KNApSAcK Metabolite C00019064
Metabolite
KNApSAcK Entry
| id | C00019064 |
|---|---|
| Name | Oleanolic acid / Astrantiagenin C / Virgaureagenin B / 3beta-Hydroxyolean-12-en-28-oic acid |
| CAS RN | 508-02-1 |
| Standard 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 |
| Standard InChI (Main Layer) | 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) |
Cluster
| Phytochemical cluster | No. 51 |
|---|---|
| KCF-S cluster | No. 13 |
Link
ChEMBL
| By standard InChI | CHEMBL365375 |
|---|---|
| By standard InChI Main Layer | CHEMBL56615 CHEMBL168 CHEMBL180553 CHEMBL365375 CHEMBL486382 CHEMBL1413646 CHEMBL1436454 |
KEGG
| By LinkDB | C17148 |
|---|
CTD
| By CAS RN | D009828 |
|---|
Species
Summary
Plant class
| class name | count |
|---|---|
| asterids | 78 |
| rosids | 37 |
| eudicotyledons | 10 |
| Liliopsida | 3 |
| Spermatophyta | 1 |
Family (Top 10)
| family name | count |
|---|---|
| Lamiaceae | 27 |
| Ebenaceae | 13 |
| Asteraceae | 10 |
| Fabaceae | 7 |
| Rubiaceae | 5 |
| Myrtaceae | 5 |
| Rosaceae | 4 |
| Ericaceae | 3 |
| Gentianaceae | 3 |
| Caprifoliaceae | 3 |
List (133)
* NCBI
Human Protein / Gene in interaction
30 ChEMBL Protein in interactions
| accession | description | class description | compound | assay ID (# of activities) |
# of diseases
(OMIM / KEGG) |
|---|---|---|---|---|---|
| P18031 | Tyrosine-protein phosphatase non-receptor type 1 | Tyr | CHEMBL168 CHEMBL486382 |
CHEMBL854300
(1)
CHEMBL1036591
(1)
CHEMBL963010 (2) CHEMBL1106811 (1) CHEMBL1635808 (1) CHEMBL1635809 (1) CHEMBL1926476 (1) CHEMBL2066218 (1) CHEMBL2149371 (1) CHEMBL2149372 (2) CHEMBL2149377 (1) CHEMBL2328911 (1) CHEMBL2351035 (1) |
0 / 0 |
| O60218 | Aldo-keto reductase family 1 member B10 | Enzyme | CHEMBL168 |
CHEMBL2168779
(1)
CHEMBL2168780
(1)
CHEMBL2168783 (1) CHEMBL2169008 (1) CHEMBL2169016 (1) |
0 / 0 |
| P35354 | Prostaglandin G/H synthase 2 | Oxidoreductase | CHEMBL168 |
CHEMBL1014032
(1)
CHEMBL1003453
(1)
CHEMBL1008495 (1) |
0 / 3 |
| P06746 | DNA polymerase beta | Enzyme | CHEMBL168 CHEMBL365375 |
CHEMBL921744
(1)
CHEMBL921745
(1)
CHEMBL993810 (1) CHEMBL999199 (1) CHEMBL1614079 (1) CHEMBL2169014 (1) |
0 / 0 |
| Q06124 | Tyrosine-protein phosphatase non-receptor type 11 | Tyr | CHEMBL168 |
CHEMBL1646722
(1)
|
4 / 2 |
| P24666 | Low molecular weight phosphotyrosine protein phosphatase | Tyr | CHEMBL168 |
CHEMBL2149373
(1)
CHEMBL2149374
(1)
|
0 / 0 |
| Q8TDU6 | G-protein coupled bile acid receptor 1 | Steroid-like ligand receptor | CHEMBL168 |
CHEMBL1041788
(1)
CHEMBL1041789
(1)
|
0 / 0 |
| O75604 | Ubiquitin carboxyl-terminal hydrolase 2 | Enzyme | CHEMBL1413646 |
CHEMBL1614331
(1)
|
0 / 0 |
| P51452 | Dual specificity protein phosphatase 3 | Ser_Thr_Tyr | CHEMBL168 |
CHEMBL1646723
(1)
|
0 / 0 |
| P10586 | Receptor-type tyrosine-protein phosphatase F | Receptor tyrosine-protein phosphatase | CHEMBL168 |
CHEMBL963013
(1)
CHEMBL2149376
(1)
|
0 / 0 |
| P23219 | Prostaglandin G/H synthase 1 | Oxidoreductase | CHEMBL168 |
CHEMBL1003454
(1)
CHEMBL1008496
