Epirotenone

Details

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Internal ID f7eaa6cb-a926-4a8d-944f-64f97608d95d
Taxonomy Phenylpropanoids and polyketides > Isoflavonoids > Rotenoids > Rotenones
IUPAC Name (1R,6R,13R)-16,17-dimethoxy-6-prop-1-en-2-yl-2,7,20-trioxapentacyclo[11.8.0.03,11.04,8.014,19]henicosa-3(11),4(8),9,14,16,18-hexaen-12-one
SMILES (Canonical) CC(=C)C1CC2=C(O1)C=CC3=C2OC4COC5=CC(=C(C=C5C4C3=O)OC)OC
SMILES (Isomeric) CC(=C)[C@H]1CC2=C(O1)C=CC3=C2O[C@H]4COC5=CC(=C(C=C5[C@H]4C3=O)OC)OC
InChI InChI=1S/C23H22O6/c1-11(2)16-8-14-15(28-16)6-5-12-22(24)21-13-7-18(25-3)19(26-4)9-17(13)27-10-20(21)29-23(12)14/h5-7,9,16,20-21H,1,8,10H2,2-4H3/t16-,20+,21-/m1/s1
InChI Key JUVIOZPCNVVQFO-TYCQWZJGSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C23H22O6
Molecular Weight 394.40 g/mol
Exact Mass 394.14163842 g/mol
Topological Polar Surface Area (TPSA) 63.20 Ų
XlogP 4.10

Synonyms

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(+)-Epirotenone
5'beta-Epiroenone
24946-59-6
(1)-Benzopyrano(3,4-b)furo(2,3-h)(1)benzopyran-6(6aH)-one, 1,2,12,12a-tetrahydro-8,9-dimethoxy-2-(1-methylethenyl)-, (2R-(2alpha,6abeta,12abeta))-
CHEMBL267461
SCHEMBL20152380

2D Structure

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2D Structure of Epirotenone

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
No predicted properties yet!

Targets

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Proven Targets:

CHEMBL ID UniProt ID Name Min activity Assay type Source
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 79.4 nM
Potency
via Super-PRED
CHEMBL4040 P28482 MAP kinase ERK2 794.3 nM
Potency
via Super-PRED
CHEMBL1293298 Q01453 Peripheral myelin protein 22 47.8 nM
Potency
via Super-PRED
CHEMBL1293235 P02545 Prelamin-A/C 501.2 nM
Potency
via Super-PRED
CHEMBL2842 P42345 Serine/threonine-protein kinase mTOR 46.5 nM
Potency
via Super-PRED
CHEMBL1293232 Q16637 Survival motor neuron protein 63.1 nM
Potency
via Super-PRED
CHEMBL1293256 P40225 Thrombopoietin 31.6 nM
Potency
via Super-PRED
CHEMBL1963 P16473 Thyroid stimulating hormone receptor 794.3 nM
Potency
via Super-PRED
CHEMBL1075138 Q9NUW8 Tyrosyl-DNA phosphodiesterase 1 5 nM
Potency
via Super-PRED

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.23% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.18% 96.09%
CHEMBL2581 P07339 Cathepsin D 93.79% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.49% 95.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.02% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.99% 86.33%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 89.57% 94.80%
CHEMBL5608 Q16288 NT-3 growth factor receptor 89.56% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 87.90% 92.94%
CHEMBL2535 P11166 Glucose transporter 87.80% 98.75%
CHEMBL5311 P37023 Serine/threonine-protein kinase receptor R3 85.28% 82.67%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.01% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 82.85% 97.14%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.67% 97.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.49% 99.17%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.22% 95.78%

Plants that contains it

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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.
Pachyrhizus tuberosus

Cross-Links

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PubChem 7059609
LOTUS LTS0203646
wikiData Q105135434