Identification

PhytoHub ID
PHUB000193
Name
Ursolic acid (trans-3-O-hydroxycinnamoyl-)
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[C@@H]1CC[C@@]2(CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](OC(=O)\C=C\C6=CC=C(O)C=C6)C(C)(C)[C@@H]5CC[C@@]34C)[C@@H]2[C@H]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)
-5.9547318749588785
pKa (strongest acidic)
4.744115799385438
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Taxonomy

Family
Terpenoids
Class
Triterpenoids
Sub-class
Ursanes

Spectra

No spectra information available

Food Sources

Metabolism

No metabolism information available

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