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[2-[(4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

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 2ccb7d4a-316b-4090-b010-aa1f9dd72adf
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [2-[(4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(OC(C2O)OC3C(C4CCOC(=O)C4=CO3)C=C)CO)O
SMILES (Isomeric) COC1=CC(=CC(=C1O)OC)C=CC(=O)OC2C(C(OC(C2O)OC3C(C4CCOC(=O)C4=CO3)C=C)CO)O
InChI InChI=1S/C27H32O13/c1-4-14-15-7-8-36-25(33)16(15)12-37-26(14)40-27-23(32)24(22(31)19(11-28)38-27)39-20(29)6-5-13-9-17(34-2)21(30)18(10-13)35-3/h4-6,9-10,12,14-15,19,22-24,26-28,30-32H,1,7-8,11H2,2-3H3
InChI Key JOOCSLKQWYDGRR-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H32O13
Molecular Weight 564.50 g/mol
Exact Mass 564.18429107 g/mol
Topological Polar Surface Area (TPSA) 180.00 Ų
XlogP 1.30
Atomic LogP (AlogP) 0.40
H-Bond Acceptor 13
H-Bond Donor 4
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [2-[(4-ethenyl-8-oxo-4,4a,5,6-tetrahydro-3H-pyrano[3,4-c]pyran-3-yl)oxy]-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8267 82.67%
Caco-2 - 0.8682 86.82%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.6527 65.27%
OATP2B1 inhibitior - 0.7256 72.56%
OATP1B1 inhibitior + 0.8067 80.67%
OATP1B3 inhibitior + 0.9212 92.12%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.6707 67.07%
P-glycoprotein inhibitior + 0.6199 61.99%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6864 68.64%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8606 86.06%
CYP3A4 inhibition - 0.7711 77.11%
CYP2C9 inhibition - 0.6864 68.64%
CYP2C19 inhibition - 0.6811 68.11%
CYP2D6 inhibition - 0.8650 86.50%
CYP1A2 inhibition - 0.7367 73.67%
CYP2C8 inhibition + 0.7090 70.90%
CYP inhibitory promiscuity - 0.6540 65.40%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9718 97.18%
Carcinogenicity (trinary) Non-required 0.6843 68.43%
Eye corrosion - 0.9821 98.21%
Eye irritation - 0.9190 91.90%
Skin irritation - 0.7853 78.53%
Skin corrosion - 0.9391 93.91%
Ames mutagenesis - 0.6778 67.78%
Human Ether-a-go-go-Related Gene inhibition - 0.5348 53.48%
Micronuclear - 0.5867 58.67%
Hepatotoxicity - 0.7091 70.91%
skin sensitisation - 0.7553 75.53%
Respiratory toxicity + 0.7222 72.22%
Reproductive toxicity + 0.8444 84.44%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7715 77.15%
Acute Oral Toxicity (c) III 0.5694 56.94%
Estrogen receptor binding + 0.8292 82.92%
Androgen receptor binding + 0.6417 64.17%
Thyroid receptor binding + 0.5694 56.94%
Glucocorticoid receptor binding + 0.7230 72.30%
Aromatase binding - 0.5051 50.51%
PPAR gamma + 0.6829 68.29%
Honey bee toxicity - 0.7492 74.92%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.8500 85.00%

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 99.06% 91.11%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 97.88% 95.56%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.45% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.34% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.20% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.08% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.26% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.25% 86.92%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.95% 95.89%
CHEMBL2581 P07339 Cathepsin D 88.66% 98.95%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 87.98% 96.21%
CHEMBL5608 Q16288 NT-3 growth factor receptor 86.02% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.90% 94.45%
CHEMBL5255 O00206 Toll-like receptor 4 85.80% 92.50%
CHEMBL241 Q14432 Phosphodiesterase 3A 85.26% 92.94%
CHEMBL1994 P08235 Mineralocorticoid receptor 84.17% 100.00%
CHEMBL3713062 P10646 Tissue factor pathway inhibitor 83.61% 97.33%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 83.57% 92.62%
CHEMBL3401 O75469 Pregnane X receptor 82.02% 94.73%
CHEMBL4478 Q00975 Voltage-gated N-type calcium channel alpha-1B subunit 80.78% 97.14%
CHEMBL3060 Q9Y345 Glycine transporter 2 80.30% 99.17%
CHEMBL340 P08684 Cytochrome P450 3A4 80.12% 91.19%

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.
Fagraea gracilipes

Cross-Links

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PubChem 73821016
LOTUS LTS0027005
wikiData Q105132444