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15-Hydroxy-6-[1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-13-en-12-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 79eee7f2-b6d3-4259-ae08-ab1d358f7a1c
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 15-hydroxy-6-[1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-13-en-12-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CC3C4(C2(CCC5C4CCC6C5(C(=O)C=CC6O)C)C)O3)CO
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CC3C4(C2(CCC5C4CCC6C5(C(=O)C=CC6O)C)C)O3)CO
InChI InChI=1S/C28H38O6/c1-14-11-22(33-25(32)16(14)13-29)15(2)20-12-24-28(34-24)18-5-6-19-21(30)7-8-23(31)27(19,4)17(18)9-10-26(20,28)3/h7-8,15,17-22,24,29-30H,5-6,9-13H2,1-4H3
InChI Key UCCVFIJDMYRBIT-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O6
Molecular Weight 470.60 g/mol
Exact Mass 470.26683893 g/mol
Topological Polar Surface Area (TPSA) 96.40 Ų
XlogP 3.30
Atomic LogP (AlogP) 3.35
H-Bond Acceptor 6
H-Bond Donor 2
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 15-Hydroxy-6-[1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-7,11-dimethyl-3-oxapentacyclo[8.8.0.02,4.02,7.011,16]octadec-13-en-12-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9444 94.44%
Caco-2 - 0.6678 66.78%
Blood Brain Barrier + 0.5250 52.50%
Human oral bioavailability + 0.6286 62.86%
Subcellular localzation Mitochondria 0.8291 82.91%
OATP2B1 inhibitior - 0.7172 71.72%
OATP1B1 inhibitior + 0.8258 82.58%
OATP1B3 inhibitior + 0.9304 93.04%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.5046 50.46%
BSEP inhibitior + 0.8257 82.57%
P-glycoprotein inhibitior + 0.5933 59.33%
P-glycoprotein substrate + 0.5674 56.74%
CYP3A4 substrate + 0.7053 70.53%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8921 89.21%
CYP3A4 inhibition - 0.7287 72.87%
CYP2C9 inhibition - 0.8816 88.16%
CYP2C19 inhibition - 0.9380 93.80%
CYP2D6 inhibition - 0.9529 95.29%
CYP1A2 inhibition - 0.7972 79.72%
CYP2C8 inhibition + 0.4785 47.85%
CYP inhibitory promiscuity - 0.9183 91.83%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5854 58.54%
Eye corrosion - 0.9907 99.07%
Eye irritation - 0.9651 96.51%
Skin irritation + 0.5062 50.62%
Skin corrosion - 0.9367 93.67%
Ames mutagenesis - 0.5970 59.70%
Human Ether-a-go-go-Related Gene inhibition - 0.3591 35.91%
Micronuclear - 0.7500 75.00%
Hepatotoxicity + 0.5699 56.99%
skin sensitisation - 0.8840 88.40%
Respiratory toxicity + 0.8556 85.56%
Reproductive toxicity + 0.8667 86.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.6636 66.36%
Acute Oral Toxicity (c) I 0.4866 48.66%
Estrogen receptor binding + 0.8527 85.27%
Androgen receptor binding + 0.7477 74.77%
Thyroid receptor binding + 0.6590 65.90%
Glucocorticoid receptor binding + 0.8574 85.74%
Aromatase binding + 0.7813 78.13%
PPAR gamma + 0.6637 66.37%
Honey bee toxicity - 0.7812 78.12%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5600 56.00%
Fish aquatic toxicity + 0.9764 97.64%

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
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 95.19% 95.56%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.69% 97.25%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.86% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.38% 97.09%
CHEMBL2581 P07339 Cathepsin D 91.06% 98.95%
CHEMBL4072 P07858 Cathepsin B 90.74% 93.67%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.47% 91.11%
CHEMBL1937 Q92769 Histone deacetylase 2 89.91% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 89.25% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.96% 100.00%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 87.48% 82.69%
CHEMBL2996 Q05655 Protein kinase C delta 86.53% 97.79%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.66% 93.04%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.49% 86.33%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 84.19% 99.23%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.48% 97.14%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.79% 88.56%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.55% 94.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.37% 95.89%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.00% 91.07%
CHEMBL5028 O14672 ADAM10 80.99% 97.50%
CHEMBL3359 P21462 Formyl peptide receptor 1 80.62% 93.56%
CHEMBL1806 P11388 DNA topoisomerase II alpha 80.49% 89.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.29% 95.89%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.16% 90.71%

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 somnifera

Cross-Links

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PubChem 163006961
LOTUS LTS0024026
wikiData Q105269824