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[(2R)-2-[(1S)-1-[(1S,2R,5S,6S,7R,9R,11S,12S,15R,16S)-5,6-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-15-yl]ethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methyl 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 e2496177-3095-4480-b98a-9ea5b5cb87fa
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(2R)-2-[(1S)-1-[(1S,2R,5S,6S,7R,9R,11S,12S,15R,16S)-5,6-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-15-yl]ethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methyl acetate
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C30H42O8/c1-14-10-23(37-27(35)18(14)13-36-16(3)31)15(2)19-6-7-20-17-11-25-30(38-25)26(34)22(32)12-24(33)29(30,5)21(17)8-9-28(19,20)4/h15,17,19-23,25-26,32,34H,6-13H2,1-5H3/t15-,17-,19+,20-,21-,22-,23+,25+,26-,28+,29-,30-/m0/s1
InChI Key HCNOKOYJNBADCL-HQQKMCBUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C30H42O8
Molecular Weight 530.60 g/mol
Exact Mass 530.28796829 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.12
H-Bond Acceptor 8
H-Bond Donor 2
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R)-2-[(1S)-1-[(1S,2R,5S,6S,7R,9R,11S,12S,15R,16S)-5,6-dihydroxy-2,16-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadecan-15-yl]ethyl]-4-methyl-6-oxo-2,3-dihydropyran-5-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9003 90.03%
Caco-2 - 0.7638 76.38%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.5286 52.86%
Subcellular localzation Mitochondria 0.7978 79.78%
OATP2B1 inhibitior - 0.5648 56.48%
OATP1B1 inhibitior + 0.8331 83.31%
OATP1B3 inhibitior + 0.9333 93.33%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7329 73.29%
BSEP inhibitior + 0.7205 72.05%
P-glycoprotein inhibitior + 0.6694 66.94%
P-glycoprotein substrate + 0.5883 58.83%
CYP3A4 substrate + 0.7478 74.78%
CYP2C9 substrate - 0.8333 83.33%
CYP2D6 substrate - 0.8913 89.13%
CYP3A4 inhibition - 0.8142 81.42%
CYP2C9 inhibition - 0.7645 76.45%
CYP2C19 inhibition - 0.8842 88.42%
CYP2D6 inhibition - 0.9470 94.70%
CYP1A2 inhibition - 0.8229 82.29%
CYP2C8 inhibition + 0.5522 55.22%
CYP inhibitory promiscuity - 0.9584 95.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6436 64.36%
Eye corrosion - 0.9902 99.02%
Eye irritation - 0.9366 93.66%
Skin irritation + 0.5301 53.01%
Skin corrosion - 0.9371 93.71%
Ames mutagenesis - 0.5554 55.54%
Human Ether-a-go-go-Related Gene inhibition + 0.6526 65.26%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.6035 60.35%
skin sensitisation - 0.8925 89.25%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.8500 85.00%
Nephrotoxicity + 0.6394 63.94%
Acute Oral Toxicity (c) I 0.6565 65.65%
Estrogen receptor binding + 0.7078 70.78%
Androgen receptor binding + 0.7833 78.33%
Thyroid receptor binding - 0.5737 57.37%
Glucocorticoid receptor binding + 0.7105 71.05%
Aromatase binding + 0.7214 72.14%
PPAR gamma + 0.6294 62.94%
Honey bee toxicity - 0.7132 71.32%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9818 98.18%

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
CHEMBL204 P00734 Thrombin 97.59% 96.01%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.36% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.48% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.55% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.39% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.12% 98.95%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.74% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 90.32% 82.69%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.12% 99.23%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.40% 90.08%
CHEMBL2996 Q05655 Protein kinase C delta 88.37% 97.79%
CHEMBL3837 P07711 Cathepsin L 88.35% 96.61%
CHEMBL1937 Q92769 Histone deacetylase 2 88.09% 94.75%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.69% 95.56%
CHEMBL299 P17252 Protein kinase C alpha 87.60% 98.03%
CHEMBL253 P34972 Cannabinoid CB2 receptor 86.89% 97.25%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.64% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 86.42% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.72% 94.45%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 84.36% 93.04%
CHEMBL221 P23219 Cyclooxygenase-1 84.09% 90.17%
CHEMBL2179 P04062 Beta-glucocerebrosidase 82.43% 85.31%
CHEMBL1994 P08235 Mineralocorticoid receptor 82.31% 100.00%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.74% 93.56%
CHEMBL5028 O14672 ADAM10 81.69% 97.50%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 81.28% 95.50%
CHEMBL340 P08684 Cytochrome P450 3A4 81.13% 91.19%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.03% 94.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.85% 97.14%

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 66572352
LOTUS LTS0008814
wikiData Q105025862