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[2-[1-(6-Acetyloxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-15-yl)-1-hydroxyethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-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 66ab424c-7d20-4bf6-8332-095875b9272c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [2-[1-(6-acetyloxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-15-yl)-1-hydroxyethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methyl acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6OC(=O)C)C)O5)C)O)COC(=O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6OC(=O)C)C)O5)C)O)COC(=O)C
InChI InChI=1S/C32H42O9/c1-16-13-26(40-28(36)20(16)15-38-17(2)33)31(6,37)23-8-7-21-19-14-27-32(41-27)25(39-18(3)34)10-9-24(35)30(32,5)22(19)11-12-29(21,23)4/h9-10,19,21-23,25-27,37H,7-8,11-15H2,1-6H3
InChI Key KYOJALNUEWMQHG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O9
Molecular Weight 570.70 g/mol
Exact Mass 570.28288291 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 3.61
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[1-(6-Acetyloxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-15-yl)-1-hydroxyethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-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 + 0.9526 95.26%
Caco-2 - 0.7744 77.44%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.8284 82.84%
OATP2B1 inhibitior - 0.7207 72.07%
OATP1B1 inhibitior + 0.8427 84.27%
OATP1B3 inhibitior + 0.8901 89.01%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6944 69.44%
BSEP inhibitior + 0.8946 89.46%
P-glycoprotein inhibitior + 0.7978 79.78%
P-glycoprotein substrate + 0.5761 57.61%
CYP3A4 substrate + 0.7629 76.29%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9043 90.43%
CYP3A4 inhibition - 0.9000 90.00%
CYP2C9 inhibition - 0.7683 76.83%
CYP2C19 inhibition - 0.8909 89.09%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.7838 78.38%
CYP2C8 inhibition + 0.6669 66.69%
CYP inhibitory promiscuity - 0.9046 90.46%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6734 67.34%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9332 93.32%
Skin irritation - 0.5241 52.41%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.5800 58.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4698 46.98%
Micronuclear - 0.6800 68.00%
Hepatotoxicity - 0.5125 51.25%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.8111 81.11%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5895 58.95%
Acute Oral Toxicity (c) I 0.6054 60.54%
Estrogen receptor binding + 0.8081 80.81%
Androgen receptor binding + 0.7895 78.95%
Thyroid receptor binding - 0.4928 49.28%
Glucocorticoid receptor binding + 0.8053 80.53%
Aromatase binding + 0.7888 78.88%
PPAR gamma + 0.7186 71.86%
Honey bee toxicity - 0.7033 70.33%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9858 98.58%

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 97.26% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.62% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.95% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.09% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 91.50% 97.79%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.49% 95.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.95% 82.69%
CHEMBL2581 P07339 Cathepsin D 89.43% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.32% 86.33%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.77% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.47% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 85.36% 100.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.95% 95.89%
CHEMBL3922 P50579 Methionine aminopeptidase 2 84.84% 97.28%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.57% 93.04%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 83.97% 90.93%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.93% 96.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 83.92% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.11% 99.23%
CHEMBL5028 O14672 ADAM10 82.90% 97.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.79% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 81.86% 94.73%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.71% 94.62%
CHEMBL1937 Q92769 Histone deacetylase 2 81.48% 94.75%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.05% 93.56%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 80.91% 97.33%
CHEMBL4227 P25090 Lipoxin A4 receptor 80.54% 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.
Withania somnifera

Cross-Links

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PubChem 73823412
LOTUS LTS0246903
wikiData Q105147821