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[(1R,2S,3S,4S,6R,7S,10S,11S,16R,17R)-16-chloro-6-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,17-dihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.02,7.04,6.011,16]octadec-13-en-3-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 2b5350f3-5f32-4023-a4c7-4bff78804c46
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1R,2S,3S,4S,6R,7S,10S,11S,16R,17R)-16-chloro-6-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,17-dihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.02,7.04,6.011,16]octadec-13-en-3-yl] acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H39ClO8/c1-14-12-20(38-25(35)15(14)2)16(3)30-24(39-30)23(37-17(4)32)29(36)19-13-22(34)28(31)10-7-8-21(33)27(28,6)18(19)9-11-26(29,30)5/h7-8,16,18-20,22-24,34,36H,9-13H2,1-6H3/t16-,18+,19-,20-,22-,23+,24+,26+,27+,28+,29-,30+/m1/s1
InChI Key LHZIGULGOHUBCD-GCGXNVHFSA-N
Popularity 3 references in papers

Physical and Chemical Properties

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Molecular Formula C30H39ClO8
Molecular Weight 563.10 g/mol
Exact Mass 562.2333459 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.40
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 [(1R,2S,3S,4S,6R,7S,10S,11S,16R,17R)-16-chloro-6-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,17-dihydroxy-7,11-dimethyl-12-oxo-5-oxapentacyclo[8.8.0.02,7.04,6.011,16]octadec-13-en-3-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 + 0.9746 97.46%
Caco-2 - 0.7652 76.52%
Blood Brain Barrier + 0.6750 67.50%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7138 71.38%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8452 84.52%
OATP1B3 inhibitior + 0.8306 83.06%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5821 58.21%
BSEP inhibitior + 0.9567 95.67%
P-glycoprotein inhibitior + 0.7086 70.86%
P-glycoprotein substrate + 0.6266 62.66%
CYP3A4 substrate + 0.7430 74.30%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9039 90.39%
CYP3A4 inhibition - 0.8859 88.59%
CYP2C9 inhibition - 0.8156 81.56%
CYP2C19 inhibition - 0.8626 86.26%
CYP2D6 inhibition - 0.9085 90.85%
CYP1A2 inhibition - 0.7857 78.57%
CYP2C8 inhibition + 0.6687 66.87%
CYP inhibitory promiscuity - 0.9337 93.37%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.8738 87.38%
Carcinogenicity (trinary) Non-required 0.4660 46.60%
Eye corrosion - 0.9884 98.84%
Eye irritation - 0.9335 93.35%
Skin irritation - 0.5156 51.56%
Skin corrosion - 0.9036 90.36%
Ames mutagenesis - 0.5740 57.40%
Human Ether-a-go-go-Related Gene inhibition + 0.6886 68.86%
Micronuclear - 0.6500 65.00%
Hepatotoxicity + 0.6178 61.78%
skin sensitisation - 0.8398 83.98%
Respiratory toxicity + 0.7778 77.78%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8750 87.50%
Nephrotoxicity + 0.8357 83.57%
Acute Oral Toxicity (c) III 0.4039 40.39%
Estrogen receptor binding + 0.8293 82.93%
Androgen receptor binding + 0.7653 76.53%
Thyroid receptor binding + 0.5933 59.33%
Glucocorticoid receptor binding + 0.7779 77.79%
Aromatase binding + 0.7929 79.29%
PPAR gamma + 0.6845 68.45%
Honey bee toxicity - 0.6847 68.47%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5200 52.00%
Fish aquatic toxicity + 0.9921 99.21%

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 96.63% 85.14%
CHEMBL4040 P28482 MAP kinase ERK2 96.25% 83.82%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 94.97% 94.45%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.15% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.19% 97.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.07% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 90.69% 97.79%
CHEMBL253 P34972 Cannabinoid CB2 receptor 90.08% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.94% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.61% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.71% 86.33%
CHEMBL340 P08684 Cytochrome P450 3A4 87.42% 91.19%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.34% 93.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.07% 93.04%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 85.68% 93.03%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.63% 97.09%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.27% 99.23%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.74% 100.00%
CHEMBL1907602 P06493 Cyclin-dependent kinase 1/cyclin B1 84.67% 91.24%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 84.15% 95.71%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 83.72% 81.11%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.59% 91.07%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.89% 89.00%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.20% 100.00%
CHEMBL3145 P42338 PI3-kinase p110-beta subunit 80.77% 98.75%
CHEMBL1937 Q92769 Histone deacetylase 2 80.67% 94.75%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.28% 92.62%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.02% 95.50%

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 101273380
LOTUS LTS0171958
wikiData Q105152068