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(1R,2R,7R,10R,11S,14R,15S,16R)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-15-hydroxy-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-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 ab198329-f06f-4227-a9d4-6d7e5fb25a32
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name (1R,2R,7R,10R,11S,14R,15S,16R)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-15-hydroxy-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-en-9-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H48O11/c1-16-12-24(44-28(40)17(16)2)32(5)34(41)11-10-33(45-32)21-7-6-18-13-19(42-29-27(39)26(38)25(37)22(15-35)43-29)14-23(36)31(18,4)20(21)8-9-30(33,34)3/h6,19-22,24-27,29,35,37-39,41H,7-15H2,1-5H3/t19-,20+,21-,22-,24-,25-,26+,27-,29-,30+,31+,32-,33-,34+/m1/s1
InChI Key BVSRDECOTMKNFS-HNIIEEJXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O11
Molecular Weight 632.70 g/mol
Exact Mass 632.31966234 g/mol
Topological Polar Surface Area (TPSA) 172.00 Ų
XlogP 0.60
Atomic LogP (AlogP) 1.61
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1R,2R,7R,10R,11S,14R,15S,16R)-16-[(2R)-4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl]-15-hydroxy-10,14,16-trimethyl-7-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-17-oxapentacyclo[13.2.2.01,14.02,11.05,10]nonadec-4-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 + 0.8966 89.66%
Caco-2 - 0.8561 85.61%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.8702 87.02%
OATP2B1 inhibitior - 0.7238 72.38%
OATP1B1 inhibitior + 0.8571 85.71%
OATP1B3 inhibitior + 0.9302 93.02%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.6899 68.99%
P-glycoprotein inhibitior + 0.7417 74.17%
P-glycoprotein substrate + 0.5128 51.28%
CYP3A4 substrate + 0.7299 72.99%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8985 89.85%
CYP3A4 inhibition - 0.7532 75.32%
CYP2C9 inhibition - 0.8946 89.46%
CYP2C19 inhibition - 0.9454 94.54%
CYP2D6 inhibition - 0.9471 94.71%
CYP1A2 inhibition - 0.9240 92.40%
CYP2C8 inhibition + 0.5922 59.22%
CYP inhibitory promiscuity - 0.9262 92.62%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4886 48.86%
Eye corrosion - 0.9893 98.93%
Eye irritation - 0.9220 92.20%
Skin irritation + 0.5857 58.57%
Skin corrosion - 0.9366 93.66%
Ames mutagenesis - 0.6100 61.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6819 68.19%
Micronuclear - 0.7500 75.00%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.9318 93.18%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.7375 73.75%
Nephrotoxicity + 0.5799 57.99%
Acute Oral Toxicity (c) I 0.7975 79.75%
Estrogen receptor binding + 0.7261 72.61%
Androgen receptor binding + 0.7662 76.62%
Thyroid receptor binding - 0.5817 58.17%
Glucocorticoid receptor binding + 0.7232 72.32%
Aromatase binding + 0.6955 69.55%
PPAR gamma + 0.6288 62.88%
Honey bee toxicity - 0.7202 72.02%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.9733 97.33%

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 96.55% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.86% 85.14%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.75% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 93.98% 94.75%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 93.64% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.38% 95.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.71% 94.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.95% 99.23%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.86% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.46% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 88.24% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.54% 95.89%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.36% 100.00%
CHEMBL220 P22303 Acetylcholinesterase 87.27% 94.45%
CHEMBL226 P30542 Adenosine A1 receptor 86.71% 95.93%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 85.55% 91.07%
CHEMBL2581 P07339 Cathepsin D 84.03% 98.95%
CHEMBL5103 Q969S8 Histone deacetylase 10 83.23% 90.08%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 81.44% 93.04%
CHEMBL5255 O00206 Toll-like receptor 4 81.25% 92.50%

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 peruviana

Cross-Links

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PubChem 21580962
LOTUS LTS0166111
wikiData Q104946836