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[(1S,2R,7S,9R,11R,12S,15S,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,5-dihydropyran-2-yl]-1-hydroxyethyl]-2,12-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate

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 f21d867b-cf0c-430b-b244-f44eef95f247
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [(1S,2R,7S,9R,11R,12S,15S,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,5-dihydropyran-2-yl]-1-hydroxyethyl]-2,12-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate
SMILES (Canonical) CC1C(=CC(OC1=O)C(C)(C2CCC3(C2(CCC4C3CC5C6(C4(C(=O)C=CC6)C)O5)COC(=O)C)C)O)C
SMILES (Isomeric) CC1C(=C[C@@H](OC1=O)[C@@](C)([C@H]2CC[C@@]3([C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=CC6)C)O5)COC(=O)C)C)O)C
InChI InChI=1S/C31H42O7/c1-17-14-24(37-26(34)18(17)2)29(6,35)22-10-12-27(4)21-15-25-31(38-25)11-7-8-23(33)28(31,5)20(21)9-13-30(22,27)16-36-19(3)32/h7-8,14,18,20-22,24-25,35H,9-13,15-16H2,1-6H3/t18?,20-,21+,22+,24+,25+,27-,28-,29+,30-,31+/m0/s1
InChI Key HFOWXOQFYGPBMI-YEEYZRAISA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C31H42O7
Molecular Weight 526.70 g/mol
Exact Mass 526.29305367 g/mol
Topological Polar Surface Area (TPSA) 102.00 Ų
XlogP 3.70
Atomic LogP (AlogP) 4.31
H-Bond Acceptor 7
H-Bond Donor 1
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(1S,2R,7S,9R,11R,12S,15S,16S)-15-[(1R)-1-[(2R)-4,5-dimethyl-6-oxo-2,5-dihydropyran-2-yl]-1-hydroxyethyl]-2,12-dimethyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.9526 95.26%
Caco-2 - 0.7004 70.04%
Blood Brain Barrier + 0.7250 72.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.8284 82.84%
OATP2B1 inhibitior - 0.8607 86.07%
OATP1B1 inhibitior + 0.8076 80.76%
OATP1B3 inhibitior + 0.8901 89.01%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6944 69.44%
BSEP inhibitior + 0.9712 97.12%
P-glycoprotein inhibitior + 0.7600 76.00%
P-glycoprotein substrate + 0.6487 64.87%
CYP3A4 substrate + 0.7411 74.11%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9043 90.43%
CYP3A4 inhibition - 0.9000 90.00%
CYP2C9 inhibition - 0.7683 76.83%
CYP2C19 inhibition - 0.8909 89.09%
CYP2D6 inhibition - 0.9516 95.16%
CYP1A2 inhibition - 0.7838 78.38%
CYP2C8 inhibition + 0.6889 68.89%
CYP inhibitory promiscuity - 0.9046 90.46%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6734 67.34%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9292 92.92%
Skin irritation - 0.5241 52.41%
Skin corrosion - 0.9384 93.84%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7291 72.91%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5588 55.88%
skin sensitisation - 0.8870 88.70%
Respiratory toxicity + 0.7000 70.00%
Reproductive toxicity + 0.9000 90.00%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity + 0.5970 59.70%
Acute Oral Toxicity (c) I 0.6054 60.54%
Estrogen receptor binding + 0.8452 84.52%
Androgen receptor binding + 0.7675 76.75%
Thyroid receptor binding + 0.5911 59.11%
Glucocorticoid receptor binding + 0.8655 86.55%
Aromatase binding + 0.7917 79.17%
PPAR gamma + 0.7097 70.97%
Honey bee toxicity - 0.7025 70.25%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6600 66.00%
Fish aquatic toxicity + 0.9858 98.58%

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 99.52% 97.25%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.60% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.31% 96.09%
CHEMBL2996 Q05655 Protein kinase C delta 95.42% 97.79%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 95.15% 91.11%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.75% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.57% 86.33%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 87.74% 96.77%
CHEMBL1994 P08235 Mineralocorticoid receptor 87.66% 100.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.22% 95.56%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 85.74% 93.04%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 85.20% 97.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 84.17% 94.00%
CHEMBL2581 P07339 Cathepsin D 84.00% 98.95%
CHEMBL1937 Q92769 Histone deacetylase 2 83.88% 94.75%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 83.44% 95.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.37% 99.23%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.34% 96.21%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 83.27% 96.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.58% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 81.11% 91.07%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.89% 95.89%
CHEMBL233 P35372 Mu opioid receptor 80.67% 97.93%
CHEMBL3922 P50579 Methionine aminopeptidase 2 80.61% 97.28%
CHEMBL1871 P10275 Androgen Receptor 80.59% 96.43%
CHEMBL218 P21554 Cannabinoid CB1 receptor 80.51% 96.61%

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.
Physalis coztomatl

Cross-Links

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PubChem 101403753
LOTUS LTS0262972
wikiData Q105027433