684482064
pKa (strongest acidic)
4.748313577998887
Number of Rings
5
Rule of Five
No
Bioavailability
Yes
Ghose Filter
No
Veber's Rule
No
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
["18-hydroxysteroids", "Carbonyl compounds", "Carboxylic acids", "Cyclic alcohols and derivatives", "Hydrocarbon derivatives", "Monocarboxylic acids and derivatives", "Organic oxides", "Oxosteroids", "Secondary alcohols"]
External Descriptor Annotations
Not Available
Substituent Names
["18-hydroxysteroid", "18-oxosteroid", "Alcohol", "Aliphatic homopolycyclic compound", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Cyclic alcohol", "Hydrocarbon derivative", "Hydroxysteroid", "Monocarboxylic acid or derivatives", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Oxosteroid", "Secondary alcohol", "Steroid", "Triterpenoid"]

Spectra

No spectra information available

Food Sources

NameGroup
Common oreganoHerbs and Spices PublicationsShow
JujubeFruit, Other fruits PublicationsShow

Metabolism

No metabolism information available

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