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[15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-12,15-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 4afb455d-170b-42df-bea0-7846c2b78c7d
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)-1-hydroxyethyl]-12,15-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) CC1=C(C(=O)OC(C1)C(C)(C2(CCC3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6)C)O5)COC(=O)C)O)O)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2(CCC3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6)C)O5)COC(=O)C)O)O)O)C
InChI InChI=1S/C30H40O9/c1-16-13-22(38-24(33)17(16)2)26(5,34)30(36)12-11-28(35)20-14-23-29(39-23)9-6-7-21(32)25(29,4)19(20)8-10-27(28,30)15-37-18(3)31/h6-7,19-20,22-23,34-36H,8-15H2,1-5H3
InChI Key GKMMNQCWGZRQTN-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H40O9
Molecular Weight 544.60 g/mol
Exact Mass 544.26723285 g/mol
Topological Polar Surface Area (TPSA) 143.00 Ų
XlogP 1.10
Atomic LogP (AlogP) 2.30
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 4

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)-1-hydroxyethyl]-12,15-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 + 0.8137 81.37%
Caco-2 - 0.7496 74.96%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.7513 75.13%
OATP2B1 inhibitior - 0.8611 86.11%
OATP1B1 inhibitior + 0.8545 85.45%
OATP1B3 inhibitior + 0.9429 94.29%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.7079 70.79%
BSEP inhibitior + 0.9838 98.38%
P-glycoprotein inhibitior + 0.6874 68.74%
P-glycoprotein substrate + 0.7119 71.19%
CYP3A4 substrate + 0.7415 74.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9001 90.01%
CYP3A4 inhibition - 0.8769 87.69%
CYP2C9 inhibition - 0.7670 76.70%
CYP2C19 inhibition - 0.8935 89.35%
CYP2D6 inhibition - 0.9426 94.26%
CYP1A2 inhibition - 0.8745 87.45%
CYP2C8 inhibition + 0.6489 64.89%
CYP inhibitory promiscuity - 0.9520 95.20%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6828 68.28%
Eye corrosion - 0.9895 98.95%
Eye irritation - 0.9246 92.46%
Skin irritation + 0.5000 50.00%
Skin corrosion - 0.9354 93.54%
Ames mutagenesis - 0.5400 54.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7382 73.82%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5281 52.81%
skin sensitisation - 0.8924 89.24%
Respiratory toxicity + 0.7444 74.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8125 81.25%
Nephrotoxicity + 0.8084 80.84%
Acute Oral Toxicity (c) I 0.6303 63.03%
Estrogen receptor binding + 0.8324 83.24%
Androgen receptor binding + 0.7624 76.24%
Thyroid receptor binding + 0.5652 56.52%
Glucocorticoid receptor binding + 0.8062 80.62%
Aromatase binding + 0.8047 80.47%
PPAR gamma + 0.6629 66.29%
Honey bee toxicity - 0.7787 77.87%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9777 97.77%

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
CHEMBL253 P34972 Cannabinoid CB2 receptor 99.46% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.62% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.95% 91.11%
CHEMBL230 P35354 Cyclooxygenase-2 95.29% 89.63%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.98% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.18% 97.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.43% 97.79%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.38% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.93% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.14% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 88.66% 99.23%
CHEMBL340 P08684 Cytochrome P450 3A4 88.48% 91.19%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.47% 89.00%
CHEMBL2581 P07339 Cathepsin D 87.85% 98.95%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.96% 100.00%
CHEMBL3401 O75469 Pregnane X receptor 85.48% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.67% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.92% 90.08%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.80% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 83.54% 82.69%
CHEMBL5028 O14672 ADAM10 83.52% 97.50%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.17% 93.04%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.07% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 82.98% 92.62%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.07% 94.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 80.27% 94.45%

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 peruviana

Cross-Links

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PubChem 163043482
LOTUS LTS0018007
wikiData Q105010155