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2-[[(2R)-2-[(1S)-1-[(1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-15-yl]ethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methoxy]propan-2-yl formate

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 7e1f5926-0465-4f5c-b0b9-c16aadaa46ca
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 2-[[(2R)-2-[(1S)-1-[(1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-15-yl]ethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methoxy]propan-2-yl formate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)C)COC(C)(C)OC=O
SMILES (Isomeric) CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)COC(C)(C)OC=O
InChI InChI=1S/C32H44O8/c1-17-13-24(39-28(36)20(17)15-37-29(3,4)38-16-33)18(2)21-7-8-22-19-14-27-32(40-27)26(35)10-9-25(34)31(32,6)23(19)11-12-30(21,22)5/h9-10,16,18-19,21-24,26-27,35H,7-8,11-15H2,1-6H3/t18-,19-,21+,22-,23-,24+,26-,27+,30+,31-,32+/m0/s1
InChI Key VJBIVFCLNSFNTO-KDKZKVEXSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C32H44O8
Molecular Weight 556.70 g/mol
Exact Mass 556.30361836 g/mol
Topological Polar Surface Area (TPSA) 112.00 Ų
XlogP 4.40
Atomic LogP (AlogP) 4.29
H-Bond Acceptor 8
H-Bond Donor 1
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[[(2R)-2-[(1S)-1-[(1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-15-yl]ethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methoxy]propan-2-yl formate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9414 94.14%
Caco-2 - 0.7783 77.83%
Blood Brain Barrier + 0.7750 77.50%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.8375 83.75%
OATP2B1 inhibitior - 0.7233 72.33%
OATP1B1 inhibitior + 0.8116 81.16%
OATP1B3 inhibitior + 0.9142 91.42%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.5750 57.50%
BSEP inhibitior + 0.9647 96.47%
P-glycoprotein inhibitior + 0.7895 78.95%
P-glycoprotein substrate + 0.6673 66.73%
CYP3A4 substrate + 0.7558 75.58%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8880 88.80%
CYP3A4 inhibition - 0.9140 91.40%
CYP2C9 inhibition - 0.7442 74.42%
CYP2C19 inhibition - 0.8960 89.60%
CYP2D6 inhibition - 0.9387 93.87%
CYP1A2 inhibition - 0.7742 77.42%
CYP2C8 inhibition + 0.6524 65.24%
CYP inhibitory promiscuity - 0.8979 89.79%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6427 64.27%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9391 93.91%
Skin irritation - 0.5471 54.71%
Skin corrosion - 0.9370 93.70%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6643 66.43%
Micronuclear - 0.6300 63.00%
Hepatotoxicity + 0.5592 55.92%
skin sensitisation - 0.8339 83.39%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.8889 88.89%
Mitochondrial toxicity + 0.7250 72.50%
Nephrotoxicity - 0.5645 56.45%
Acute Oral Toxicity (c) I 0.6635 66.35%
Estrogen receptor binding + 0.7936 79.36%
Androgen receptor binding + 0.7748 77.48%
Thyroid receptor binding + 0.5458 54.58%
Glucocorticoid receptor binding + 0.8158 81.58%
Aromatase binding + 0.7421 74.21%
PPAR gamma + 0.6744 67.44%
Honey bee toxicity - 0.6640 66.40%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.5500 55.00%
Fish aquatic toxicity + 0.9877 98.77%

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
CHEMBL2581 P07339 Cathepsin D 97.14% 98.95%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.56% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 96.27% 95.56%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 92.78% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.17% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.37% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.93% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.27% 86.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.80% 95.89%
CHEMBL2996 Q05655 Protein kinase C delta 88.07% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.20% 85.14%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.84% 90.08%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 86.47% 97.33%
CHEMBL2179 P04062 Beta-glucocerebrosidase 86.36% 85.31%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.95% 93.56%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 84.58% 82.69%
CHEMBL3401 O75469 Pregnane X receptor 84.26% 94.73%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.00% 100.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.11% 99.23%
CHEMBL5028 O14672 ADAM10 81.96% 97.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.88% 95.89%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 81.74% 100.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 81.22% 100.00%
CHEMBL1871 P10275 Androgen Receptor 80.70% 96.43%

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.
Withania aristata

Cross-Links

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PubChem 66572430
LOTUS LTS0218336
wikiData Q105287139