(1)
|
0 / 0 |
| Q92830 | Histone acetyltransferase KAT2A | Enzyme | CHEMBL168 |
CHEMBL1738606
(1)
|
0 / 0 |
| O75496 | Geminin | Unclassified protein | CHEMBL168 |
CHEMBL2114780
(1)
|
0 / 0 |
| P15121 | Aldose reductase | Enzyme | CHEMBL168 |
CHEMBL2168781
(1)
|
0 / 0 |
| P49841 | Glycogen synthase kinase-3 beta | Gsk | CHEMBL168 |
CHEMBL1053705
(1)
|
0 / 0 |
| P83916 | Chromobox protein homolog 1 | Unclassified protein | CHEMBL168 |
CHEMBL1794401
(1)
|
0 / 0 |
| P11511 | Cytochrome P450 19A1 | Cytochrome P450 19A1 | CHEMBL168 |
CHEMBL978973
(1)
|
2 / 2 |
| Q96RI1 | Bile acid receptor | NR1H4 | CHEMBL168 |
CHEMBL1041790
(1)
|
0 / 0 |
| P18433 | Receptor-type tyrosine-protein phosphatase alpha | Receptor tyrosine-protein phosphatase | CHEMBL168 |
CHEMBL963014
(1)
|
0 / 0 |
| P35236 | Tyrosine-protein phosphatase non-receptor type 7 | Tyr | CHEMBL168 |
CHEMBL1646724
(1)
|
0 / 0 |
| Q96QE3 | ATPase family AAA domain-containing protein 5 | Unclassified protein | CHEMBL168 |
CHEMBL1738588
(1)
|
0 / 0 |
| P35228 | Nitric oxide synthase, inducible | Enzyme | CHEMBL168 |
CHEMBL827657
(1)
|
1 / 1 |
| Q9UNA4 | DNA polymerase iota | Enzyme | CHEMBL365375 |
CHEMBL1794483
(1)
|
0 / 0 |
| P27695 | DNA-(apurinic or apyrimidinic site) lyase | Enzyme | CHEMBL365375 |
CHEMBL1614211
(1)
|
0 / 0 |
| P17706 | Tyrosine-protein phosphatase non-receptor type 2 | Tyr | CHEMBL168 CHEMBL486382 |
CHEMBL963011
(2)
|
0 / 1 |
| P29350 | Tyrosine-protein phosphatase non-receptor type 6 | Tyr | CHEMBL168 |
CHEMBL963012
(1)
CHEMBL1646721
(1)
|
0 / 0 |
| P04054 | Phospholipase A2 | Enzyme | CHEMBL168 |
CHEMBL2169015
(1)
|
0 / 0 |
| P23469 | Receptor-type tyrosine-protein phosphatase epsilon | Receptor tyrosine-protein phosphatase | CHEMBL168 |
CHEMBL963015
(1)
|
0 / 0 |
| Q13951 | Core-binding factor subunit beta | Unclassified protein | CHEMBL1413646 |
CHEMBL1613933
(1)
|
0 / 1 |
| Q01196 | Runt-related transcription factor 1 | Unclassified protein | CHEMBL1413646 |
CHEMBL1613933
(1)
|
1 / 6 |
CTD interaction (32)
| compound | gene | gene name | gene description | interaction | interaction type | form |
reference
pmid |
|---|---|---|---|---|---|---|---|
| D009828 | 177 |
AGER
RAGE |
advanced glycosylation end product-specific receptor | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of AGER protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 836 |
CASP3
CPP32 CPP32B SCA-1 |
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) | Oleanolic Acid results in increased activity of CASP3 protein |
increases activity
|
protein |
20005942
|
| D009828 | 836 |
CASP3
CPP32 CPP32B SCA-1 |
caspase 3, apoptosis-related cysteine peptidase (EC:3.4.22.56) | Oleanolic Acid results in increased expression of CASP3 protein |
increases expression
|
protein |
20726234
|
| D009828 | 841 |
CASP8
ALPS2B CAP4 Casp-8 FLICE MACH MCH5 |
caspase 8, apoptosis-related cysteine peptidase (EC:3.4.22.61) | Oleanolic Acid results in increased activity of CASP8 protein |
increases activity
|
protein |
