Compound Summary
celastrol
Compound Information
celastrol
Compound Name: | celastrol |
Compound CID: | 122724 |
Synonyms: | celastrol 34157-83-0 Tripterin Tripterine (2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid More... |
Iupac Name: | (2R,4aS,6aR,6aS,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid |
InChI: | InChI=1S/C29H38O4/c1-17-18-7-8-21-27(4,19(18)15-20(30)23(17)31)12-14-29(6)22-16-26(3,24(32)33)10-9-25(22,2)11-13-28(21,29)5/h7-8,15,22,31H,9-14,16H2,1-6H3,(H,32,33)/t22-,25-,26-,27+,28-,29+/m1/s1 |
InChIKey: | KQJSQWZMSAGSHN-JJWQIEBTSA-N |
Canonical Smiles: | CC1=C(C(=O)C=C2C1=CC=C3C2(CCC4(C3(CCC5(C4CC(CC5)(C)C(=O)O)C)C)C)C)O |
Isomeric Smiles: | CC1=C(C(=O)C=C2C1=CC=C3[C@]2(CC[C@@]4([C@@]3(CC[C@@]5([C@H]4C[C@](CC5)(C)C(=O)O)C)C)C)C)O |
Molecular Weight: | 450.6 |
Molecular Formula: | C29H38O4 |
Compound Structure
2D Structure:
3D Structure:
Computed Properties
celastrol
Molecular Weight: | 450.6 |
Molecular Formula: | C29H38O4 |
Hydrogen Bond Donor Count: | 2 |
Hydrogen Bond Acceptor Count: | 4 |
Rotatable Bond Count: | 1 |
Heavy Atom Count: | 33 |
Complexity: | 1100 |
Synonyms
celastrol
| celastrol | celastrol |
|---|---|
celastrol |
34157-83-0 |
Tripterin |
Tripterine |
(2R,4aS,6aS,12bR,14aS,14bR)-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydropicene-2-carboxylic acid |
C29H38O4 |
UNII-L8GG98663L |
NSC70931 |
(2R,4aS,6aR,6aS,14aS,14bR)-10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid |
CHEBI:63959 |
34157-83-0 (castrol) |
L8GG98663L |
Celastrol, Celastrus scandens |
MFCD03424073 |
D:A-Friedo-24-noroleana-1(10),3,5,7-tetraen-29-oic acid, 3-hydroxy-2-oxo-, (20alpha)- |
24,25,26-Trinoroleana-1(10),3,5,7-tetraen-29-oic acid,3-hydroxy-9,13-dimethyl-2-oxo-, (9b,13a,14b,20a)- |
3-hydroxy-9beta,13alpha-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-oic acid |
SR-05000002679 |
MLS002701906 |
NSC 70931 |
3-Hydroxy-24-nor-2-oxo-1(10),3,5,7-friedelatetraen-29-oic Acid |
Spectrum_000335 |
Spectrum2_000150 |
Spectrum3_000233 |
Spectrum4_001966 |
Spectrum5_000805 |
SCHEMBL14954 |
BSPBio_001905 |
KBioGR_002436 |
KBioSS_000815 |
SPECTRUM201664 |
MLS006011086 |
DivK1c_000718 |
SPBio_000260 |
DTXSID2040993 |
GTPL10386 |
KBio1_000718 |
KBio2_000815 |
KBio2_003383 |
KBio2_005951 |
KBio3_001405 |
NINDS_000718 |
BDBM205457 |
HMS1923A13 |
HMS3649E12 |
HMS3884G09 |
10-hydroxy-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid |
BCP07973 |
EBD30960 |
CC0152 |
CCG-39919 |
NSC-70931 |
s1290 |
ZINC19795938 |
Celastrol, >=98% (HPLC), solid |
AKOS025311497 |
AC-6031 |
compound 2 PMID: 28621943 |
CS-0409 |
GS-6082 |
IDI1_000718 |
NCGC00178913-01 |
NCGC00178913-02 |
NCGC00178913-04 |
NCGC00178913-05 |
NCGC00178913-14 |
HY-13067 |
NCI60_038570 |
S492 |
SMR004702874 |
N1731 |
H10498 |
157C830 |
A822102 |
Q-100413 |
Q5057534 |
SR-05000002679-1 |
SR-05000002679-3 |
SR-05000002679-4 |
(20alpha)-3-hydroxy-2-oxo-D:A-Friedo-24-noroleana-1(10),3,5,7-tetraen-29-oate |
(20alpha)-3-hydroxy-2-oxo-D:A-Friedo-24-noroleana-1(10),3,5,7-tetraen-29-oic acid |
(2R,4aS,6aS,12bR,14aS,14bR)-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydro-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-2-picenecarboxylic acid |
(9?,13?,14?,20?)-3-Hydroxy-9,13-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-oic acid |
1,2,3,4,4a,5,6,6a, 11,12b,13,14,14a,14b-tetradecahydro-10-hydroxy-2,4a,6a,9,12b, 14a-hexamethyl-11-oxo-2-Picenecarboxylic acid |
10-Hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo-1,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydro-picene-2-carboxylic acid |
2-Picenecarboxylic acid,2,3,4,4a,5,6,6a,11,12b,13,14,14a,14b-tetradecahydro-10-hydroxy-2,4a,6a,9,12b,14a-hexamethyl-11-oxo- |
3-Hydroxy-9.beta.,13.alpha.-dimethyl-2-oxo-24,25,26-trinoroleana-1(10),3,5,7-tetraen-29-oic acid |
Experimental Data
celastrol
| 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 | 7.000000000000000 | umol/L | 12.180000000000000 | 14.300000000000000 | 0.170000000000000 | S | N2 | 24416295 | Active | ||||
| Caenorhabditis elegans | 7.000000000000000 | umol/L | 12.670000000000000 | 14.420000000000000 | 0.140000000000000 | S | N2 | 24416295 | Active |
Experimental Data Visualization
celastrol
Statistics Data
celastrol
| Species | Avg/Med Lifespan Change(%) | Max Lifespan Change(%) | Count Reference | Count Data point |
|---|---|---|---|---|
| Caenorhabditis elegans | 0.170000000000000 | 1 | 2 |
Statistics Data Visualization
celastrol
