Compound Summary
OLEANOLIC ACID
Compound Information
OLEANOLIC ACID
Compound Name: | OLEANOLIC ACID |
Compound CID: | 10494 |
Synonyms: | OLEANOLIC ACID 508-02-1 Oleanic acid Caryophyllin Astrantiagenin C More... |
Iupac Name: | (4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
InChI: | InChI=1S/C30H48O3/c1-25(2)14-16-30(24(32)33)17-15-28(6)19(20(30)18-25)8-9-22-27(5)12-11-23(31)26(3,4)21(27)10-13-29(22,28)7/h8,20-23,31H,9-18H2,1-7H3,(H,32,33)/t20-,21-,22+,23-,27-,28+,29+,30-/m0/s1 |
InChIKey: | MIJYXULNPSFWEK-GTOFXWBISA-N |
Canonical Smiles: | CC1(CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)O)C)C)C2C1)C)C(=O)O)C |
Isomeric Smiles: | C[C@]12CC[C@@H](C([C@@H]1CC[C@@]3([C@@H]2CC=C4[C@]3(CC[C@@]5([C@H]4CC(CC5)(C)C)C(=O)O)C)C)(C)C)O |
Molecular Weight: | 456.7 |
Molecular Formula: | C30H48O3 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
OLEANOLIC 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: | 885 |
Synonyms
OLEANOLIC ACID
| OLEANOLIC ACID | OLEANOLIC ACID |
|---|---|
OLEANOLIC ACID |
508-02-1 |
Oleanic acid |
Caryophyllin |
Astrantiagenin C |
Giganteumgenin C |
Virgaureagenin B |
3beta-Hydroxyolean-12-en-28-oic acid |
3-beta-Hydroxyolean-12-en-28-oic acid |
UNII-6SMK8R7TGJ |
(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid |
(3-beta)-3-Hydroxyolean-12-en-28-oic acid |
NSC114945 |
6SMK8R7TGJ |
NSC-114945 |
Olean-12-en-28-oic acid, 3-hydroxy-, (3beta)- |
CHEBI:37659 |
oleonolic acid |
NSC 114945 |
MFCD00064914 |
(2S,5S,10S,18S,1R,14R,15R,20R)-18-hydroxy-1,2,8,8,15,19,19-heptamethylpentacyc lo12.8.0.0<2,11>.0<5,10>.0<15,20>docos-11-ene-5-carboxylic acid |
(4aS,5S,6aS,6bR,8R,8aR,10S,12aR,12bR,14bS)-10-Hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydro-2H-picene-4a-carboxylic acid |
3-Beta-Hydroxy-Olean-12-En-28-Oicaci |
SMR000445561 |
CCRIS 6493 |
OLEANOLIC_ACID |
CHEMBL168 |
EINECS 208-081-6 |
oleanolic-acid |
OleanolsA currencyure |
Oleanoic Acid Hydrate |
Olean-12-en-28-oic acid, 3.beta.-hydroxy- |
Oleanolic acid anhydrous |
Oleanolic acid, >=97% |
Olean-12-en-28-oic acid, 3-hydroxy-, (3b)- |
SCHEMBL71070 |
MLS000697656 |
MLS002207133 |
Olean-12-en-28-oic acid, 3-hydroxy-, (3-beta)- |
GTPL3306 |
AOB5588 |
DTXSID50858790 |
HMS2232D15 |
Oleanolic acid (OA)(Compound 1) |
Oleanolic acid, analytical standard |
EX-A1991 |
HY-N0156 |
ZINC3785416 |
BDBM50346601 |
3-beta-Hydroxyolean-12-en-28-oate |
3beta-hydroxy-Olean-12-en-28-oate |
AKOS015951416 |
AC-8026 |
CCG-208530 |
CS-3800 |
LMPR0106150004 |
VA11435 |
3.beta.-hydroxy-Olean-12-en-28-oate |
3beta-hydroxy-Olean-12-en-28-oic acid |
NCGC00017222-10 |
(4aS,6aS,6bR,8aR,10S,12aR,12bR,14bS)-10-hydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylic acid |
AS-35338 |
BP-25410 |
ST057162 |
(3-beta)-3-Hydroxyolean-12-en-28-oate |
(3?)-3-Hydroxyolean-12-en-28-oic acid |
3.beta.-hydroxy-Olean-12-en-28-oic acid |
N1826 |
(3.beta.)-3-hydroxy-Olean-12-en-28-oate |
C17148 |
(3.beta.)-3-hydroxy-Olean-12-en-28-oic acid |
(3.beta.)-3-beta-hydroxy-Olean-12-en-28-oate |
508O021 |
Q418628 |
Olean-12-en-28-oic acid, 3-beta-hydroxy- (8CI) |
Olean-12-en-28-oic acid, 3beta-hydroxy- (8CI) |
Q-100572 |
(3.beta.)-3-beta-hydroxy-Olean-12-en-28-oic acid |
Oleanolic acid, primary pharmaceutical reference standard |
C7EE6ACC-7175-4947-B524-FF8479525DA1 |
Oleanolic acid, European Pharmacopoeia (EP) Reference Standard |
Oleanolic acid, United States Pharmacopeia (USP) Reference Standard |
Experimental Data
OLEANOLIC ACID
| Species | Dose | Unit | Control(Avg days) | Treatment(Avg days) | Avg/Med Lifespan Change(%) | Control(Max days) | Treatment(Max days) | Max Lifespan Change(%) | Significant | Strain | Gender | PubMed | Avg/Med Lifespan Change tab |
|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Caenorhabditis elegans | 300.000000000000000 | umol/L | 18.880000000000000 | 22.020000000000000 | 16.630000000000000 | S | N2 | 26592451 | Active | ||||
| Caenorhabditis elegans | 300.000000000000000 | umol/L | 16.630000000000000 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 600.000000000000000 | umol/L | 18.880000000000000 | 19.390000000000000 | 2.700000000000000 | NS | N2 | 26592451 | Inactive | ||||
| Caenorhabditis elegans | 200.000000000000000 | umol/L | 11.180000000000000 | S | N2 | 33683565 | Active | ||||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 3.070000000000000 | NS | N2 | 33683565 | Inactive | ||||||
| Caenorhabditis elegans | 200.000000000000000 | umol/L | 18.880000000000000 | 20.990000000000000 | 11.180000000000000 | S | N2 | 26592451 | Active | ||||
| Caenorhabditis elegans | 600.000000000000000 | umol/L | 2.700000000000000 | NS | N2 | 33683565 | Inactive | ||||||
| Caenorhabditis elegans | 100.000000000000000 | umol/L | 18.880000000000000 | 19.460000000000000 | 3.070000000000000 | NS | N2 | 26592451 | Inactive |
Experimental Data Visualization
OLEANOLIC ACID
Statistics Data
OLEANOLIC ACID
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 16.630000000000000 | 2 | 8 |
Statistics Data Visualization
OLEANOLIC ACID
