[14-Acetyloxy-15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate

Details

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Internal ID 1babea46-4308-4781-b0ef-46fe8d199433
Taxonomy Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroid lactones > Withanolides and derivatives
IUPAC Name [14-acetyloxy-15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2-methyl-3-oxo-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-16-yl]methyl acetate
SMILES (Canonical) CC1=C(C(=O)OC(C1)C(C)C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)COC(=O)C)OC(=O)C)C
SMILES (Isomeric) CC1=C(C(=O)OC(C1)C(C)C2C(CC3C2(CCC4C3CC5C6(C4(C(=O)C=CC6O)C)O5)COC(=O)C)OC(=O)C)C
InChI InChI=1S/C32H42O9/c1-15-11-23(40-29(37)16(15)2)17(3)28-24(39-19(5)34)13-22-20-12-27-32(41-27)26(36)8-7-25(35)30(32,6)21(20)9-10-31(22,28)14-38-18(4)33/h7-8,17,20-24,26-28,36H,9-14H2,1-6H3
InChI Key RSMXANWXTAQCPR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C32H42O9
Molecular Weight 570.70 g/mol
Exact Mass 570.28288291 g/mol
Topological Polar Surface Area (TPSA) 129.00 Ų
XlogP 2.90
Atomic LogP (AlogP) 3.47
H-Bond Acceptor 9
H-Bond Donor 1
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [14-Acetyloxy-15-[1-(4,5-dimethyl-6-oxo-2,3-dihydropyran-2-yl)ethyl]-6-hydroxy-2-methyl-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 + 0.9354 93.54%
Caco-2 - 0.7734 77.34%
Blood Brain Barrier + 0.7500 75.00%
Human oral bioavailability - 0.5714 57.14%
Subcellular localzation Mitochondria 0.8082 80.82%
OATP2B1 inhibitior - 0.8620 86.20%
OATP1B1 inhibitior + 0.8375 83.75%
OATP1B3 inhibitior + 0.9404 94.04%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.6771 67.71%
BSEP inhibitior + 0.9862 98.62%
P-glycoprotein inhibitior + 0.8108 81.08%
P-glycoprotein substrate + 0.6519 65.19%
CYP3A4 substrate + 0.7370 73.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8991 89.91%
CYP3A4 inhibition - 0.9190 91.90%
CYP2C9 inhibition - 0.8550 85.50%
CYP2C19 inhibition - 0.9238 92.38%
CYP2D6 inhibition - 0.9476 94.76%
CYP1A2 inhibition - 0.7636 76.36%
CYP2C8 inhibition + 0.7052 70.52%
CYP inhibitory promiscuity - 0.9044 90.44%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6473 64.73%
Eye corrosion - 0.9900 99.00%
Eye irritation - 0.9325 93.25%
Skin irritation + 0.5070 50.70%
Skin corrosion - 0.9374 93.74%
Ames mutagenesis - 0.5300 53.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3667 36.67%
Micronuclear - 0.6400 64.00%
Hepatotoxicity + 0.5108 51.08%
skin sensitisation - 0.8715 87.15%
Respiratory toxicity + 0.8333 83.33%
Reproductive toxicity + 0.9222 92.22%
Mitochondrial toxicity + 0.7500 75.00%
Nephrotoxicity + 0.7008 70.08%
Acute Oral Toxicity (c) I 0.6740 67.40%
Estrogen receptor binding + 0.8359 83.59%
Androgen receptor binding + 0.7545 75.45%
Thyroid receptor binding + 0.5631 56.31%
Glucocorticoid receptor binding + 0.8148 81.48%
Aromatase binding + 0.7294 72.94%
PPAR gamma + 0.7157 71.57%
Honey bee toxicity - 0.6788 67.88%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5000 50.00%
Fish aquatic toxicity + 0.9835 98.35%

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
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 95.78% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.85% 96.09%
CHEMBL221 P23219 Cyclooxygenase-1 92.21% 90.17%
CHEMBL2581 P07339 Cathepsin D 91.12% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 91.10% 97.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 90.64% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.94% 95.56%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.70% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 88.23% 91.07%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 87.20% 97.14%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 86.05% 99.23%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.26% 95.89%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.26% 86.33%
CHEMBL5028 O14672 ADAM10 85.22% 97.50%
CHEMBL4026 P40763 Signal transducer and activator of transcription 3 85.01% 82.69%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 84.97% 94.62%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.04% 95.89%
CHEMBL253 P34972 Cannabinoid CB2 receptor 83.00% 97.25%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 82.43% 94.08%
CHEMBL4051 P13569 Cystic fibrosis transmembrane conductance regulator 81.34% 95.71%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.68% 92.62%

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.
Iochroma gesnerioides

Cross-Links

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PubChem 162899623
LOTUS LTS0163487
wikiData Q105244755