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2-[1-[5,9-Dihydroxy-10,14-dimethyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadecan-15-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-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 c98af89b-a5f0-4757-a1b1-d58dbd36de99
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives > Withanolide glycosides and derivatives
IUPAC Name 2-[1-[5,9-dihydroxy-10,14-dimethyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadecan-15-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(CC(C6)OC7C(C(C(C(O7)CO)O)O)O)O)C)O)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2CCC3C2(CCC4C3C5C(O5)C6(C4(C(CC(C6)OC7C(C(C(C(O7)CO)O)O)O)O)C)O)C)C
InChI InChI=1S/C34H52O11/c1-14-10-21(43-30(40)15(14)2)16(3)18-6-7-19-24-20(8-9-32(18,19)4)33(5)23(36)11-17(12-34(33,41)29-28(24)45-29)42-31-27(39)26(38)25(37)22(13-35)44-31/h16-29,31,35-39,41H,6-13H2,1-5H3
InChI Key ICLOJOVMWXAYEI-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C34H52O11
Molecular Weight 636.80 g/mol
Exact Mass 636.35096247 g/mol
Topological Polar Surface Area (TPSA) 179.00 Ų
XlogP 2.30
Atomic LogP (AlogP) 1.19
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[1-[5,9-Dihydroxy-10,14-dimethyl-7-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadecan-15-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8091 80.91%
Caco-2 - 0.8645 86.45%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7114 71.14%
OATP2B1 inhibitior - 0.7238 72.38%
OATP1B1 inhibitior + 0.8438 84.38%
OATP1B3 inhibitior + 0.9085 90.85%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6776 67.76%
BSEP inhibitior - 0.6634 66.34%
P-glycoprotein inhibitior + 0.7027 70.27%
P-glycoprotein substrate + 0.5592 55.92%
CYP3A4 substrate + 0.7441 74.41%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8855 88.55%
CYP3A4 inhibition - 0.9118 91.18%
CYP2C9 inhibition - 0.7739 77.39%
CYP2C19 inhibition - 0.8852 88.52%
CYP2D6 inhibition - 0.9364 93.64%
CYP1A2 inhibition - 0.8575 85.75%
CYP2C8 inhibition + 0.5258 52.58%
CYP inhibitory promiscuity - 0.9416 94.16%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6961 69.61%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9265 92.65%
Skin irritation - 0.5213 52.13%
Skin corrosion - 0.9405 94.05%
Ames mutagenesis - 0.6127 61.27%
Human Ether-a-go-go-Related Gene inhibition + 0.6670 66.70%
Micronuclear - 0.7200 72.00%
Hepatotoxicity - 0.6690 66.90%
skin sensitisation - 0.8906 89.06%
Respiratory toxicity + 0.7889 78.89%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity + 0.5000 50.00%
Acute Oral Toxicity (c) I 0.6147 61.47%
Estrogen receptor binding + 0.6759 67.59%
Androgen receptor binding + 0.7293 72.93%
Thyroid receptor binding - 0.6177 61.77%
Glucocorticoid receptor binding - 0.4656 46.56%
Aromatase binding + 0.6792 67.92%
PPAR gamma + 0.6307 63.07%
Honey bee toxicity - 0.7088 70.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5300 53.00%
Fish aquatic toxicity + 0.9444 94.44%

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
CHEMBL220 P22303 Acetylcholinesterase 98.59% 94.45%
CHEMBL253 P34972 Cannabinoid CB2 receptor 97.52% 97.25%
CHEMBL3137262 O60341 LSD1/CoREST complex 94.58% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 93.66% 91.11%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.95% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.80% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 89.82% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 89.74% 96.09%
CHEMBL226 P30542 Adenosine A1 receptor 89.40% 95.93%
CHEMBL1994 P08235 Mineralocorticoid receptor 89.26% 100.00%
CHEMBL5103 Q969S8 Histone deacetylase 10 88.51% 90.08%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.46% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 87.89% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 87.85% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 86.23% 89.00%
CHEMBL1937 Q92769 Histone deacetylase 2 85.65% 94.75%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.64% 86.33%
CHEMBL299 P17252 Protein kinase C alpha 85.52% 98.03%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 83.92% 97.14%
CHEMBL2996 Q05655 Protein kinase C delta 83.38% 97.79%
CHEMBL3130 O00329 PI3-kinase p110-delta subunit 83.32% 96.47%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.29% 99.23%
CHEMBL3359 P21462 Formyl peptide receptor 1 81.96% 93.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.84% 95.89%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.50% 94.00%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 80.76% 91.07%

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 162962125
LOTUS LTS0091005
wikiData Q105111060