20005942
|
| D009828 | 847 |
CAT
|
catalase (EC:1.11.1.6) | Oleanolic Acid inhibits the reaction [tert-Butylhydroperoxide results in decreased expression of CAT protein] |
decreases expression
/ decreases reaction |
protein |
20100471
|
| D009828 | 595 |
CCND1
BCL1 D11S287E PRAD1 U21B31 |
cyclin D1 | Oleanolic Acid results in decreased expression of CCND1 protein |
decreases expression
|
protein |
20726234
|
| D009828 | 1544 |
CYP1A2
CP12 P3-450 P450(PA) |
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) | Oleanolic Acid inhibits the reaction [CYP1A2 protein results in increased metabolism of Phenacetin] |
decreases reaction
/ increases metabolic processing |
protein |
15043991
|
| D009828 | 1544 |
CYP1A2
CP12 P3-450 P450(PA) |
cytochrome P450, family 1, subfamily A, polypeptide 2 (EC:1.14.14.1) | Oleanolic Acid results in decreased activity of CYP1A2 protein |
decreases activity
|
protein |
15043991
|
| D009828 | 1576 |
CYP3A4
CP33 CP34 CYP3A CYP3A3 CYPIIIA3 CYPIIIA4 HLP NF-25 P450C3 P450PCN1 |
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) | Oleanolic Acid inhibits the reaction [CYP3A4 protein results in increased metabolism of Midazolam] |
decreases reaction
/ increases metabolic processing |
protein |
15043991
|
| D009828 | 1576 |
CYP3A4
CP33 CP34 CYP3A CYP3A3 CYPIIIA3 CYPIIIA4 HLP NF-25 P450C3 P450PCN1 |
cytochrome P450, family 3, subfamily A, polypeptide 4 (EC:1.14.13.67 1.14.13.97 1.14.13.32 1.14.13.157) | Oleanolic Acid results in decreased activity of CYP3A4 protein |
decreases activity
|
protein |
15043991
|
| D009828 | 3065 |
HDAC1
GON-10 HD1 RPD3 RPD3L1 |
histone deacetylase 1 (EC:3.5.1.98) | Oleanolic Acid results in decreased expression of HDAC1 protein |
decreases expression
|
protein |
20726234
|
| D009828 | 3146 |
HMGB1
HMG1 HMG3 SBP-1 |
high mobility group box 1 | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of AGER protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 3146 |
HMGB1
HMG1 HMG3 SBP-1 |
high mobility group box 1 | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of ICAM1 protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 3146 |
HMGB1
HMG1 HMG3 SBP-1 |
high mobility group box 1 | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of SELE protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 3146 |
HMGB1
HMG1 HMG3 SBP-1 |
high mobility group box 1 | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of TNF protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 3146 |
HMGB1
HMG1 HMG3 SBP-1 |
high mobility group box 1 | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of VCAM1 protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 3146 |
HMGB1
HMG1 HMG3 SBP-1 |
high mobility group box 1 | Oleanolic Acid inhibits the reaction [Lipopolysaccharides results in increased secretion of HMGB1 protein] |
decreases reaction
/ increases secretion |
protein |
22386814
|
| D009828 | 3146 |
HMGB1
HMG1 HMG3 SBP-1 |
high mobility group box 1 | Oleanolic Acid results in decreased expression of HMGB1 protein |
