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[6-[2-(3,4-Dihydroxyphenyl)-2-methoxyethoxy]-5-hydroxy-2-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxymethyl]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)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 2f311935-3b70-4219-9e86-1dd883cf5ef9
Taxonomy Phenylpropanoids and polyketides > Cinnamic acids and derivatives > Hydroxycinnamic acids and derivatives > Coumaric acids and derivatives
IUPAC Name [6-[2-(3,4-dihydroxyphenyl)-2-methoxyethoxy]-5-hydroxy-2-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxymethyl]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COCC4C(C(C(C(O4)O)O)O)O)OCC(C5=CC(=C(C=C5)O)O)OC)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)COCC4C(C(C(C(O4)O)O)O)O)OCC(C5=CC(=C(C=C5)O)O)OC)O)O)O)O
InChI InChI=1S/C36H48O21/c1-14-25(42)27(44)30(47)36(53-14)57-33-31(48)35(52-13-21(50-2)16-5-7-18(38)20(40)10-16)55-23(12-51-11-22-26(43)28(45)29(46)34(49)54-22)32(33)56-24(41)8-4-15-3-6-17(37)19(39)9-15/h3-10,14,21-23,25-40,42-49H,11-13H2,1-2H3
InChI Key WWYHYWAWKIOBGM-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C36H48O21
Molecular Weight 816.80 g/mol
Exact Mass 816.26880854 g/mol
Topological Polar Surface Area (TPSA) 334.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -3.05
H-Bond Acceptor 21
H-Bond Donor 12
Rotatable Bonds 14

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [6-[2-(3,4-Dihydroxyphenyl)-2-methoxyethoxy]-5-hydroxy-2-[(3,4,5,6-tetrahydroxyoxan-2-yl)methoxymethyl]-4-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-3-yl] 3-(3,4-dihydroxyphenyl)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 - 0.5323 53.23%
Caco-2 - 0.8949 89.49%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.7714 77.14%
Subcellular localzation Mitochondria 0.6907 69.07%
OATP2B1 inhibitior - 0.8629 86.29%
OATP1B1 inhibitior + 0.8478 84.78%
OATP1B3 inhibitior + 0.9563 95.63%
MATE1 inhibitior - 0.7600 76.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior + 0.6964 69.64%
P-glycoprotein inhibitior - 0.4537 45.37%
P-glycoprotein substrate + 0.5385 53.85%
CYP3A4 substrate + 0.6672 66.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8707 87.07%
CYP3A4 inhibition - 0.9261 92.61%
CYP2C9 inhibition - 0.8830 88.30%
CYP2C19 inhibition - 0.8704 87.04%
CYP2D6 inhibition - 0.8724 87.24%
CYP1A2 inhibition - 0.9062 90.62%
CYP2C8 inhibition + 0.6926 69.26%
CYP inhibitory promiscuity - 0.7739 77.39%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7230 72.30%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9162 91.62%
Skin irritation - 0.8297 82.97%
Skin corrosion - 0.9542 95.42%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7439 74.39%
Micronuclear - 0.5093 50.93%
Hepatotoxicity - 0.7823 78.23%
skin sensitisation - 0.8445 84.45%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.5889 58.89%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.9812 98.12%
Acute Oral Toxicity (c) III 0.7252 72.52%
Estrogen receptor binding + 0.7962 79.62%
Androgen receptor binding - 0.6709 67.09%
Thyroid receptor binding + 0.5780 57.80%
Glucocorticoid receptor binding + 0.5932 59.32%
Aromatase binding - 0.5086 50.86%
PPAR gamma + 0.7428 74.28%
Honey bee toxicity - 0.6388 63.88%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity + 0.5745 57.45%
Fish aquatic toxicity + 0.9119 91.19%

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 99.80% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.26% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 97.19% 96.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.16% 96.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.63% 86.33%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.38% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 94.95% 94.73%
CHEMBL2581 P07339 Cathepsin D 92.26% 98.95%
CHEMBL226 P30542 Adenosine A1 receptor 92.05% 95.93%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.19% 99.17%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 88.43% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.52% 95.56%
CHEMBL4208 P20618 Proteasome component C5 87.26% 90.00%
CHEMBL3194 P02766 Transthyretin 87.24% 90.71%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.16% 94.80%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.63% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.02% 86.92%
CHEMBL2335 P42785 Lysosomal Pro-X carboxypeptidase 84.08% 100.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.01% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.45% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.01% 97.09%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162903598
LOTUS LTS0153376
wikiData Q105314424