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15-[1-(4,5-Dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-5,13,15-trihydroxy-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 af34fa47-d208-47d9-a917-44666eda288d
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)ethyl]-5,13,15-trihydroxy-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)C2(CCC3C2(C(CC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)O)C)O)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2(CCC3C2(C(CC4C3C5C(O5)C6(C4(C(=O)C=CC6)C)O)O)C)O)C
InChI InChI=1S/C28H38O7/c1-13-11-18(34-24(31)14(13)2)15(3)27(32)10-8-16-21-17(12-20(30)25(16,27)4)26(5)19(29)7-6-9-28(26,33)23-22(21)35-23/h6-7,15-18,20-23,30,32-33H,8-12H2,1-5H3
InChI Key KPGOIGAUHADZTF-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 1.90
Atomic LogP (AlogP) 2.47
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)ethyl]-5,13,15-trihydroxy-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 + 0.9183 91.83%
Caco-2 - 0.6910 69.10%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.5682 56.82%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8577 85.77%
OATP1B3 inhibitior + 0.9513 95.13%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.6374 63.74%
BSEP inhibitior + 0.9103 91.03%
P-glycoprotein inhibitior + 0.6372 63.72%
P-glycoprotein substrate + 0.5877 58.77%
CYP3A4 substrate + 0.7043 70.43%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.9032 90.32%
CYP3A4 inhibition - 0.7696 76.96%
CYP2C9 inhibition - 0.8589 85.89%
CYP2C19 inhibition - 0.9013 90.13%
CYP2D6 inhibition - 0.9445 94.45%
CYP1A2 inhibition - 0.8300 83.00%
CYP2C8 inhibition + 0.4642 46.42%
CYP inhibitory promiscuity - 0.9618 96.18%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.5752 57.52%
Eye corrosion - 0.9904 99.04%
Eye irritation - 0.9445 94.45%
Skin irritation + 0.5170 51.70%
Skin corrosion - 0.8866 88.66%
Ames mutagenesis - 0.6651 66.51%
Human Ether-a-go-go-Related Gene inhibition + 0.7426 74.26%
Micronuclear - 0.6800 68.00%
Hepatotoxicity + 0.5171 51.71%
skin sensitisation - 0.8128 81.28%
Respiratory toxicity + 0.8444 84.44%
Reproductive toxicity + 0.9444 94.44%
Mitochondrial toxicity + 0.8625 86.25%
Nephrotoxicity + 0.5976 59.76%
Acute Oral Toxicity (c) I 0.4386 43.86%
Estrogen receptor binding + 0.8634 86.34%
Androgen receptor binding + 0.7399 73.99%
Thyroid receptor binding + 0.6036 60.36%
Glucocorticoid receptor binding + 0.7131 71.31%
Aromatase binding + 0.7100 71.00%
PPAR gamma + 0.6650 66.50%
Honey bee toxicity - 0.7834 78.34%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity + 0.5100 51.00%
Fish aquatic toxicity + 0.9372 93.72%

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
CHEMBL4040 P28482 MAP kinase ERK2 98.17% 83.82%
CHEMBL253 P34972 Cannabinoid CB2 receptor 96.60% 97.25%
CHEMBL220 P22303 Acetylcholinesterase 94.84% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.69% 95.56%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.99% 85.14%
CHEMBL1994 P08235 Mineralocorticoid receptor 90.89% 100.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 90.22% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 89.93% 91.11%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 89.89% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 89.64% 99.23%
CHEMBL1937 Q92769 Histone deacetylase 2 89.12% 94.75%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.45% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.35% 96.09%
CHEMBL3351 Q13085 Acetyl-CoA carboxylase 1 88.29% 93.04%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.59% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.66% 86.33%
CHEMBL3359 P21462 Formyl peptide receptor 1 84.50% 93.56%
CHEMBL2996 Q05655 Protein kinase C delta 83.14% 97.79%
CHEMBL5103 Q969S8 Histone deacetylase 10 82.99% 90.08%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.77% 97.21%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.53% 96.77%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.52% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 81.26% 94.45%

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.
Discopodium penninervium

Cross-Links

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PubChem 74323736
LOTUS LTS0247182
wikiData Q105144180