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(1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-10,14-dimethyl-15-[(1S)-1-[(2R)-4-methyl-6-oxo-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-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 aa412d30-994a-460f-8159-8c00ce72983a
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name (1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-10,14-dimethyl-15-[(1S)-1-[(2R)-4-methyl-6-oxo-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-3-oxapentacyclo[9.7.0.02,4.05,10.014,18]octadec-7-en-9-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C34H48O11/c1-15-12-21(43-30(40)17(15)14-42-31-27(39)26(38)25(37)22(13-35)44-31)16(2)18-7-8-19-24-20(9-11-32(18,19)3)33(4)23(36)6-5-10-34(33,41)29-28(24)45-29/h5-6,16,18-22,24-29,31,35,37-39,41H,7-14H2,1-4H3/t16-,18+,19-,20-,21+,22+,24-,25+,26-,27+,28-,29-,31+,32+,33-,34-/m0/s1
InChI Key QRRJOHYBCSTHDL-XUAGYYIXSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C34H48O11
Molecular Weight 632.70 g/mol
Exact Mass 632.31966234 g/mol
Topological Polar Surface Area (TPSA) 176.00 Ų
XlogP 1.80
Atomic LogP (AlogP) 1.18
H-Bond Acceptor 11
H-Bond Donor 5
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (1S,2S,4S,5R,10R,11S,14R,15R,18S)-5-hydroxy-10,14-dimethyl-15-[(1S)-1-[(2R)-4-methyl-6-oxo-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-2,3-dihydropyran-2-yl]ethyl]-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 + 0.6962 69.62%
Caco-2 - 0.8597 85.97%
Blood Brain Barrier - 0.5500 55.00%
Human oral bioavailability - 0.6143 61.43%
Subcellular localzation Mitochondria 0.7318 73.18%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8418 84.18%
OATP1B3 inhibitior + 0.9250 92.50%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.6048 60.48%
BSEP inhibitior + 0.8349 83.49%
P-glycoprotein inhibitior + 0.7285 72.85%
P-glycoprotein substrate + 0.5986 59.86%
CYP3A4 substrate + 0.7393 73.93%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8955 89.55%
CYP3A4 inhibition - 0.8643 86.43%
CYP2C9 inhibition - 0.7869 78.69%
CYP2C19 inhibition - 0.8852 88.52%
CYP2D6 inhibition - 0.9409 94.09%
CYP1A2 inhibition - 0.8796 87.96%
CYP2C8 inhibition + 0.5957 59.57%
CYP inhibitory promiscuity - 0.9644 96.44%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6787 67.87%
Eye corrosion - 0.9886 98.86%
Eye irritation - 0.9311 93.11%
Skin irritation - 0.5647 56.47%
Skin corrosion - 0.9373 93.73%
Ames mutagenesis - 0.6597 65.97%
Human Ether-a-go-go-Related Gene inhibition + 0.6994 69.94%
Micronuclear - 0.7000 70.00%
Hepatotoxicity - 0.6262 62.62%
skin sensitisation - 0.9010 90.10%
Respiratory toxicity + 0.7667 76.67%
Reproductive toxicity + 0.9111 91.11%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity + 0.5124 51.24%
Acute Oral Toxicity (c) I 0.6982 69.82%
Estrogen receptor binding + 0.7480 74.80%
Androgen receptor binding + 0.7402 74.02%
Thyroid receptor binding - 0.6178 61.78%
Glucocorticoid receptor binding + 0.6597 65.97%
Aromatase binding + 0.6307 63.07%
PPAR gamma + 0.6115 61.15%
Honey bee toxicity - 0.6986 69.86%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity + 0.5050 50.50%
Fish aquatic toxicity + 0.9509 95.09%

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
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.32% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.51% 98.95%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.67% 96.09%
CHEMBL253 P34972 Cannabinoid CB2 receptor 93.76% 97.25%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.51% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 93.11% 97.09%
CHEMBL220 P22303 Acetylcholinesterase 91.71% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 91.24% 94.75%
CHEMBL5103 Q969S8 Histone deacetylase 10 90.49% 90.08%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.42% 100.00%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 90.06% 97.14%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 89.54% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.53% 86.33%
CHEMBL2996 Q05655 Protein kinase C delta 88.51% 97.79%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.03% 85.14%
CHEMBL3359 P21462 Formyl peptide receptor 1 87.76% 93.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.91% 95.89%
CHEMBL218 P21554 Cannabinoid CB1 receptor 86.57% 96.61%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.38% 93.04%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.12% 89.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.70% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 82.56% 94.00%
CHEMBL3310 Q96DB2 Histone deacetylase 11 82.25% 88.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.63% 94.45%
CHEMBL4072 P07858 Cathepsin B 81.36% 93.67%

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.
Datura metel

Cross-Links

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PubChem 101482746
LOTUS LTS0068372
wikiData Q105226593