Structure Database (LMSD)

Common Name
ursolic acid
Systematic Name
3β-hydroxyurs-12-en-28-oic acid
Synonyms
  • (3beta)-3-hydroxyurs-12-en-28-oic acid
  • Ursolic acid
  • malol
  • prunol
  • urson
LM ID
LMPR0106180007
Formula
C30H48O3
Exact Mass
Calculate m/z
456.360345
Status
Active
Show lipids differing only in stereochemistry/bond geometry
View MassBank spectra

Classification

Category
Main Class
Sub Class
Level 4 Class
Prenol Lipids [PR]
Isoprenoids [PR01]
C30 isoprenoids (triterpenes) [PR0106]
Taraxastane, ursane and bauerane triterpenoids [PR010618]

String Representations

InChiKey (Click to copy)
WCGUUGGRBIKTOS-GPOJBZKASA-N
InChi (Click to copy)
InChI=1S/C30H48O3/c1-18-10-15-30(25(32)33)17-16-28(6)20(24(30)19(18)2)8-9-22-27(5)13-12-23(31)26(3,4)21(27)11-14-29(22,28)7/h8,18-19,21-24,31H,9-17H2,1-7H3,(H,32,33)/t18-,19+,21+,22-,23+,24+,27+,28-,29-,30+/m1/s1
SMILES (Click to copy)
C1[C@@]2(C)[C@@]([H])(CC[C@]3(C)[C@]2([H])CC=C2[C@@]3(C)CC[C@]3(C(=O)O)[C@@]2([H])[C@@H](C)[C@H](C)CC3)C(C)(C)[C@@H](O)C1

Other Databases

Wikipedia
ursolic_acid
KEGG ID
C08988
HMDB ID
HMDB0002395
CHEBI ID
9908
PubChem CID
64945
PDB ID
6Q5

Calculated Physicochemical Properties

Heavy Atoms 33
Rings 5
Aromatic Rings 0
Rotatable Bonds 1
Van der Waals Molecular Volume 486.85
Topological Polar Surface Area 57.53
Hydrogen Bond Donors 2
Hydrogen Bond Acceptors 3
logP 7.38
Molar Refractivity 133.12

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Created at
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Updated at
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