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Ursolic acid (PC001125)

Record Information
Version1.0
Creation date2018-04-16 08:38:07 UTC
Update date2018-04-17 09:11:02 UTC
FoodComEx IDPC001125
FoodDB RecordFDB014373
Chemical Information
NameUrsolic acid
DescriptionUrsolic acid is a pentacyclic triterpene acid. It is present in many fruits and herbs used in daily life (e.g. apples, basil, bilberries, cranberries, peppermint, rosemary, lavender, oregano, thyme, hawthorn, and prunes). Apple peels contain large quantities of ursolic acid and related compounds.
CAS Number77-52-1
Structure
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MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
.beta.-ursolic acidHMDB
(3 beta)-3-hydroxyurs-12-en-28-oic acidbiospider
(3b)-3-Hydroxyurs-12-en-28-OateGenerator
(3b)-3-Hydroxyurs-12-en-28-Oic acidGenerator
(3beta)-3-hydroxy-Urs-12-en-28-oatebiospider
(3beta)-3-hydroxy-Urs-12-en-28-oic acidbiospider
(3beta)-3-Hydroxyurs-12-en-28-oatebiospider
(3beta)-3-Hydroxyurs-12-en-28-oic acidbiospider
(3β)-3-hydroxyurs-12-en-28-OateGenerator
(3β)-3-hydroxyurs-12-en-28-Oic acidGenerator
β-ursolic acidbiospider
3-epi-ursolic acidbiospider
3.beta.-hydroxy-urs-12-en-28-OateHMDB
3.beta.-hydroxy-urs-12-en-28-Oic acidHMDB
3beta-Hydroxy-12-ursen-28-ic acidbiospider
3beta-hydroxy-Urs-12-en-28-oatebiospider
3beta-hydroxy-Urs-12-en-28-oic acidbiospider
3beta-Hydroxyurs-12-en-28-oatebiospider
3beta-Hydroxyurs-12-en-28-oic acidbiospider
Bungeolic aciddb_source
Formosolic aciddb_source
Forucosolic aciddb_source
Maloldb_source
Merotainebiospider
Micromeroldb_source
Prunoldb_source
Urs-12-en-28-oic acid, 3-hydroxy-, (3β)-biospider
Urs-12-en-28-oic acid, 3-hydroxy-, (3beta)-biospider
Urs-12-en-28-oic acid, 3β-hydroxy-biospider
Urs-12-en-28-oic acid, 3beta-hydroxy-biospider
Urs-12-en-28-oic acid, 3beta-hydroxy- (8CI)biospider
UrsolateGenerator
Ursolic aciddb_source
Ursondb_source
Chemical FormulaC30H48O3
IUPAC name(1S,2R,4aS,6aS,6bR,10S,12aR,12bR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-icosahydropicene-4a-carboxylic acid
InChI IdentifierInChI=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
InChI KeyWCGUUGGRBIKTOS-JJWDWEPMSA-N
Isomeric SMILES[H][C@@]12[C@@H](C)[C@H](C)CC[C@@]1(CC[C@]1(C)C2=CC[C@]2([H])[C@@]3(C)CC[C@H](O)C(C)(C)C3CC[C@@]12C)C(O)=O
Average Molecular Weight456.7003
Monoisotopic Molecular Weight456.360345402
Chemical Taxonomy
ClassTerpenoids
FamilyTripterpenoids
Physico-Chemical Properties - Experimental
PropertyValueReference
Experimental logPNot Available
Experimental Water SolubilityNot Available
Melting PointMp 291°DFC
Foods of Origin
Apple, cranberry, Bilberry, many herbs
Production Data
Production Methodcommercial
Production Method ReferenceNot Available
Production Method Reference FileNot Available
Quantity Available1 to 5 mg
Delivery Time2 weeks
Storage Formpowder
Storage Conditions4°C
StabilityNot Available
Purity>90%
Spectra
Spectral Data Upon RequestNot Available
Provider Information
Contact NameContact InstitutionContact Email
Claudine ManachINRAE, Human Nutrition, Research Center Clermont-Auvergne-Rhône-Alpes, Clermont-Ferrand, FR, F-63122claudine.manach@inra.fr
Commercial Vendors
AKSci H719
Cayman Chemical 10072
Glentham GE7225
Toronto Research Chemicals U850100