[15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-13-yl] acetate

Details

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Internal ID 6fe2620b-05b0-4a2a-a315-ffad5a4403ce
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-13-yl] acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2=CC(C3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)OC(=O)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2=CC(C3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)O)OC(=O)C)C
InChI InChI=1S/C30H38O8/c1-14-11-21(37-26(34)15(14)2)16(3)19-12-24(36-17(4)31)29(35)20-13-25-30(38-25)23(33)8-7-22(32)28(30,6)18(20)9-10-27(19,29)5/h7-8,12,16,18,20-21,23-25,33,35H,9-11,13H2,1-6H3
InChI Key PLPXOWZTDPJPHC-UHFFFAOYSA-N
Popularity 4 references 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) 123.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 2.96
H-Bond Acceptor 8
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 [15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6,12-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-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 + 0.9472 94.72%
Caco-2 - 0.7273 72.73%
Blood Brain Barrier - 0.5000 50.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7545 75.45%
OATP2B1 inhibitior - 0.8593 85.93%
OATP1B1 inhibitior + 0.8354 83.54%
OATP1B3 inhibitior + 0.8329 83.29%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6624 66.24%
BSEP inhibitior + 0.8915 89.15%
P-glycoprotein inhibitior + 0.7762 77.62%
P-glycoprotein substrate + 0.6388 63.88%
CYP3A4 substrate + 0.7352 73.52%
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 + 0.6353 63.53%
CYP inhibitory promiscuity - 0.9368 93.68%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6038 60.38%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9331 93.31%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9144 91.44%
Ames mutagenesis - 0.6070 60.70%
Human Ether-a-go-go-Related Gene inhibition - 0.5000 50.00%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5232 52.32%
skin sensitisation - 0.8326 83.26%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9333 93.33%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.7767 77.67%
Acute Oral Toxicity (c) IV 0.3696 36.96%
Estrogen receptor binding + 0.7932 79.32%
Androgen receptor binding + 0.7497 74.97%
Thyroid receptor binding + 0.5172 51.72%
Glucocorticoid receptor binding + 0.8207 82.07%
Aromatase binding + 0.7407 74.07%
PPAR gamma + 0.6636 66.36%
Honey bee toxicity - 0.6903 69.03%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5800 58.00%
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
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 91.30% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.63% 91.11%
CHEMBL2581 P07339 Cathepsin D 90.48% 98.95%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.47% 99.23%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.36% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.32% 96.09%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.59% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 87.32% 97.25%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.20% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.25% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.89% 95.89%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.77% 97.09%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.26% 93.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.43% 94.45%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.67% 95.71%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.57% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 82.90% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 81.86% 97.79%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.53% 100.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 80.32% 94.08%

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
Physalis minima

Cross-Links

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PubChem 14779030
LOTUS LTS0117795
wikiData Q105211124