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[(1S,2R,6S,7R,9R,11S,12S,14R,15R,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl 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 efed3db6-e14a-4429-a49b-f20c35d18f74
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2R,6S,7R,9R,11S,12S,14R,15R,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H40O8/c1-14-10-22(37-27(35)15(14)2)16(3)26-21(32)12-20-18-11-25-30(38-25)24(34)7-6-23(33)28(30,5)19(18)8-9-29(20,26)13-36-17(4)31/h6-7,16,18-22,24-26,32,34H,8-13H2,1-5H3/t16-,18-,19+,20+,21-,22-,24+,25-,26+,28+,29-,30-/m1/s1
InChI Key RHKSTEXGTKQZCR-SCZICWRKSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O8
Molecular Weight 528.60 g/mol
Exact Mass 528.27231823 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.40
Atomic LogP (AlogP) 2.89
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,6S,7R,9R,11S,12S,14R,15R,16R)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9283 92.83%
Caco-2 - 0.7699 76.99%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5857 58.57%
Subcellular localzation Mitochondria 0.7718 77.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8349 83.49%
OATP1B3 inhibitior + 0.9681 96.81%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6771 67.71%
BSEP inhibitior + 0.9622 96.22%
P-glycoprotein inhibitior + 0.6999 69.99%
P-glycoprotein substrate + 0.6423 64.23%
CYP3A4 substrate + 0.7260 72.60%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8991 89.91%
CYP3A4 inhibition - 0.8496 84.96%
CYP2C9 inhibition - 0.8451 84.51%
CYP2C19 inhibition - 0.9281 92.81%
CYP2D6 inhibition - 0.9442 94.42%
CYP1A2 inhibition - 0.8177 81.77%
CYP2C8 inhibition + 0.6452 64.52%
CYP inhibitory promiscuity - 0.9279 92.79%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5934 59.34%
Eye corrosion - 0.9905 99.05%
Eye irritation - 0.9424 94.24%
Skin irritation + 0.5696 56.96%
Skin corrosion - 0.9380 93.80%
Ames mutagenesis - 0.5754 57.54%
Human Ether-a-go-go-Related Gene inhibition - 0.3748 37.48%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5875 58.75%
skin sensitisation - 0.8838 88.38%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.7182 71.82%
Acute Oral Toxicity (c) I 0.7402 74.02%
Estrogen receptor binding + 0.8718 87.18%
Androgen receptor binding + 0.7616 76.16%
Thyroid receptor binding + 0.5333 53.33%
Glucocorticoid receptor binding + 0.8001 80.01%
Aromatase binding + 0.7608 76.08%
PPAR gamma + 0.6588 65.88%
Honey bee toxicity - 0.7016 70.16%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9762 97.62%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.48% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.83% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.19% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.82% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.81% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.13% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.82% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 89.35% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 87.19% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.11% 97.14%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.75% 82.69%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 86.15% 91.07%
CHEMBL221 P23219 Cyclooxygenase-1 85.23% 90.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.71% 86.33%
CHEMBL5028 O14672 ADAM10 84.33% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.76% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 83.48% 95.89%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.25% 92.62%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.98% 89.00%
CHEMBL1994 P08235 Mineralocorticoid receptor 81.90% 100.00%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 80.31% 95.71%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.11% 100.00%

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.
There are no matching plants.

Cross-Links

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PubChem 162848302
LOTUS LTS0195905
wikiData Q105236451