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[(5R,6R,8R,9S,10S,13R,14S,15S,17R)-5-chloro-17-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-15-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 92c6f093-6d40-4f94-b8a9-a0932acf9778
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(5R,6R,8R,9S,10S,13R,14S,15S,17R)-5-chloro-17-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-15-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H41ClO7/c1-15-12-22(38-26(35)16(15)2)17(3)20-14-25(37-18(4)32)30(36)21-13-24(34)29(31)10-7-8-23(33)28(29,6)19(21)9-11-27(20,30)5/h7-8,17,19-22,24-25,34,36H,9-14H2,1-6H3/t17-,19-,20+,21+,22+,24+,25-,27+,28-,29-,30+/m0/s1
InChI Key JTYDVLMHUDHXKR-LYDDYJSBSA-N
Popularity 2 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) 110.00 Ų
XlogP 3.90
Atomic LogP (AlogP) 4.27
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 [(5R,6R,8R,9S,10S,13R,14S,15S,17R)-5-chloro-17-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-6,14-dihydroxy-10,13-dimethyl-1-oxo-4,6,7,8,9,11,12,15,16,17-decahydrocyclopenta[a]phenanthren-15-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 + 0.9793 97.93%
Caco-2 - 0.7216 72.16%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7685 76.85%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8287 82.87%
OATP1B3 inhibitior - 0.2234 22.34%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5571 55.71%
BSEP inhibitior + 0.9651 96.51%
P-glycoprotein inhibitior + 0.7449 74.49%
P-glycoprotein substrate + 0.5726 57.26%
CYP3A4 substrate + 0.7435 74.35%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9117 91.17%
CYP3A4 inhibition - 0.8388 83.88%
CYP2C9 inhibition - 0.8064 80.64%
CYP2C19 inhibition - 0.8574 85.74%
CYP2D6 inhibition - 0.8484 84.84%
CYP1A2 inhibition - 0.7601 76.01%
CYP2C8 inhibition + 0.6648 66.48%
CYP inhibitory promiscuity - 0.9193 91.93%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8838 88.38%
Carcinogenicity (trinary) Non-required 0.5549 55.49%
Eye corrosion - 0.9913 99.13%
Eye irritation - 0.9421 94.21%
Skin irritation + 0.5681 56.81%
Skin corrosion - 0.9069 90.69%
Ames mutagenesis - 0.5053 50.53%
Human Ether-a-go-go-Related Gene inhibition + 0.7705 77.05%
Micronuclear - 0.7400 74.00%
Hepatotoxicity + 0.5949 59.49%
skin sensitisation - 0.8292 82.92%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7839 78.39%
Acute Oral Toxicity (c) III 0.4203 42.03%
Estrogen receptor binding + 0.8229 82.29%
Androgen receptor binding + 0.7692 76.92%
Thyroid receptor binding + 0.5786 57.86%
Glucocorticoid receptor binding + 0.7839 78.39%
Aromatase binding + 0.7776 77.76%
PPAR gamma + 0.6845 68.45%
Honey bee toxicity - 0.7173 71.73%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9943 99.43%

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
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.48% 94.45%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.95% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 92.69% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.95% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.27% 97.14%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.02% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.56% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 87.84% 89.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 87.38% 91.07%
CHEMBL1994 P08235 Mineralocorticoid receptor 86.64% 100.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.61% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.81% 99.23%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.79% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 84.23% 97.25%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 83.30% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 83.23% 93.56%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.11% 92.62%
CHEMBL2581 P07339 Cathepsin D 82.84% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 82.69% 94.75%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 82.26% 93.03%
CHEMBL340 P08684 Cytochrome P450 3A4 81.43% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.30% 94.00%
CHEMBL2996 Q05655 Protein kinase C delta 80.16% 97.79%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.02% 90.08%

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 minima

Cross-Links

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PubChem 102034179
LOTUS LTS0204791
wikiData Q105135075