[(2S)-2-hydroxy-2-[(2S,3S,4R)-4-hydroxy-3-methoxy-5-oxooxolan-2-yl]ethyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate

Details

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Internal ID d796fc49-79c9-4ad9-8c8d-4e8884b87b6c
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [(2S)-2-hydroxy-2-[(2S,3S,4R)-4-hydroxy-3-methoxy-5-oxooxolan-2-yl]ethyl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES (Canonical) COC1C(C(=O)OC1C(COC(=O)C=CC2=CC(=C(C=C2)O)OC)O)O
SMILES (Isomeric) CO[C@H]1[C@H](C(=O)O[C@H]1[C@H](COC(=O)/C=C/C2=CC(=C(C=C2)O)OC)O)O
InChI InChI=1S/C17H20O9/c1-23-12-7-9(3-5-10(12)18)4-6-13(20)25-8-11(19)15-16(24-2)14(21)17(22)26-15/h3-7,11,14-16,18-19,21H,8H2,1-2H3/b6-4+/t11-,14+,15-,16-/m0/s1
InChI Key KPNBKBCPBQXMOZ-PBVOQYKCSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C17H20O9
Molecular Weight 368.30 g/mol
Exact Mass 368.11073221 g/mol
Topological Polar Surface Area (TPSA) 132.00 Ų
XlogP 0.20
Atomic LogP (AlogP) -0.38
H-Bond Acceptor 9
H-Bond Donor 3
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S)-2-hydroxy-2-[(2S,3S,4R)-4-hydroxy-3-methoxy-5-oxooxolan-2-yl]ethyl] (E)-3-(4-hydroxy-3-methoxyphenyl)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 + 0.9618 96.18%
Caco-2 - 0.8135 81.35%
Blood Brain Barrier + 0.6250 62.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.7898 78.98%
OATP2B1 inhibitior - 0.8606 86.06%
OATP1B1 inhibitior + 0.9121 91.21%
OATP1B3 inhibitior + 0.9109 91.09%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior - 0.5840 58.40%
P-glycoprotein inhibitior - 0.7376 73.76%
P-glycoprotein substrate - 0.7062 70.62%
CYP3A4 substrate + 0.5655 56.55%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8435 84.35%
CYP3A4 inhibition - 0.7924 79.24%
CYP2C9 inhibition - 0.7379 73.79%
CYP2C19 inhibition - 0.7439 74.39%
CYP2D6 inhibition - 0.8931 89.31%
CYP1A2 inhibition - 0.6332 63.32%
CYP2C8 inhibition + 0.4776 47.76%
CYP inhibitory promiscuity - 0.7190 71.90%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9328 93.28%
Carcinogenicity (trinary) Non-required 0.6599 65.99%
Eye corrosion - 0.9753 97.53%
Eye irritation - 0.9449 94.49%
Skin irritation - 0.7725 77.25%
Skin corrosion - 0.9490 94.90%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6589 65.89%
Micronuclear + 0.6165 61.65%
Hepatotoxicity - 0.7000 70.00%
skin sensitisation - 0.6443 64.43%
Respiratory toxicity + 0.5444 54.44%
Reproductive toxicity + 0.6333 63.33%
Mitochondrial toxicity - 0.7125 71.25%
Nephrotoxicity - 0.8924 89.24%
Acute Oral Toxicity (c) III 0.6270 62.70%
Estrogen receptor binding + 0.7051 70.51%
Androgen receptor binding + 0.5628 56.28%
Thyroid receptor binding - 0.5870 58.70%
Glucocorticoid receptor binding - 0.4718 47.18%
Aromatase binding - 0.6812 68.12%
PPAR gamma - 0.5353 53.53%
Honey bee toxicity - 0.8070 80.70%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.8634 86.34%

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 98.74% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.03% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.33% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 94.74% 95.56%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 94.54% 96.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 93.89% 89.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.56% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.13% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.92% 85.14%
CHEMBL3194 P02766 Transthyretin 89.00% 90.71%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.88% 89.62%
CHEMBL3137262 O60341 LSD1/CoREST complex 83.95% 97.09%
CHEMBL2413 P32246 C-C chemokine receptor type 1 82.16% 89.50%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 81.94% 92.62%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.98% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 80.32% 94.73%

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.
Phellodendron chinense

Cross-Links

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PubChem 163191024
LOTUS LTS0270043
wikiData Q104999752