PlantaeDB Logo
Login Sign-up

cortistatin A

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

Top
Internal ID 229bf76e-e6c3-46bf-8d2c-b0785871b7bd
Taxonomy Organoheterocyclic compounds > Isoquinolines and derivatives
IUPAC Name (1S,2R,5S,6R,12R,13R,14S,16R)-14-(dimethylamino)-5-isoquinolin-7-yl-6-methyl-19-oxapentacyclo[14.2.1.01,9.02,6.011,16]nonadeca-8,10-diene-12,13-diol
SMILES (Canonical) CC12CC=C3C=C4C(C(C(CC45CCC3(C1CCC2C6=CC7=C(C=C6)C=CN=C7)O5)N(C)C)O)O
SMILES (Isomeric) C[C@]12CC=C3C=C4[C@H]([C@@H]([C@H](C[C@]45CC[C@@]3([C@@H]1CC[C@@H]2C6=CC7=C(C=C6)C=CN=C7)O5)N(C)C)O)O
InChI InChI=1S/C30H36N2O3/c1-28-10-8-21-15-23-26(33)27(34)24(32(2)3)16-29(23)11-12-30(21,35-29)25(28)7-6-22(28)19-5-4-18-9-13-31-17-20(18)14-19/h4-5,8-9,13-15,17,22,24-27,33-34H,6-7,10-12,16H2,1-3H3/t22-,24+,25-,26-,27-,28-,29-,30-/m1/s1
InChI Key KSGZCKSNTAJOJS-DZBMUNJRSA-N
Popularity 41 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H36N2O3
Molecular Weight 472.60 g/mol
Exact Mass 472.27259301 g/mol
Topological Polar Surface Area (TPSA) 65.80 Ų
XlogP 2.70
Atomic LogP (AlogP) 4.35
H-Bond Acceptor 5
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

Top
(+)-cortistatin A
Cortistatine A
882976-95-6
Cortistatin A [MI]
17-epi-Cortistatin A
6VG04XOV89
CHEMBL4080906
(1R,2R,3S,5R)-3-(dimethylamino)-17beta-(isoquinolin-7-yl)-5,8alpha-epoxy-9,19-cyclo-9,10-secoandrosta-9(11),10-diene-1,2-diol
(3S,3aR,7R,8R,9S,10aR,12aS,12bR)-9-(Dimethylamino)-1,2,3,3a,4,7,8,9,10,11,12,12b-dodecahydro-3-(7-isoquinolinyl)-3a-methyl-10a,12a-epoxybenzo(4,5)cyclohept(1,2-E)indene-7,8-diol
10a,12a-Epoxybenzo(4,5)cyclohept(1,2-E)indene-7,8-diol, 9-(dimethylamino)-1,2,3,3a,4,7,8,9,10,11,12,12b-dodecahydro-3-(7-isoquinolinyl)-3a-methyl-, (3S,3aR,7R,8R,9S,10aR,12aS,12bR)-
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

Top
2D Structure of cortistatin A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9636 96.36%
Caco-2 - 0.7336 73.36%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5088 50.88%
OATP2B1 inhibitior - 0.8574 85.74%
OATP1B1 inhibitior + 0.8683 86.83%
OATP1B3 inhibitior + 0.9440 94.40%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.9930 99.30%
P-glycoprotein inhibitior + 0.7412 74.12%
P-glycoprotein substrate + 0.6125 61.25%
CYP3A4 substrate + 0.6764 67.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate + 0.4001 40.01%
CYP3A4 inhibition - 0.7738 77.38%
CYP2C9 inhibition - 0.8131 81.31%
CYP2C19 inhibition - 0.7463 74.63%
CYP2D6 inhibition - 0.8440 84.40%
CYP1A2 inhibition - 0.6808 68.08%
CYP2C8 inhibition + 0.7571 75.71%
CYP inhibitory promiscuity - 0.7436 74.36%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.5094 50.94%
Eye corrosion - 0.9845 98.45%
Eye irritation - 0.9715 97.15%
Skin irritation - 0.7639 76.39%
Skin corrosion - 0.9183 91.83%
Ames mutagenesis - 0.6937 69.37%
Human Ether-a-go-go-Related Gene inhibition + 0.9022 90.22%
Micronuclear + 0.6500 65.00%
Hepatotoxicity - 0.5500 55.00%
skin sensitisation - 0.8289 82.89%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.9500 95.00%
Nephrotoxicity - 0.9293 92.93%
Acute Oral Toxicity (c) III 0.5240 52.40%
Estrogen receptor binding + 0.8081 80.81%
Androgen receptor binding + 0.7121 71.21%
Thyroid receptor binding + 0.7168 71.68%
Glucocorticoid receptor binding + 0.7140 71.40%
Aromatase binding + 0.7426 74.26%
PPAR gamma + 0.6474 64.74%
Honey bee toxicity - 0.8047 80.47%
Biodegradation - 0.9500 95.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9406 94.06%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL6002 Q9BWU1 Cell division cycle 2-like protein kinase 6 10 nM
 IC50
 via Super-PRED
CHEMBL5719 P49336 Cell division protein kinase 8 12 nM
15 nM
12 nM
 IC50
IC50
IC50
 via Super-PRED
via Super-PRED
via Super-PRED
CHEMBL3231 Q13464 Rho-associated protein kinase 1 250 nM
 IC50
 via Super-PRED
CHEMBL2973 O75116 Rho-associated protein kinase 2 220 nM
 IC50
 via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.84% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.63% 91.11%
CHEMBL4145 Q9UKV0 Histone deacetylase 9 93.75% 85.49%
CHEMBL5608 Q16288 NT-3 growth factor receptor 92.38% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.12% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 90.66% 95.93%
CHEMBL1951 P21397 Monoamine oxidase A 89.37% 91.49%
CHEMBL3524 P56524 Histone deacetylase 4 88.10% 92.97%
CHEMBL2581 P07339 Cathepsin D 86.84% 98.95%
CHEMBL2553 Q15418 Ribosomal protein S6 kinase alpha 1 86.57% 85.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.85% 94.45%
CHEMBL2716 Q8WUI4 Histone deacetylase 7 85.70% 89.44%
CHEMBL253 P34972 Cannabinoid CB2 receptor 85.64% 97.25%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 84.04% 97.33%
CHEMBL1907601 P11802 Cyclin-dependent kinase 4/cyclin D1 83.86% 98.99%
CHEMBL2094127 P06493 Cyclin-dependent kinase 1/cyclin B 83.74% 96.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 83.35% 100.00%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.67% 92.94%
CHEMBL221 P23219 Cyclooxygenase-1 82.30% 90.17%
CHEMBL4506 Q96EB6 NAD-dependent deacetylase sirtuin 1 82.00% 88.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.94% 94.00%
CHEMBL204 P00734 Thrombin 81.63% 96.01%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.41% 89.00%
CHEMBL2000 P03952 Plasma kallikrein 80.77% 93.92%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.30% 90.71%
CHEMBL1994 P08235 Mineralocorticoid receptor 80.11% 100.00%

Plants that contains it

Top
Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.
There are no matching plants.

Cross-Links

Top
PubChem 11561907
LOTUS LTS0030682
wikiData Q5173335