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[(1S,2R,6S,7R,9R,10R,11S,12S,14R,15R,16S)-10-acetyloxy-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-14-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 d5fcf356-cea4-46c9-ac96-d2305093ba1e
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2R,6S,7R,9R,10R,11S,12S,14R,15R,16S)-10-acetyloxy-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-14-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2C(CC3C2(CCC4C3C(C5C6(C4(C(=O)C=CC6O)C)O5)OC(=O)C)C)OC(=O)C)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@H]2[C@@H](C[C@@H]3[C@@]2(CC[C@H]4[C@H]3[C@H]([C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)OC(=O)C)C)OC(=O)C)O)C
InChI InChI=1S/C32H42O10/c1-14-12-23(41-28(37)15(14)2)31(7,38)26-20(39-16(3)33)13-19-24-18(10-11-29(19,26)5)30(6)21(35)8-9-22(36)32(30)27(42-32)25(24)40-17(4)34/h8-9,18-20,22-27,36,38H,10-13H2,1-7H3/t18-,19-,20+,22-,23+,24+,25+,26-,27+,29-,30-,31-,32+/m0/s1
InChI Key JAVLOXMQDBFUDW-UGHJCYSUSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H42O10
Molecular Weight 586.70 g/mol
Exact Mass 586.27779753 g/mol
Topological Polar Surface Area (TPSA) 149.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.58
H-Bond Acceptor 10
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,10R,11S,12S,14R,15R,16S)-10-acetyloxy-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-6-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-14-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 + 0.9472 94.72%
Caco-2 - 0.7933 79.33%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7545 75.45%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8455 84.55%
OATP1B3 inhibitior + 0.8329 83.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6624 66.24%
BSEP inhibitior + 0.8449 84.49%
P-glycoprotein inhibitior + 0.7787 77.87%
P-glycoprotein substrate + 0.5883 58.83%
CYP3A4 substrate + 0.7581 75.81%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9020 90.20%
CYP3A4 inhibition - 0.8569 85.69%
CYP2C9 inhibition - 0.8226 82.26%
CYP2C19 inhibition - 0.8734 87.34%
CYP2D6 inhibition - 0.9491 94.91%
CYP1A2 inhibition - 0.6090 60.90%
CYP2C8 inhibition + 0.6027 60.27%
CYP inhibitory promiscuity - 0.9368 93.68%
UGT catelyzed - 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6038 60.38%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9226 92.26%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9144 91.44%
Ames mutagenesis - 0.6800 68.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6455 64.55%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5733 57.33%
skin sensitisation - 0.8326 83.26%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.7325 73.25%
Acute Oral Toxicity (c) IV 0.3696 36.96%
Estrogen receptor binding + 0.7917 79.17%
Androgen receptor binding + 0.7525 75.25%
Thyroid receptor binding + 0.5425 54.25%
Glucocorticoid receptor binding + 0.7603 76.03%
Aromatase binding + 0.7383 73.83%
PPAR gamma + 0.7267 72.67%
Honey bee toxicity - 0.6545 65.45%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.9871 98.71%

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 95.05% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.19% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.73% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.45% 97.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 91.32% 97.25%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 90.51% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.99% 86.33%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 88.98% 94.08%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.74% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.06% 97.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 88.01% 90.93%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.86% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.54% 96.09%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 86.68% 94.62%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.88% 93.56%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.68% 91.07%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 84.10% 94.23%
CHEMBL2581 P07339 Cathepsin D 84.08% 98.95%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 82.78% 97.33%
CHEMBL5028 O14672 ADAM10 82.77% 97.50%
CHEMBL1902 P62942 FK506-binding protein 1A 82.76% 97.05%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.43% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.94% 94.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.55% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.46% 97.79%
CHEMBL340 P08684 Cytochrome P450 3A4 80.38% 91.19%

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 636567
LOTUS LTS0198091
wikiData Q105124091