decreases expression
|
protein |
22386814
|
| D009828 | 3146 |
HMGB1
HMG1 HMG3 SBP-1 |
high mobility group box 1 | Oleanolic Acid results in decreased susceptibility to HMGB1 protein |
decreases response to substance
|
protein |
22386814
|
| D009828 | 3383 |
ICAM1
BB2 CD54 P3.58 |
intercellular adhesion molecule 1 | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of ICAM1 protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 3383 |
ICAM1
BB2 CD54 P3.58 |
intercellular adhesion molecule 1 | Oleanolic Acid results in decreased expression of ICAM1 protein |
decreases expression
|
protein |
20005942
|
| D009828 | 5594 |
MAPK1
ERK ERK2 ERT1 MAPK2 P42MAPK PRKM1 PRKM2 p38 p40 p41 p41mapk |
mitogen-activated protein kinase 1 (EC:2.7.11.24) | Oleanolic Acid inhibits the reaction [tert-Butylhydroperoxide results in decreased expression of MAPK1 protein modified form] |
decreases expression
/ decreases reaction |
protein |
20100471
|
| D009828 | 5595 |
MAPK3
ERK-1 ERK1 ERT2 HS44KDAP HUMKER1A P44ERK1 P44MAPK PRKM3 p44-ERK1 p44-MAPK |
mitogen-activated protein kinase 3 (EC:2.7.11.24) | Oleanolic Acid inhibits the reaction [tert-Butylhydroperoxide results in decreased expression of MAPK3 protein modified form] |
decreases expression
/ decreases reaction |
protein |
20100471
|
| D009828 | 4233 |
MET
AUTS9 HGFR RCCP2 c-Met |
met proto-oncogene (EC:2.7.10.1) | Oleanolic Acid results in decreased expression of MET protein |
decreases expression
|
protein |
20726234
|
| D009828 | 4780 |
NFE2L2
NRF2 |
nuclear factor, erythroid 2-like 2 | Oleanolic Acid inhibits the reaction [tert-Butylhydroperoxide results in decreased expression of NFE2L2 protein] |
decreases expression
/ decreases reaction |
protein |
20100471
|
| D009828 | 5052 |
PRDX1
MSP23 NKEF-A NKEFA PAG PAGA PAGB PRX1 PRXI TDPX2 |
peroxiredoxin 1 (EC:1.11.1.15) | Oleanolic Acid inhibits the reaction [tert-Butylhydroperoxide results in decreased expression of PRDX1 protein] |
decreases expression
/ decreases reaction |
protein |
20100471
|
| D009828 | 5728 |
PTEN
10q23del BZS CWS1 DEC GLM2 MHAM MMAC1 PTEN1 TEP1 |
phosphatase and tensin homolog (EC:3.1.3.67 3.1.3.16 3.1.3.48) | Oleanolic Acid results in increased expression of PTEN protein |
increases expression
|
protein |
20726234
|
| D009828 | 6401 |
SELE
CD62E ELAM ELAM1 ESEL LECAM2 |
selectin E | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of SELE protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 7124 |
TNF
DIF TNF-alpha TNFA TNFSF2 |
tumor necrosis factor | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of TNF protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
| D009828 | 7150 |
TOP1
TOPI |
topoisomerase (DNA) I (EC:5.99.1.2) | Oleanolic Acid results in decreased activity of TOP1 protein |
decreases activity
|
protein |
10860928
|
| D009828 | 7153 |
TOP2A
TOP2 TP2A |
topoisomerase (DNA) II alpha 170kDa (EC:5.99.1.3) | Oleanolic Acid results in decreased activity of TOP2A protein |
decreases activity
|
