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[(1S,2R,7S,9R,11R,12S,13S,14S,16R,17S)-16-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-hydroxy-2,17-dimethyl-3-oxo-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadec-4-en-13-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 04a4a24e-27fc-4b48-bbf9-d163dd204c77
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2R,7S,9R,11R,12S,13S,14S,16R,17S)-16-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-hydroxy-2,17-dimethyl-3-oxo-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadec-4-en-13-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C23C(O2)C(C4(C3(CCC5C4CC6C7(C5(C(=O)C=CC7)C)O6)C)O)OC(=O)C)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@@]23[C@@H](O2)[C@@H]([C@]4([C@@]3(CC[C@H]5[C@H]4C[C@@H]6[C@]7([C@@]5(C(=O)C=CC7)C)O6)C)O)OC(=O)C)C
InChI InChI=1S/C30H38O8/c1-14-12-20(36-25(33)15(14)2)16(3)30-24(38-30)23(35-17(4)31)29(34)19-13-22-28(37-22)10-7-8-21(32)27(28,6)18(19)9-11-26(29,30)5/h7-8,16,18-20,22-24,34H,9-13H2,1-6H3/t16-,18+,19-,20-,22-,23+,24+,26+,27+,28-,29-,30+/m1/s1
InChI Key OZZNUJSEIHDCFJ-UXNBTRKISA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C30H38O8
Molecular Weight 526.60 g/mol
Exact Mass 526.25666817 g/mol
Topological Polar Surface Area (TPSA) 115.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 3.20
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,7S,9R,11R,12S,13S,14S,16R,17S)-16-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-12-hydroxy-2,17-dimethyl-3-oxo-8,15-dioxahexacyclo[9.8.0.02,7.07,9.012,17.014,16]nonadec-4-en-13-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 + 0.9609 96.09%
Caco-2 - 0.7296 72.96%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.7672 76.72%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8510 85.10%
OATP1B3 inhibitior - 0.2263 22.63%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7374 73.74%
BSEP inhibitior + 0.9568 95.68%
P-glycoprotein inhibitior + 0.7650 76.50%
P-glycoprotein substrate + 0.6771 67.71%
CYP3A4 substrate + 0.7312 73.12%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9043 90.43%
CYP3A4 inhibition - 0.8450 84.50%
CYP2C9 inhibition - 0.8299 82.99%
CYP2C19 inhibition - 0.8549 85.49%
CYP2D6 inhibition - 0.9520 95.20%
CYP1A2 inhibition - 0.5875 58.75%
CYP2C8 inhibition + 0.6473 64.73%
CYP inhibitory promiscuity - 0.9481 94.81%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6295 62.95%
Eye corrosion - 0.9909 99.09%
Eye irritation - 0.9253 92.53%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9110 91.10%
Ames mutagenesis - 0.5470 54.70%
Human Ether-a-go-go-Related Gene inhibition + 0.6469 64.69%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5678 56.78%
skin sensitisation - 0.8299 82.99%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.8328 83.28%
Acute Oral Toxicity (c) IV 0.3738 37.38%
Estrogen receptor binding + 0.8502 85.02%
Androgen receptor binding + 0.7543 75.43%
Thyroid receptor binding + 0.5976 59.76%
Glucocorticoid receptor binding + 0.8170 81.70%
Aromatase binding + 0.8060 80.60%
PPAR gamma + 0.7305 73.05%
Honey bee toxicity - 0.7202 72.02%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.9865 98.65%

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 98.36% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.34% 91.11%
CHEMBL253 P34972 Cannabinoid CB2 receptor 94.84% 97.25%
CHEMBL2996 Q05655 Protein kinase C delta 94.75% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.73% 96.09%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.81% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.85% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.19% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.06% 94.45%
CHEMBL3359 P21462 Formyl peptide receptor 1 88.73% 93.56%
CHEMBL340 P08684 Cytochrome P450 3A4 88.54% 91.19%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.99% 93.04%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 87.47% 95.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.71% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.10% 86.33%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.07% 95.89%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 85.78% 91.24%
CHEMBL1937 Q92769 Histone deacetylase 2 84.65% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.35% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.97% 90.08%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.07% 93.03%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 82.89% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.37% 95.50%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.92% 89.00%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 81.65% 87.67%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 81.07% 94.80%

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.
Physalis angulata

Cross-Links

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PubChem 101273381
LOTUS LTS0079241
wikiData Q105204282