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15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-5,7-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadecan-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 f36fa789-89d2-4110-a026-21abc9dc46c8
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name 15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-5,7-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadecan-9-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)CC(C6)O)C)O)C)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)(C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(=O)CC(C6)O)C)O)C)O)C
InChI InChI=1S/C28H40O7/c1-13-10-20(34-24(31)14(13)2)27(5,32)18-7-6-16-21-17(8-9-25(16,18)3)26(4)19(30)11-15(29)12-28(26,33)23-22(21)35-23/h15-18,20-23,29,32-33H,6-12H2,1-5H3
InChI Key CXUVHKHTRCESOJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H40O7
Molecular Weight 488.60 g/mol
Exact Mass 488.27740361 g/mol
Topological Polar Surface Area (TPSA) 117.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 2.69
H-Bond Acceptor 7
H-Bond Donor 3
Rotatable Bonds 2

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)-1-hydroxyethyl]-5,7-dihydroxy-10,14-dimethyl-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadecan-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 + 0.9210 92.10%
Caco-2 - 0.6510 65.10%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.5000 50.00%
Subcellular localzation Mitochondria 0.6125 61.25%
OATP2B1 inhibitior - 0.5742 57.42%
OATP1B1 inhibitior + 0.8912 89.12%
OATP1B3 inhibitior + 0.9446 94.46%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6624 66.24%
BSEP inhibitior + 0.8018 80.18%
P-glycoprotein inhibitior + 0.5746 57.46%
P-glycoprotein substrate - 0.5000 50.00%
CYP3A4 substrate + 0.7403 74.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9014 90.14%
CYP3A4 inhibition - 0.7764 77.64%
CYP2C9 inhibition - 0.8514 85.14%
CYP2C19 inhibition - 0.8969 89.69%
CYP2D6 inhibition - 0.9506 95.06%
CYP1A2 inhibition - 0.8148 81.48%
CYP2C8 inhibition - 0.5825 58.25%
CYP inhibitory promiscuity - 0.9685 96.85%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5832 58.32%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9321 93.21%
Skin irritation + 0.5409 54.09%
Skin corrosion - 0.9050 90.50%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6576 65.76%
Micronuclear - 0.6900 69.00%
Hepatotoxicity + 0.5533 55.33%
skin sensitisation - 0.8269 82.69%
Respiratory toxicity + 0.8000 80.00%
Reproductive toxicity + 0.9556 95.56%
Mitochondrial toxicity + 0.9000 90.00%
Nephrotoxicity + 0.7163 71.63%
Acute Oral Toxicity (c) I 0.4048 40.48%
Estrogen receptor binding + 0.7579 75.79%
Androgen receptor binding + 0.7657 76.57%
Thyroid receptor binding + 0.5809 58.09%
Glucocorticoid receptor binding + 0.6830 68.30%
Aromatase binding + 0.7207 72.07%
PPAR gamma + 0.6725 67.25%
Honey bee toxicity - 0.8443 84.43%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity + 0.6700 67.00%
Fish aquatic toxicity + 0.9729 97.29%

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 93.39% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.79% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.47% 85.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 91.35% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 91.15% 94.75%
CHEMBL204 P00734 Thrombin 90.69% 96.01%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 88.92% 97.14%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.35% 93.04%
CHEMBL1994 P08235 Mineralocorticoid receptor 88.12% 100.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 86.96% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 85.85% 97.09%
CHEMBL4040 P28482 MAP kinase ERK2 84.58% 83.82%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.39% 93.56%
CHEMBL1871 P10275 Androgen Receptor 84.36% 96.43%
CHEMBL1806 P11388 DNA topoisomerase II alpha 83.53% 89.00%
CHEMBL4227 P25090 Lipoxin A4 receptor 82.87% 100.00%
CHEMBL230 P35354 Cyclooxygenase-2 82.72% 89.63%
CHEMBL299 P17252 Protein kinase C alpha 82.44% 98.03%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.94% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 81.68% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.41% 95.89%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 81.03% 82.69%
CHEMBL5103 Q969S8 Histone deacetylase 10 80.87% 90.08%
CHEMBL4302 P08183 P-glycoprotein 1 80.29% 92.98%
CHEMBL1902 P62942 FK506-binding protein 1A 80.22% 97.05%

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 72787720
LOTUS LTS0022082
wikiData Q104888337