protein |
10860928
|
| D009828 | 7412 |
VCAM1
CD106 INCAM-100 |
vascular cell adhesion molecule 1 | Oleanolic Acid inhibits the reaction [HMGB1 protein results in increased expression of VCAM1 protein] |
decreases reaction
/ increases expression |
protein |
22386814
|
Related Disease
Diseases related to proteins in ChEMBL interactions
OMIM (8)
| OMIM | preferred title | UniProt |
|---|---|---|
| #613546 | Aromatase deficiency |
P11511
|
| #139300 | Aromatase excess syndrome; aexs |
P11511
|
| #607785 | Juvenile myelomonocytic leukemia; jmml |
Q06124
|
| #151100 | Leopard syndrome 1 |
Q06124
|
| #611162 | Malaria, susceptibility to |
P35228
|
| #156250 | Metachondromatosis; metcds |
Q06124
|
| #163950 | Noonan syndrome 1; ns1 |
Q06124
|
| #601399 | Platelet disorder, familial, with associated myeloid malignancy |
Q01196
|
KEGG DISEASE (12)
| KEGG | disease name | UniProt |
|---|---|---|
| H00599 | 46,XX disorders of sex development (Disorders related to androgen excess) |
P11511
(related)
|
| H00794 | Aromatase excess syndrome |
P11511
(related)
|
| H00408 | Type I diabetes mellitus |
P17706
(related)
|
| H00017 | Esophageal cancer |
P35228
(related)
P35354 (related) |
| H00025 | Penile cancer |
P35354
(related)
|
| H00046 | Cholangiocarcinoma |
P35354
(related)
|
| H00001 | Acute lymphoblastic leukemia (ALL) (precursor B lymphoblastic leukemia) |
Q01196
(related)
Q01196 (marker) |
| H00003 | Acute myeloid leukemia (AML) |
Q01196
(related)
Q01196 (marker) Q13951 (marker) |
| H00004 | Chronic myeloid leukemia (CML) |
Q01196
(related)
|
| H00978 | Thrombocytopenia (THC) |
Q01196
(related)
|
| H00523 | Noonan syndrome and related disorders |
Q06124
(related)
|
| H01018 | Metachondromatosis |
Q06124
(related)
|
Diseases related to CTD interactions
15 disease from interactions of metabolites
| MeSH disease | OMIM | compound | disease name | evidence type |
reference
pmid |
|---|---|---|---|---|---|
| D002252 | D009828 | Carbon Tetrachloride Poisoning |
therapeutic
|
10355542
|
|
| D056486 | D009828 | Drug-Induced Liver Injury |
therapeutic
|
17391827
|
|
| D050171 | D009828 | Dyslipidemias |
therapeutic
|
20188082
|
|
| D018149 | D009828 | Glucose Intolerance |
therapeutic
|
20188082
|
|
| D006949 | D009828 | Hyperlipidemias |
therapeutic
|
8847885
|
|
| D007249 | D009828 | Inflammation |
therapeutic
|
8847885
22386814 |
|
| D007674 | D009828 | Kidney Diseases |
therapeutic
|
17391827
19548288 |
|
| D008103 | D009828 | Liver Cirrhosis |
therapeutic
|
21172400
|
|
| D008106 | D009828 | Liver Cirrhosis, Experimental |
therapeutic
|
10355542
|
|
| D008107 | D009828 | Liver Diseases |
therapeutic
|
8847885
15720792 |
|
| D017202 | D009828 | Myocardial Ischemia |
therapeutic
|
17052790
17455091 |
|
| D009369 | D009828 | Neoplasms |
therapeutic
|
8847885
22386814 |
|
| D009765 | D009828 | Obesity |
therapeutic
|
20188082
|
|
| D011041 | D009828 | Poisoning |
marker/mechanism
|
18324785
|
|
| D011230 | D009828 | Precancerous Conditions |
therapeutic
|
7882322
|