Identification

PhytoHub ID
PHUB000193
Name
Ursolic acid (trans-3-O-hydroxycinnamoyl-)
Systematic Name
Not Available
Synonyms
Not Available
CAS Number
Not Available
Average Mass
602.856
Monoisotopic Mass
602.397124839
Chemical Formula
C39H54O5
IUPAC Name
(1S,2R,4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-{[(2E)-3-(4-hydroxyphenyl)prop-2-enoyl]oxy}-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,7,8,8a,10,11,12,12b,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid
InChI Key
ZOXDAGKKDOEJBW-YVZDRRNJSA-N
InChI Identifier
InChI=1S/C39H54O5/c1-24-16-21-39(34(42)43)23-22-37(6)28(33(39)25(24)2)13-14-30-36(5)19-18-31(35(3,4)29(36)17-20-38(30,37)7)44-32(41)15-10-26-8-11-27(40)12-9-26/h8-13,15,24-25,29-31,33,40H,14,16-23H2,1-7H3,(H,42,43)/b15-10+/t24-,25+,29+,30-,31+,33+,36+,37-,38-,39+/m1/s1
SMILES
C[[email protected]@H]1CC[[email protected]@]2(CC[[email protected]]3(C)C(=CC[[email protected]@H]4[[email protected]@]5(C)CC[[email protected]](OC(=O)\C=C\C6=CC=C(O)C=C6)C(C)(C)[[email protected]@H]5CC[[email protected]@]34C)[[email protected]@H]2[[email protected]]1C)C(O)=O
Structure

Calculated Properties

Solubility (ALOGPS)
1.47e-04 g/l
LogS (ALOGPS)
-6.61
LogP (ALOGPS)
7.92
Hydrogen Acceptors
4
Hydrogen Donors
2
Rotatable Bond Count
5
Polar Surface Area
83.83
Refractivity
175.24659999999997
Polarizability
71.67410581029945
Formal Charge
0
Physiological Charge
-1
pKa (strongest basic)
-5.954731874958879
pKa (strongest acidic)
4.744115799385438
Number of Rings
6
Rule of Five
No
Bioavailability
No
Ghose Filter
No
Veber's Rule
No
MDDR-like Rule
No

Taxonomy

Family
Terpenoids
Class
Triterpenoids
Sub-class
Ursanes

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
["1-hydroxy-2-unsubstituted benzenoids", "Carbonyl compounds", "Carboxylic acids", "Cinnamic acid esters", "Coumaric acid esters", "Coumaric acids and derivatives", "Dicarboxylic acids and derivatives", "Enoate esters", "Fatty acid esters", "Hydrocarbon derivatives", "Organic oxides", "Styrenes"]
External Descriptor Annotations
Not Available
Substituent Names
["1-hydroxy-2-unsubstituted benzenoid", "Alpha,beta-unsaturated carboxylic ester", "Aromatic homopolycyclic compound", "Benzenoid", "Carbonyl group", "Carboxylic acid", "Carboxylic acid derivative", "Carboxylic acid ester", "Cinnamic acid ester", "Cinnamic acid or derivatives", "Coumaric acid ester", "Coumaric acid or derivatives", "Dicarboxylic acid or derivatives", "Enoate ester", "Fatty acid ester", "Fatty acyl", "Hydrocarbon derivative", "Hydroxycinnamic acid or derivatives", "Monocyclic benzene moiety", "Organic oxide", "Organic oxygen compound", "Organooxygen compound", "Phenol", "Styrene", "Triterpenoid"]

Spectra

No spectra information available

Food Sources

Metabolism

No metabolism information available

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