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(1S,2R,5R,7S,9R,11R,12R,14S,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12,14,15-trihydroxy-5-methoxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-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 facb454f-2bb5-4db0-9fae-ccdb6cafa15b
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2R,5R,7S,9R,11R,12R,14S,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12,14,15-trihydroxy-5-methoxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-3-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2(C(CC3(C2(CCC4C3CC5C6(C4(C(=O)CC(C6)OC)C)O5)C)O)O)O)O)C
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@](C)([C@@]2([C@H](C[C@@]3([C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C[C@@H](C6)OC)C)O5)C)O)O)O)O)C
InChI InChI=1S/C29H42O9/c1-14-9-21(37-23(32)15(14)2)26(5,33)29(35)20(31)13-27(34)18-11-22-28(38-22)12-16(36-6)10-19(30)25(28,4)17(18)7-8-24(27,29)3/h16-18,20-22,31,33-35H,7-13H2,1-6H3/t16-,17-,18+,20-,21+,22+,24-,25-,26-,27+,28+,29-/m0/s1
InChI Key NOHSWOPJQMNCOF-KTIQDBGTSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C29H42O9
Molecular Weight 534.60 g/mol
Exact Mass 534.28288291 g/mol
Topological Polar Surface Area (TPSA) 146.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 1.57
H-Bond Acceptor 9
H-Bond Donor 4
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2R,5R,7S,9R,11R,12R,14S,15R,16S)-15-[(1S)-1-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-1-hydroxyethyl]-12,14,15-trihydroxy-5-methoxy-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-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 + 0.8534 85.34%
Caco-2 - 0.7315 73.15%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability + 0.5571 55.71%
Subcellular localzation Mitochondria 0.6047 60.47%
OATP2B1 inhibitior - 0.7160 71.60%
OATP1B1 inhibitior + 0.8936 89.36%
OATP1B3 inhibitior + 0.9401 94.01%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.7124 71.24%
BSEP inhibitior + 0.7715 77.15%
P-glycoprotein inhibitior + 0.5974 59.74%
P-glycoprotein substrate + 0.6626 66.26%
CYP3A4 substrate + 0.7383 73.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8927 89.27%
CYP3A4 inhibition - 0.7984 79.84%
CYP2C9 inhibition - 0.7857 78.57%
CYP2C19 inhibition - 0.8353 83.53%
CYP2D6 inhibition - 0.9371 93.71%
CYP1A2 inhibition - 0.8077 80.77%
CYP2C8 inhibition + 0.5428 54.28%
CYP inhibitory promiscuity - 0.9700 97.00%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6226 62.26%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9265 92.65%
Skin irritation - 0.5593 55.93%
Skin corrosion - 0.9175 91.75%
Ames mutagenesis - 0.6237 62.37%
Human Ether-a-go-go-Related Gene inhibition - 0.4629 46.29%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.6107 61.07%
skin sensitisation - 0.8464 84.64%
Respiratory toxicity + 0.7556 75.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.8875 88.75%
Nephrotoxicity + 0.8123 81.23%
Acute Oral Toxicity (c) I 0.3261 32.61%
Estrogen receptor binding + 0.6922 69.22%
Androgen receptor binding + 0.7825 78.25%
Thyroid receptor binding - 0.5308 53.08%
Glucocorticoid receptor binding + 0.6829 68.29%
Aromatase binding + 0.7795 77.95%
PPAR gamma + 0.6745 67.45%
Honey bee toxicity - 0.7402 74.02%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5900 59.00%
Fish aquatic toxicity + 0.9604 96.04%

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 98.29% 85.14%
CHEMBL253 P34972 Cannabinoid CB2 receptor 95.27% 97.25%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 93.63% 99.23%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.49% 97.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 93.48% 92.94%
CHEMBL2996 Q05655 Protein kinase C delta 91.81% 97.79%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.73% 86.33%
CHEMBL1871 P10275 Androgen Receptor 90.83% 96.43%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.00% 91.11%
CHEMBL1902 P62942 FK506-binding protein 1A 89.94% 97.05%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.63% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.74% 97.14%
CHEMBL1937 Q92769 Histone deacetylase 2 87.91% 94.75%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.08% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 86.82% 82.69%
CHEMBL259 P32245 Melanocortin receptor 4 86.16% 95.38%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.75% 96.09%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.55% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.31% 95.89%
CHEMBL5103 Q969S8 Histone deacetylase 10 84.23% 90.08%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.36% 89.00%
CHEMBL1907600 Q00535 Cyclin-dependent kinase 5/CDK5 activator 1 83.15% 93.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.42% 94.00%
CHEMBL218 P21554 Cannabinoid CB1 receptor 82.10% 96.61%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 81.59% 97.33%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.57% 93.04%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.11% 93.56%

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 102471223
LOTUS LTS0008828
wikiData Q105182587