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[(4S,8S,9S,10R,13S,14S,16R,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-4,17-dihydroxy-10,13-dimethyl-1-oxo-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-16-yl] acetate

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

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Internal ID c35586ae-2788-48d7-97ea-80f2f05ea01c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(4S,8S,9S,10R,13S,14S,16R,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-4,17-dihydroxy-10,13-dimethyl-1-oxo-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-16-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H40O7/c1-15-13-24(37-27(34)16(15)2)17(3)30(35)26(36-18(4)31)14-22-19-7-8-21-23(32)9-10-25(33)29(21,6)20(19)11-12-28(22,30)5/h8-10,17,19-20,22-24,26,32,35H,7,11-14H2,1-6H3/t17-,19-,20+,22+,23+,24-,26-,28+,29-,30-/m1/s1
InChI Key DLDCHBLNDGUSRN-TXZDMUQESA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O7
Molecular Weight 512.60 g/mol
Exact Mass 512.27740361 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 3.83
H-Bond Acceptor 7
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(4S,8S,9S,10R,13S,14S,16R,17S)-17-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-4,17-dihydroxy-10,13-dimethyl-1-oxo-7,8,9,11,12,14,15,16-octahydro-4H-cyclopenta[a]phenanthren-16-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9692 96.92%
Caco-2 - 0.7355 73.55%
Blood Brain Barrier + 0.5750 57.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8045 80.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8411 84.11%
OATP1B3 inhibitior + 0.7923 79.23%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5374 53.74%
BSEP inhibitior + 0.9103 91.03%
P-glycoprotein inhibitior + 0.7387 73.87%
P-glycoprotein substrate + 0.5438 54.38%
CYP3A4 substrate + 0.7437 74.37%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9168 91.68%
CYP3A4 inhibition - 0.8153 81.53%
CYP2C9 inhibition - 0.8957 89.57%
CYP2C19 inhibition - 0.9163 91.63%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition + 0.5366 53.66%
CYP2C8 inhibition + 0.6790 67.90%
CYP inhibitory promiscuity - 0.9271 92.71%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5977 59.77%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9464 94.64%
Skin irritation + 0.6475 64.75%
Skin corrosion - 0.9202 92.02%
Ames mutagenesis - 0.6270 62.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6651 66.51%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5502 55.02%
skin sensitisation - 0.8654 86.54%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9778 97.78%
Mitochondrial toxicity + 0.8375 83.75%
Nephrotoxicity + 0.5310 53.10%
Acute Oral Toxicity (c) IV 0.5021 50.21%
Estrogen receptor binding + 0.8360 83.60%
Androgen receptor binding + 0.7443 74.43%
Thyroid receptor binding + 0.6045 60.45%
Glucocorticoid receptor binding + 0.8326 83.26%
Aromatase binding + 0.7164 71.64%
PPAR gamma + 0.6268 62.68%
Honey bee toxicity - 0.7407 74.07%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9893 98.93%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.89% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.98% 97.25%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 95.07% 94.45%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 93.78% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.53% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.09% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.75% 97.14%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.88% 91.07%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 87.74% 97.21%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.72% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.62% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.13% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.95% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.15% 82.69%
CHEMBL1914 P06276 Butyrylcholinesterase 84.94% 95.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.51% 99.23%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 84.40% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.32% 97.09%
CHEMBL340 P08684 Cytochrome P450 3A4 82.80% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 82.77% 93.04%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.48% 96.95%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 82.03% 95.71%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.62% 94.00%
CHEMBL1937 Q92769 Histone deacetylase 2 81.41% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.80% 90.08%
CHEMBL299 P17252 Protein kinase C alpha 80.04% 98.03%

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.
Athenaea fasciculata

Cross-Links

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PubChem 102262596
LOTUS LTS0206288
wikiData Q104984178