Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-22,27-dihydroxy-1,4-dioxo-, delta-lactone, (5beta,6beta,22R)-

Details

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Internal ID 4565bcf2-ceaf-47d8-9dd4-35a35b2bb06d
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,7S,9R,11S,12S,15R,16S)-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-ene-3,6-dione
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C28H36O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,24,29H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,24+,26+,27-,28+/m0/s1
InChI Key XGPALHIQWWGRFB-TTWUVOALSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H36O6
Molecular Weight 468.60 g/mol
Exact Mass 468.25118886 g/mol
Topological Polar Surface Area (TPSA) 93.20 Ų
XlogP 4.20

Synonyms

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4-oxo Withaferin A
6850-30-2
(4aS,5aR,6aS,6bS,9R,9aS,11aS,11bR)-9-((S)-1-((R)-5-(hydroxymethyl)-4-methyl-6-oxo-3,6-dihydro-2H-pyran-2-yl)ethyl)-9a,11b-dimethyl-5a,6,6a,6b,7,8,9,9a,10,11,11a,11b-dodecahydrocyclopenta[1,2]phenanthro[8a,9-b]oxirene-1,4-dione
4-Dehydro-Withaferin A
4-DWA
CHEMBL2047415
DTXSID00988157
XGPALHIQWWGRFB-TTWUVOALSA-N
AKOS040755506
PD069615
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Ergosta-2,24-dien-26-oic acid, 5,6-epoxy-22,27-dihydroxy-1,4-dioxo-, delta-lactone, (5beta,6beta,22R)-

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
No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID UniProt ID Name Probability Model accuracy
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.66% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.79% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.56% 96.09%
CHEMBL2581 P07339 Cathepsin D 91.67% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.46% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.78% 91.11%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 89.59% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.05% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.30% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.75% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 83.69% 94.75%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.68% 88.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.25% 97.14%
CHEMBL1871 P10275 Androgen Receptor 83.06% 96.43%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.71% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.23% 93.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.21% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 81.96% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.77% 90.71%

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.
Withania aristata

Cross-Links

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PubChem 165541
LOTUS LTS0220709
wikiData Q82976615