(5-Acetyloxy-2,4-dihydroxy-6-methyloxan-3-yl) 3-(4-hydroxyphenyl)prop-2-enoate

Details

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Internal ID fecfb8e4-e602-41f1-a223-fa704a1ef22b
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Hydroxycinnamic acid esters > Coumaric acid esters
IUPAC Name (5-acetyloxy-2,4-dihydroxy-6-methyloxan-3-yl) 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)O)OC(=O)C=CC2=CC=C(C=C2)O)O)OC(=O)C
SMILES (Isomeric) CC1C(C(C(C(O1)O)OC(=O)C=CC2=CC=C(C=C2)O)O)OC(=O)C
InChI InChI=1S/C17H20O8/c1-9-15(24-10(2)18)14(21)16(17(22)23-9)25-13(20)8-5-11-3-6-12(19)7-4-11/h3-9,14-17,19,21-22H,1-2H3
InChI Key MDNCGEXTUODPTG-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H20O8
Molecular Weight 352.30 g/mol
Exact Mass 352.11581759 g/mol
Topological Polar Surface Area (TPSA) 123.00 Ų
XlogP 0.80
Atomic LogP (AlogP) 0.35
H-Bond Acceptor 8
H-Bond Donor 3
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (5-Acetyloxy-2,4-dihydroxy-6-methyloxan-3-yl) 3-(4-hydroxyphenyl)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 + 0.7690 76.90%
Caco-2 - 0.7557 75.57%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8857 88.57%
Subcellular localzation Mitochondria 0.6595 65.95%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.8536 85.36%
OATP1B3 inhibitior + 0.9035 90.35%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.7634 76.34%
P-glycoprotein inhibitior - 0.7404 74.04%
P-glycoprotein substrate - 0.8369 83.69%
CYP3A4 substrate + 0.5696 56.96%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8720 87.20%
CYP3A4 inhibition - 0.5970 59.70%
CYP2C9 inhibition - 0.7255 72.55%
CYP2C19 inhibition - 0.8383 83.83%
CYP2D6 inhibition - 0.9246 92.46%
CYP1A2 inhibition - 0.9188 91.88%
CYP2C8 inhibition - 0.5714 57.14%
CYP inhibitory promiscuity + 0.5000 50.00%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.8839 88.39%
Carcinogenicity (trinary) Non-required 0.4633 46.33%
Eye corrosion - 0.9728 97.28%
Eye irritation - 0.8772 87.72%
Skin irritation - 0.6459 64.59%
Skin corrosion - 0.9091 90.91%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5631 56.31%
Micronuclear + 0.8100 81.00%
Hepatotoxicity - 0.6527 65.27%
skin sensitisation - 0.8195 81.95%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity + 0.6000 60.00%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.6426 64.26%
Acute Oral Toxicity (c) III 0.7601 76.01%
Estrogen receptor binding - 0.5744 57.44%
Androgen receptor binding - 0.5288 52.88%
Thyroid receptor binding - 0.5416 54.16%
Glucocorticoid receptor binding - 0.6717 67.17%
Aromatase binding - 0.7730 77.30%
PPAR gamma - 0.6182 61.82%
Honey bee toxicity - 0.8283 82.83%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.5755 57.55%
Fish aquatic toxicity + 0.9508 95.08%

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 96.41% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.14% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 92.22% 96.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 91.67% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.22% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.18% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 86.98% 94.73%
CHEMBL2581 P07339 Cathepsin D 86.52% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 85.48% 99.17%
CHEMBL3194 P02766 Transthyretin 83.95% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 82.89% 91.49%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.60% 95.89%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 80.62% 85.00%

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.
Scrophularia ningpoensis

Cross-Links

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PubChem 162938659
LOTUS LTS0140283
wikiData Q105161842