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[(2S,3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (Z)-3-(4-hydroxyphenyl)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 faf0f987-ae98-422f-831a-b75979153b51
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [(2S,3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (Z)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)C=CC5=CC=C(C=C5)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(OC3=CC(=CC(=C3C2=O)O)O)C4=CC=C(C=C4)O)OC(=O)/C=C\C5=CC=C(C=C5)O)O)O
InChI InChI=1S/C30H26O12/c1-14-24(36)26(38)29(41-22(35)11-4-15-2-7-17(31)8-3-15)30(39-14)42-28-25(37)23-20(34)12-19(33)13-21(23)40-27(28)16-5-9-18(32)10-6-16/h2-14,24,26,29-34,36,38H,1H3/b11-4-/t14-,24-,26+,29-,30-/m0/s1
InChI Key XTSAKAIOOOOJPS-PIBYJTFGSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C30H26O12
Molecular Weight 578.50 g/mol
Exact Mass 578.14242626 g/mol
Topological Polar Surface Area (TPSA) 192.00 Ų
XlogP 3.50
Atomic LogP (AlogP) 2.75
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3S,4R,5R,6S)-2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-4,5-dihydroxy-6-methyloxan-3-yl] (Z)-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 + 0.8382 83.82%
Caco-2 - 0.8608 86.08%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.8000 80.00%
Subcellular localzation Mitochondria 0.6446 64.46%
OATP2B1 inhibitior - 0.5542 55.42%
OATP1B1 inhibitior + 0.8587 85.87%
OATP1B3 inhibitior + 0.9791 97.91%
MATE1 inhibitior - 0.9600 96.00%
OCT2 inhibitior - 0.9250 92.50%
BSEP inhibitior + 0.8550 85.50%
P-glycoprotein inhibitior + 0.7302 73.02%
P-glycoprotein substrate + 0.5400 54.00%
CYP3A4 substrate + 0.6658 66.58%
CYP2C9 substrate - 0.8189 81.89%
CYP2D6 substrate - 0.8775 87.75%
CYP3A4 inhibition - 0.7348 73.48%
CYP2C9 inhibition - 0.6033 60.33%
CYP2C19 inhibition - 0.7330 73.30%
CYP2D6 inhibition - 0.9586 95.86%
CYP1A2 inhibition - 0.7881 78.81%
CYP2C8 inhibition + 0.8963 89.63%
CYP inhibitory promiscuity - 0.5988 59.88%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.4862 48.62%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8839 88.39%
Skin irritation - 0.6624 66.24%
Skin corrosion - 0.9146 91.46%
Ames mutagenesis - 0.5274 52.74%
Human Ether-a-go-go-Related Gene inhibition + 0.6996 69.96%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.8517 85.17%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9468 94.68%
Acute Oral Toxicity (c) III 0.4728 47.28%
Estrogen receptor binding + 0.8155 81.55%
Androgen receptor binding + 0.8075 80.75%
Thyroid receptor binding + 0.6075 60.75%
Glucocorticoid receptor binding + 0.7705 77.05%
Aromatase binding - 0.6115 61.15%
PPAR gamma + 0.7618 76.18%
Honey bee toxicity - 0.7648 76.48%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity + 0.5300 53.00%
Fish aquatic toxicity + 0.9842 98.42%

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 99.29% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 99.09% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 98.95% 91.49%
CHEMBL1293249 Q13887 Kruppel-like factor 5 97.40% 86.33%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.27% 95.64%
CHEMBL3194 P02766 Transthyretin 96.29% 90.71%
CHEMBL2581 P07339 Cathepsin D 95.50% 98.95%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 92.38% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 90.84% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.12% 99.17%
CHEMBL242 Q92731 Estrogen receptor beta 88.09% 98.35%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.57% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 85.68% 96.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.66% 95.78%
CHEMBL4208 P20618 Proteasome component C5 85.23% 90.00%
CHEMBL3959 P16083 Quinone reductase 2 84.33% 89.49%
CHEMBL2085 P14174 Macrophage migration inhibitory factor 83.60% 80.78%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.45% 94.45%
CHEMBL245 P20309 Muscarinic acetylcholine receptor M3 82.05% 97.53%
CHEMBL1929 P47989 Xanthine dehydrogenase 81.64% 96.12%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.49% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 81.48% 99.23%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 80.72% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 80.65% 99.15%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.64% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.05% 91.71%

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 162981945
LOTUS LTS0167434
wikiData Q105341841