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(1S,2R,7S,9R,11R,12R,16R)-15-[(1R)-1-[(2S)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-3-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 a03b818a-780f-4a99-9b8a-f5d6a8f00ab3
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,7S,9R,11R,12R,16R)-15-[(1R)-1-[(2S)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-3-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2=CCC3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6)C)O5)C)O)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@@H](C1)[C@@](C)(C2=CC[C@@]3([C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=CC6)C)O5)C)O)O)C
InChI InChI=1S/C28H36O6/c1-15-13-21(33-23(30)16(15)2)26(5,31)19-9-12-27(32)18-14-22-28(34-22)10-6-7-20(29)25(28,4)17(18)8-11-24(19,27)3/h6-7,9,17-18,21-22,31-32H,8,10-14H2,1-5H3/t17-,18+,21-,22+,24+,25-,26+,27+,28+/m0/s1
InChI Key RROCKISJMKXBMJ-KGJUQJEESA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C28H36O6
Molecular Weight 468.60 g/mol
Exact Mass 468.25118886 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 2.20
Atomic LogP (AlogP) 3.56
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,7S,9R,11R,12R,16R)-15-[(1R)-1-[(2S)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12-hydroxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadeca-4,14-dien-3-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9576 95.76%
Caco-2 - 0.5502 55.02%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6830 68.30%
OATP2B1 inhibitior - 0.8612 86.12%
OATP1B1 inhibitior + 0.8726 87.26%
OATP1B3 inhibitior + 0.9189 91.89%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6374 63.74%
BSEP inhibitior + 0.9401 94.01%
P-glycoprotein inhibitior + 0.6802 68.02%
P-glycoprotein substrate + 0.6280 62.80%
CYP3A4 substrate + 0.7195 71.95%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8995 89.95%
CYP3A4 inhibition - 0.7609 76.09%
CYP2C9 inhibition - 0.8586 85.86%
CYP2C19 inhibition - 0.8921 89.21%
CYP2D6 inhibition - 0.9560 95.60%
CYP1A2 inhibition - 0.7538 75.38%
CYP2C8 inhibition + 0.6063 60.63%
CYP inhibitory promiscuity - 0.9760 97.60%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5461 54.61%
Eye corrosion - 0.9917 99.17%
Eye irritation - 0.9362 93.62%
Skin irritation + 0.5729 57.29%
Skin corrosion - 0.9051 90.51%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7300 73.00%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5068 50.68%
skin sensitisation - 0.8195 81.95%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9250 92.50%
Nephrotoxicity + 0.8224 82.24%
Acute Oral Toxicity (c) I 0.4368 43.68%
Estrogen receptor binding + 0.8098 80.98%
Androgen receptor binding + 0.7487 74.87%
Thyroid receptor binding + 0.6207 62.07%
Glucocorticoid receptor binding + 0.8002 80.02%
Aromatase binding + 0.7893 78.93%
PPAR gamma + 0.6672 66.72%
Honey bee toxicity - 0.8067 80.67%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.6300 63.00%
Fish aquatic toxicity + 0.9780 97.80%

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 99.06% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.76% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.10% 95.56%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.65% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 93.64% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.02% 99.23%
CHEMBL218 P21554 Cannabinoid CB1 receptor 90.33% 96.61%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.82% 100.00%
CHEMBL2996 Q05655 Protein kinase C delta 88.83% 97.79%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.71% 97.09%
CHEMBL1871 P10275 Androgen Receptor 86.60% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.29% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 86.28% 94.75%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.19% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.66% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 85.52% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.07% 95.89%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 83.92% 96.09%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.52% 97.33%
CHEMBL2581 P07339 Cathepsin D 81.29% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.82% 94.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.50% 90.08%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 80.21% 90.93%

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 162821214
LOTUS LTS0137827
wikiData Q105244256