Compound Summary
Compound Information
Ursolic acid
Compound Name: | Ursolic acid |
Compound CID: | 64945 |
Synonyms: | Ursolic acid 77-52-1 Prunol Malol Urson More... |
Iupac Name: | (1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid |
InChI: | 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 |
InChIKey: | WCGUUGGRBIKTOS-GPOJBZKASA-N |
Canonical Smiles: | CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1C)C)C(=O)O |
Isomeric Smiles: | C[C@@H]1CC[C@@]2(CC[C@@]3(C(=CC[C@H]4[C@]3(CC[C@@H]5[C@@]4(CC[C@@H](C5(C)C)O)C)C)[C@@H]2[C@H]1C)C)C(=O)O |
Molecular Weight: | 456.7 |
Molecular Formula: | C30H48O3 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
Ursolic acid
Molecular Weight: | 456.7 |
Molecular Formula: | C30H48O3 |
Hydrogen Bond Donor Count: | 2 |
Hydrogen Bond Acceptor Count: | 3 |
Rotatable Bond Count: | 1 |
Heavy Atom Count: | 33 |
Complexity: | 874 |
Synonyms
Ursolic acid
| Ursolic acid | Ursolic acid |
|---|---|
Ursolic acid |
77-52-1 |
Prunol |
Malol |
Urson |
3beta-Hydroxyurs-12-en-28-oic acid |
(3beta)-3-Hydroxyurs-12-en-28-oic acid |
3beta-Hydroxy-12-ursen-28-ic acid |
ursolic-acid |
NSC 167406 |
UNII-P3M2575F3F |
(+)-Ursolic acid |
CHEBI:9908 |
NSC-4060 |
CHEMBL169 |
P3M2575F3F |
HNMR |
.beta.-Ursolic acid |
NSC-167406 |
3B-HYDROXYURS-12-EN-28-OIC ACID |
NSC 4060 |
Bungeolic acid |
NSC4060 |
MFCD00009621 |
SMR000445681 |
SR-01000779684 |
(1S,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydro-1H-picene-4a-carboxylic acid |
EINECS 201-034-0 |
TNP00103 |
Uosolic acid |
AI3-03109 |
HSDB 7685 |
6Q5 |
Urs-12-en-28-oic acid, 3-hydroxy-, (3beta)- |
Prestwick3_000089 |
Ursolic acid, >=90% |
SCHEMBL70205 |
BSPBio_000018 |
MLS000728569 |
MLS002154196 |
MLS002207073 |
BPBio1_000020 |
N-Ethylhydroxylaminehydrochloride |
DTXSID70883221 |
Ursolic acid, analytical standard |
3beta-Hydroxyurs-12-en-28-oate |
HMS2095A20 |
HMS2231P19 |
(1S,2R,4aS,6aS,6bR,8aR,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 |
3beta-hydroxy-Urs-12-en-28-oate |
HY-N0140 |
ZINC3978827 |
BDBM50148911 |
CU0013 |
3??-Hydroxy-12-ursen-28-ic acid |
3beta-Hydroxy-12-ursen-28-oic Acid |
AKOS005228010 |
AKOS016023773 |
3.beta.-hydroxy-Urs-12-en-28-oate |
CCG-208282 |
CS-3799 |
DB15588 |
LMPR0106180007 |
(3beta)-3-Hydroxyurs-12-en-28-oate |
3beta-hydroxy-Urs-12-en-28-oic acid |
(3beta)-3-hydroxy-Urs-12-en-28-oate |
AS-35119 |
ST056289 |
3.beta.-hydroxy-Urs-12-en-28-oic acid |
(3beta)-3-hydroxy-Urs-12-en-28-oic acid |
AB00513802 |
N1823 |
U0065 |
C08988 |
33490-EP2272826A1 |
33490-EP2275414A1 |
33490-EP2281563A1 |
33490-EP2281810A1 |
33490-EP2292628A2 |
33490-EP2298776A1 |
33490-EP2305682A1 |
33490-EP2308479A2 |
33490-EP2308879A1 |
33490-EP2311815A1 |
009U621 |
A839123 |
Q416260 |
Urs-12-en-28-oic acid, 3beta-hydroxy- (8CI) |
Q-201916 |
SR-01000779684-4 |
SR-01000779684-5 |
BRD-K68185022-001-02-3 |
BRD-K68185022-001-14-8 |
Ursolic acid, primary pharmaceutical reference standard |
AF479D19-631E-48F1-8ABA-FB2A806046FA |
(3beta,5beta,18alpha,20beta)-3-hydroxyurs-12-en-28-oic acid |
Ursolic acid, European Pharmacopoeia (EP) Reference Standard |
Ursolic acid, United States Pharmacopeia (USP) Reference Standard |
(2S,5S,9S,10S,18S,1R,8R,14R,15R,20R)-18-hydroxy-1,2,8,9,15,19,19-heptamethylpe ntacyclo12.8.0.0<2,11>.0<5,10>.0<15,20>docos-11-ene-5-carboxylic acid |
Experimental Data
Ursolic acid
| Species | Dosage | Unit | CG Lifespan(AVG/MED days) | TG Lifespan(AVG/MED days) | Lifespan Change(AVG/MED%) | CG Lifespan(MAX days) | TG Lifespan(MAX days) | Lifespan Change(MAX%) | Significant | Strain | Gender | PubMed | Active Label |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 18 | mg/L | NS | N2 | 34371921 | Inactive | |||||||
| Caenorhabditis elegans | 100 | umol/L | NS | N2 | 33683565 | Inactive | |||||||
| Caenorhabditis elegans | 25 | umol/L | 17.74 | 23.3 | 31.3 | S | N2 | 28673026 | Active | ||||
| Caenorhabditis elegans | 25 | umol/L | 14.6 | 19.34 | 32.48 | S | N2 | 27773812 | Active | ||||
| Caenorhabditis elegans | 100 | umol/L | 16.4 | 18.9 | 17.1 | S | N2 | 33596295 | Active | ||||
| Drosophila melanogaster | 50 | umol/L | 54.5 | 54.3 | 0 | 74.1 | 76.1 | 0.03 | NS | w1118 | FEMALES | 30496629 | Inactive |
| Drosophila melanogaster | 50 | umol/L | 50.8 | 53.8 | 0.06 | 71.2 | 80.5 | 10 | S | w1118 | MALES | 30496629 | Active |
| Caenorhabditis elegans | 100 | umol/L | 20.06 | 21.27 | 0.06 | S | N2 | 33352493 | Active | ||||
| Caenorhabditis elegans | 25 | umol/L | 40.09 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 25 | umol/L | 32.48 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 25 | umol/L | 31.3 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 10 | umol/L | 6.2 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 50 | umol/L | 0.14 | NS | N2 | 33683565 | Inactive |
Experimental Data Visualization
Ursolic acid
Statistics Data
Ursolic acid
| Species | Lifespan Change(AVG/MED%) | Lifespan Change(MAX%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 40.09 | 6 | 11 | |
| Drosophila melanogaster | 0.06 | 10 | 1 | 2 |
Statistics Data Visualization
Ursolic acid
