[(2R,3S,4S,5R,6S)-6-[4-[(2S,3S)-3,5-dihydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

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Internal ID 41369f15-b876-4021-ba2a-fd7be18949af
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name [(2R,3S,4S,5R,6S)-6-[4-[(2S,3S)-3,5-dihydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) COC1=CC(=C2C(=C1)OC(C(C2=O)O)C3=CC=C(C=C3)OC4C(C(C(C(O4)COC(=O)C=CC5=CC=C(C=C5)O)O)O)O)O
SMILES (Isomeric) COC1=CC(=C2C(=C1)O[C@H]([C@@H](C2=O)O)C3=CC=C(C=C3)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)COC(=O)/C=C/C5=CC=C(C=C5)O)O)O)O)O
InChI InChI=1S/C31H30O13/c1-40-19-12-20(33)24-21(13-19)43-30(28(38)26(24)36)16-5-9-18(10-6-16)42-31-29(39)27(37)25(35)22(44-31)14-41-23(34)11-4-15-2-7-17(32)8-3-15/h2-13,22,25,27-33,35,37-39H,14H2,1H3/b11-4+/t22-,25-,27+,28-,29-,30+,31-/m1/s1
InChI Key YYBSRAZZCBNBBC-JQQBFARSSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C31H30O13
Molecular Weight 610.60 g/mol
Exact Mass 610.16864101 g/mol
Topological Polar Surface Area (TPSA) 202.00 Ų
XlogP 2.10
Atomic LogP (AlogP) 1.23
H-Bond Acceptor 13
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3S,4S,5R,6S)-6-[4-[(2S,3S)-3,5-dihydroxy-7-methoxy-4-oxo-2,3-dihydrochromen-2-yl]phenoxy]-3,4,5-trihydroxyoxan-2-yl]methyl (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 + 0.5720 57.20%
Caco-2 - 0.8954 89.54%
Blood Brain Barrier - 0.8000 80.00%
Human oral bioavailability - 0.8714 87.14%
Subcellular localzation Mitochondria 0.5995 59.95%
OATP2B1 inhibitior - 0.7093 70.93%
OATP1B1 inhibitior + 0.8530 85.30%
OATP1B3 inhibitior + 0.9809 98.09%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior + 0.7593 75.93%
P-glycoprotein inhibitior + 0.6960 69.60%
P-glycoprotein substrate - 0.7368 73.68%
CYP3A4 substrate + 0.6617 66.17%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8685 86.85%
CYP3A4 inhibition - 0.8925 89.25%
CYP2C9 inhibition - 0.8007 80.07%
CYP2C19 inhibition - 0.8490 84.90%
CYP2D6 inhibition - 0.9305 93.05%
CYP1A2 inhibition - 0.9125 91.25%
CYP2C8 inhibition + 0.7306 73.06%
CYP inhibitory promiscuity - 0.7321 73.21%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6214 62.14%
Eye corrosion - 0.9896 98.96%
Eye irritation - 0.9021 90.21%
Skin irritation - 0.8169 81.69%
Skin corrosion - 0.9464 94.64%
Ames mutagenesis - 0.6500 65.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6430 64.30%
Micronuclear + 0.7292 72.92%
Hepatotoxicity - 0.6750 67.50%
skin sensitisation - 0.9075 90.75%
Respiratory toxicity - 0.6222 62.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.5875 58.75%
Nephrotoxicity - 0.7608 76.08%
Acute Oral Toxicity (c) III 0.5749 57.49%
Estrogen receptor binding + 0.7470 74.70%
Androgen receptor binding + 0.6554 65.54%
Thyroid receptor binding + 0.5312 53.12%
Glucocorticoid receptor binding + 0.6075 60.75%
Aromatase binding - 0.5552 55.52%
PPAR gamma + 0.7185 71.85%
Honey bee toxicity - 0.7942 79.42%
Biodegradation - 0.9250 92.50%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9399 93.99%

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 99.43% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.62% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 96.39% 96.09%
CHEMBL3137262 O60341 LSD1/CoREST complex 95.57% 97.09%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.45% 89.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 93.93% 95.56%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.62% 99.17%
CHEMBL226 P30542 Adenosine A1 receptor 91.95% 95.93%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 91.95% 85.14%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 91.85% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 91.77% 94.73%
CHEMBL2581 P07339 Cathepsin D 89.10% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.26% 99.15%
CHEMBL4208 P20618 Proteasome component C5 87.10% 90.00%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 85.04% 99.23%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.57% 94.45%
CHEMBL2007 P16234 Platelet-derived growth factor receptor alpha 83.16% 91.07%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.00% 95.50%
CHEMBL3194 P02766 Transthyretin 82.89% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 81.82% 95.89%
CHEMBL2535 P11166 Glucose transporter 81.20% 98.75%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.54% 91.71%
CHEMBL1951 P21397 Monoamine oxidase A 80.08% 91.49%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 80.01% 86.92%

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.
Corymbia maculata

Cross-Links

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PubChem 163191418
LOTUS LTS0018615
wikiData Q105368375