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5-Hydroxy-15-[1-hydroxy-1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-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 375ba410-0a80-4a15-9e7c-ca17f29f6a13
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 5-hydroxy-15-[1-hydroxy-1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)O)CO
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)C)O)CO
InChI InChI=1S/C28H38O7/c1-14-12-20(34-24(31)15(14)13-29)27(4,32)18-8-7-16-21-17(9-11-25(16,18)2)26(3)19(30)6-5-10-28(26,33)23-22(21)35-23/h5-6,16-18,20-23,29,32-33H,7-13H2,1-4H3
InChI Key YVVLFLOXWMIBMK-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H38O7
Molecular Weight 486.60 g/mol
Exact Mass 486.26175355 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 2.60
Atomic LogP (AlogP) 2.47
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 3

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-Hydroxy-15-[1-hydroxy-1-[5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-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 + 0.9375 93.75%
Caco-2 - 0.6402 64.02%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability - 0.5429 54.29%
Subcellular localzation Mitochondria 0.7446 74.46%
OATP2B1 inhibitior - 0.7184 71.84%
OATP1B1 inhibitior + 0.8775 87.75%
OATP1B3 inhibitior + 0.9469 94.69%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.5796 57.96%
BSEP inhibitior + 0.9034 90.34%
P-glycoprotein inhibitior + 0.6016 60.16%
P-glycoprotein substrate + 0.5285 52.85%
CYP3A4 substrate + 0.7283 72.83%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9063 90.63%
CYP3A4 inhibition - 0.6949 69.49%
CYP2C9 inhibition - 0.8257 82.57%
CYP2C19 inhibition - 0.9233 92.33%
CYP2D6 inhibition - 0.9540 95.40%
CYP1A2 inhibition - 0.8616 86.16%
CYP2C8 inhibition - 0.5656 56.56%
CYP inhibitory promiscuity - 0.9602 96.02%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5686 56.86%
Eye corrosion - 0.9906 99.06%
Eye irritation - 0.9562 95.62%
Skin irritation + 0.5650 56.50%
Skin corrosion - 0.9359 93.59%
Ames mutagenesis - 0.6683 66.83%
Human Ether-a-go-go-Related Gene inhibition + 0.7122 71.22%
Micronuclear - 0.7300 73.00%
Hepatotoxicity + 0.5343 53.43%
skin sensitisation - 0.8981 89.81%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7875 78.75%
Nephrotoxicity + 0.5096 50.96%
Acute Oral Toxicity (c) I 0.5711 57.11%
Estrogen receptor binding + 0.7709 77.09%
Androgen receptor binding + 0.7552 75.52%
Thyroid receptor binding + 0.6282 62.82%
Glucocorticoid receptor binding + 0.7832 78.32%
Aromatase binding + 0.7299 72.99%
PPAR gamma + 0.5989 59.89%
Honey bee toxicity - 0.8462 84.62%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity + 0.5700 57.00%
Fish aquatic toxicity + 0.9586 95.86%

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 98.09% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.29% 95.56%
CHEMBL1937 Q92769 Histone deacetylase 2 92.42% 94.75%
CHEMBL2581 P07339 Cathepsin D 92.23% 98.95%
CHEMBL2996 Q05655 Protein kinase C delta 91.91% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 91.54% 91.11%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.67% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.55% 97.14%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.40% 97.09%
CHEMBL230 P35354 Cyclooxygenase-2 88.82% 89.63%
CHEMBL1293249 Q13887 Kruppel-like factor 5 88.69% 86.33%
CHEMBL4040 P28482 MAP kinase ERK2 87.27% 83.82%
CHEMBL5103 Q969S8 Histone deacetylase 10 86.93% 90.08%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.56% 85.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 86.27% 93.04%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.06% 96.09%
CHEMBL5966 P55899 IgG receptor FcRn large subunit p51 85.29% 90.93%
CHEMBL1871 P10275 Androgen Receptor 84.32% 96.43%
CHEMBL3310 Q96DB2 Histone deacetylase 11 83.86% 88.56%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.56% 99.23%
CHEMBL3401 O75469 Pregnane X receptor 83.42% 94.73%
CHEMBL1806 P11388 DNA topoisomerase II alpha 82.80% 89.00%
CHEMBL3192 Q9BY41 Histone deacetylase 8 82.34% 93.99%
CHEMBL3359 P21462 Formyl peptide receptor 1 82.33% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.24% 95.89%

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 162986859
LOTUS LTS0160400
wikiData Q105366047