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5-chloro-15-(3,4-dimethyl-5-oxo-2H-furan-2-yl)-13-ethoxy-4,17-dihydroxy-10,16,20-trimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-7-en-9-one

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 9949ad8d-8160-4531-85d9-a632d87cbcab
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 5-chloro-15-(3,4-dimethyl-5-oxo-2H-furan-2-yl)-13-ethoxy-4,17-dihydroxy-10,16,20-trimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-7-en-9-one
SMILES (Canonical) CCOC12CC3C(CC(C4(C3(C(=O)C=CC4)C)Cl)O)C5C1(C(CC5)(C(C(O2)C6C(=C(C(=O)O6)C)C)C)O)C
SMILES (Isomeric) CCOC12CC3C(CC(C4(C3(C(=O)C=CC4)C)Cl)O)C5C1(C(CC5)(C(C(O2)C6C(=C(C(=O)O6)C)C)C)O)C
InChI InChI=1S/C30H41ClO7/c1-7-36-30-14-20-18(13-22(33)28(31)11-8-9-21(32)26(20,28)5)19-10-12-29(35,27(19,30)6)17(4)24(38-30)23-15(2)16(3)25(34)37-23/h8-9,17-20,22-24,33,35H,7,10-14H2,1-6H3
InChI Key YAYLDRBWBKLJPA-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H41ClO7
Molecular Weight 549.10 g/mol
Exact Mass 548.2540813 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 3.20
Atomic LogP (AlogP) 4.08
H-Bond Acceptor 7
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 5-chloro-15-(3,4-dimethyl-5-oxo-2H-furan-2-yl)-13-ethoxy-4,17-dihydroxy-10,16,20-trimethyl-14-oxapentacyclo[11.6.1.02,11.05,10.017,20]icos-7-en-9-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9889 98.89%
Caco-2 - 0.7248 72.48%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.8320 83.20%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8497 84.97%
OATP1B3 inhibitior + 0.8379 83.79%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.9924 99.24%
P-glycoprotein inhibitior + 0.5901 59.01%
P-glycoprotein substrate + 0.6342 63.42%
CYP3A4 substrate + 0.7345 73.45%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9052 90.52%
CYP3A4 inhibition - 0.8824 88.24%
CYP2C9 inhibition - 0.8302 83.02%
CYP2C19 inhibition - 0.8601 86.01%
CYP2D6 inhibition - 0.8881 88.81%
CYP1A2 inhibition - 0.8748 87.48%
CYP2C8 inhibition + 0.6817 68.17%
CYP inhibitory promiscuity - 0.7859 78.59%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.8938 89.38%
Carcinogenicity (trinary) Danger 0.4529 45.29%
Eye corrosion - 0.9880 98.80%
Eye irritation - 0.9377 93.77%
Skin irritation + 0.4937 49.37%
Skin corrosion - 0.9268 92.68%
Ames mutagenesis - 0.6370 63.70%
Human Ether-a-go-go-Related Gene inhibition + 0.7221 72.21%
Micronuclear - 0.7600 76.00%
Hepatotoxicity + 0.6149 61.49%
skin sensitisation - 0.8989 89.89%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8000 80.00%
Nephrotoxicity - 0.7195 71.95%
Acute Oral Toxicity (c) III 0.3692 36.92%
Estrogen receptor binding + 0.8645 86.45%
Androgen receptor binding + 0.7878 78.78%
Thyroid receptor binding + 0.6124 61.24%
Glucocorticoid receptor binding + 0.8177 81.77%
Aromatase binding + 0.8166 81.66%
PPAR gamma + 0.6651 66.51%
Honey bee toxicity - 0.7012 70.12%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5800 58.00%
Fish aquatic toxicity + 0.9922 99.22%

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
CHEMBL218 P21554 Cannabinoid CB1 receptor 98.44% 96.61%
CHEMBL221 P23219 Cyclooxygenase-1 95.85% 90.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.72% 96.09%
CHEMBL2581 P07339 Cathepsin D 94.34% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.76% 97.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.63% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.59% 86.33%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.19% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.93% 94.45%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.63% 97.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.17% 91.11%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 88.73% 92.62%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.13% 100.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.00% 94.00%
CHEMBL1871 P10275 Androgen Receptor 86.54% 96.43%
CHEMBL230 P35354 Cyclooxygenase-2 86.20% 89.63%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 85.31% 97.33%
CHEMBL2996 Q05655 Protein kinase C delta 85.27% 97.79%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.69% 95.89%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.67% 85.14%
CHEMBL2664 P23526 Adenosylhomocysteinase 84.65% 86.67%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 82.29% 96.95%
CHEMBL3572 P11597 Cholesteryl ester transfer protein 81.52% 92.67%
CHEMBL1806 P11388 DNA topoisomerase II alpha 81.39% 89.00%

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.
Jaborosa caulescens

Cross-Links

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PubChem 73306992
LOTUS LTS0242736
wikiData Q105345696