PlantaeDB Logo
Login Sign-up

epi-Cochlioquinone 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 34c2d1ea-ca07-4bcc-9b77-37131c7a9fc7
Taxonomy Organoheterocyclic compounds > Oxanes
IUPAC Name [(2S,3R,4S)-2-[(3R,4aR,6aS,12S,12aS,12bR)-12-hydroxy-3-(2-hydroxypropan-2-yl)-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6,12,12a-octahydropyrano[3,2-a]xanthen-9-yl]-4-methylhexan-3-yl] acetate
SMILES (Canonical) CCC(C)C(C(C)C1=CC(=O)C2=C(C1=O)OC3(CCC4C(C3C2O)(CCC(O4)C(C)(C)O)C)C)OC(=O)C
SMILES (Isomeric) CC[C@H](C)[C@H]([C@@H](C)C1=CC(=O)C2=C(C1=O)O[C@]3(CC[C@@H]4[C@@]([C@H]3[C@@H]2O)(CC[C@@H](O4)C(C)(C)O)C)C)OC(=O)C
InChI InChI=1S/C30H44O8/c1-9-15(2)25(36-17(4)31)16(3)18-14-19(32)22-24(34)27-29(7)12-10-20(28(5,6)35)37-21(29)11-13-30(27,8)38-26(22)23(18)33/h14-16,20-21,24-25,27,34-35H,9-13H2,1-8H3/t15-,16-,20+,21+,24+,25+,27+,29-,30-/m0/s1
InChI Key UWSYUCZPPVXEKW-UDLMDNSSSA-N
Popularity 12 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H44O8
Molecular Weight 532.70 g/mol
Exact Mass 532.30361836 g/mol
Topological Polar Surface Area (TPSA) 119.00 Ų
XlogP 3.40
Atomic LogP (AlogP) 3.82
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 6

Synonyms

Top
epi-Cochlioquinone A
147384-57-4
(8-alpha)-Cochlioquinone A
Cochlioquinone A, (8-alpha)-
(2S,3R,4S)-2-[(3R,4aR,6aS,12S,12aS,12bR)-12-hydroxy-3-(2-hydroxypropan-2-yl)-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6,6a,8,11,12,12a,12b-dodecahydropyrano[3,2-a]xanthen-9-yl]-4-methylhexan-3-yl acetate
CHEBI:65847
DTXSID30933110
[(2S,3R,4S)-2-[(3R,4aR,6aS,12S,12aS,12bR)-12-hydroxy-3-(2-hydroxypropan-2-yl)-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6,12,12a-octahydropyrano[3,2-a]xanthen-9-yl]-4-methylhexan-3-yl] acetate
Q27134341
2-[12-Hydroxy-3-(2-hydroxypropan-2-yl)-6a,12b-dimethyl-8,11-dioxo-1,2,3,4a,5,6,6a,8,11,12,12a,12b-dodecahydropyrano[3,2-a]xanthen-9-yl]-4-methylhexan-3-yl acetate

2D Structure

Top
2D Structure of epi-Cochlioquinone A

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9751 97.51%
Caco-2 - 0.7365 73.65%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.8290 82.90%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8726 87.26%
OATP1B3 inhibitior - 0.4356 43.56%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.5500 55.00%
BSEP inhibitior + 0.9055 90.55%
P-glycoprotein inhibitior + 0.7216 72.16%
P-glycoprotein substrate + 0.5334 53.34%
CYP3A4 substrate + 0.6910 69.10%
CYP2C9 substrate - 0.8027 80.27%
CYP2D6 substrate - 0.9006 90.06%
CYP3A4 inhibition - 0.5269 52.69%
CYP2C9 inhibition - 0.8526 85.26%
CYP2C19 inhibition - 0.8653 86.53%
CYP2D6 inhibition - 0.9357 93.57%
CYP1A2 inhibition - 0.8631 86.31%
CYP2C8 inhibition + 0.5398 53.98%
CYP inhibitory promiscuity - 0.8507 85.07%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.6026 60.26%
Eye corrosion - 0.9916 99.16%
Eye irritation - 0.9319 93.19%
Skin irritation + 0.5163 51.63%
Skin corrosion - 0.9354 93.54%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition + 0.7227 72.27%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5191 51.91%
skin sensitisation - 0.8295 82.95%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.5938 59.38%
Acute Oral Toxicity (c) III 0.4907 49.07%
Estrogen receptor binding + 0.7193 71.93%
Androgen receptor binding + 0.7201 72.01%
Thyroid receptor binding - 0.5656 56.56%
Glucocorticoid receptor binding + 0.7616 76.16%
Aromatase binding + 0.6930 69.30%
PPAR gamma + 0.6905 69.05%
Honey bee toxicity - 0.8129 81.29%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.9935 99.35%

Targets

Top

Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 98.23% 94.45%
CHEMBL2581 P07339 Cathepsin D 98.14% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.86% 97.25%
CHEMBL2265 P23141 Acyl coenzyme A:cholesterol acyltransferase 94.63% 85.94%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.88% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.51% 89.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 90.88% 96.77%
CHEMBL3401 O75469 Pregnane X receptor 90.19% 94.73%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.05% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.91% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.85% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.59% 99.23%
CHEMBL230 P35354 Cyclooxygenase-2 88.13% 89.63%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.78% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.61% 97.28%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.10% 97.09%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 84.39% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.11% 94.00%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.42% 92.62%
CHEMBL1871 P10275 Androgen Receptor 83.12% 96.43%
CHEMBL4685 P14902 Indoleamine 2,3-dioxygenase 83.07% 96.38%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.88% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.52% 86.33%
CHEMBL255 P29275 Adenosine A2b receptor 82.11% 98.59%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.84% 95.71%
CHEMBL4005 P42336 PI3-kinase p110-alpha subunit 81.73% 97.47%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 81.18% 97.21%
CHEMBL5028 O14672 ADAM10 80.54% 97.50%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 80.48% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 80.35% 82.69%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.22% 97.14%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.06% 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 3073217
LOTUS LTS0220517
wikiData Q27134341