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[(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl] (E)-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 a7bd776a-7dcc-4e44-92a1-3ea9edfa13d4
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl] (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=CC=C1C=CC(=O)OC2C(C(C(OC2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1/C=C/C(=O)O[C@@H]2[C@H]([C@@H]([C@H](O[C@H]2OC3=CC(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)O)O)CO)O)O)O
InChI InChI=1S/C30H26O12/c31-14-24-27(37)28(38)29(42-25(36)10-3-15-1-6-17(32)7-2-15)30(41-24)39-19-11-20(34)26-21(35)13-22(40-23(26)12-19)16-4-8-18(33)9-5-16/h1-13,24,27-34,37-38H,14H2/b10-3+/t24-,27-,28+,29-,30-/m1/s1
InChI Key XDGSYLNVWAOCRH-ZZSHFKPLSA-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 3.20
Atomic LogP (AlogP) 2.02
H-Bond Acceptor 12
H-Bond Donor 6
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5S,6R)-4,5-dihydroxy-2-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxy-6-(hydroxymethyl)oxan-3-yl] (E)-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 - 0.5229 52.29%
Caco-2 - 0.9093 90.93%
Blood Brain Barrier - 0.6250 62.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5750 57.50%
OATP2B1 inhibitior - 0.5493 54.93%
OATP1B1 inhibitior + 0.9115 91.15%
OATP1B3 inhibitior + 0.9789 97.89%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior + 0.7704 77.04%
P-glycoprotein inhibitior + 0.6509 65.09%
P-glycoprotein substrate - 0.6905 69.05%
CYP3A4 substrate + 0.6346 63.46%
CYP2C9 substrate - 0.8095 80.95%
CYP2D6 substrate - 0.8711 87.11%
CYP3A4 inhibition - 0.9072 90.72%
CYP2C9 inhibition - 0.9259 92.59%
CYP2C19 inhibition - 0.9315 93.15%
CYP2D6 inhibition - 0.9466 94.66%
CYP1A2 inhibition - 0.9417 94.17%
CYP2C8 inhibition + 0.7985 79.85%
CYP inhibitory promiscuity - 0.8121 81.21%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6575 65.75%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8918 89.18%
Skin irritation - 0.8183 81.83%
Skin corrosion - 0.9616 96.16%
Ames mutagenesis - 0.6000 60.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4555 45.55%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7821 78.21%
skin sensitisation - 0.8973 89.73%
Respiratory toxicity + 0.5111 51.11%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6500 65.00%
Nephrotoxicity - 0.9568 95.68%
Acute Oral Toxicity (c) III 0.4127 41.27%
Estrogen receptor binding + 0.7900 79.00%
Androgen receptor binding + 0.8068 80.68%
Thyroid receptor binding + 0.5599 55.99%
Glucocorticoid receptor binding + 0.6460 64.60%
Aromatase binding + 0.5407 54.07%
PPAR gamma + 0.7527 75.27%
Honey bee toxicity - 0.6656 66.56%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6500 65.00%
Fish aquatic toxicity + 0.9257 92.57%

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 99.61% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.68% 89.00%
CHEMBL3194 P02766 Transthyretin 97.59% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 95.84% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 93.68% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.56% 86.33%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.98% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.81% 98.95%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.32% 97.09%
CHEMBL242 Q92731 Estrogen receptor beta 92.10% 98.35%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.96% 99.15%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 90.10% 91.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.77% 95.56%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 88.01% 83.57%
CHEMBL3922 P50579 Methionine aminopeptidase 2 87.71% 97.28%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 87.62% 96.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.26% 95.78%
CHEMBL3401 O75469 Pregnane X receptor 86.96% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.76% 99.17%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 85.27% 94.00%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.03% 95.64%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.57% 95.50%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.50% 95.89%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 81.40% 88.00%

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.
Echinops echinatus
Itoa orientalis

Cross-Links

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PubChem 101422301
LOTUS LTS0161136
wikiData Q105325700