[2-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate

Details

Top
Internal ID 418f0fd9-08de-4e87-b379-c4851001d628
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [2-[5,7-dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) C1=CC(=CC=C1C=CC(=O)OC2C(C(OC(C2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O
SMILES (Isomeric) C1=CC(=CC=C1C=CC(=O)OC2C(C(OC(C2O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)CO)O)O
InChI InChI=1S/C30H26O13/c31-13-21-24(37)28(42-22(36)10-3-14-1-6-16(32)7-2-14)26(39)30(41-21)43-29-25(38)23-19(35)11-18(34)12-20(23)40-27(29)15-4-8-17(33)9-5-15/h1-12,21,24,26,28,30-35,37,39H,13H2
InChI Key VNHVNFCIDMAHID-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

Top
Molecular Formula C30H26O13
Molecular Weight 594.50 g/mol
Exact Mass 594.13734088 g/mol
Topological Polar Surface Area (TPSA) 213.00 Ų
XlogP 3.00
Atomic LogP (AlogP) 1.73
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 7

Synonyms

Top
There are no found synonyms.

2D Structure

Top
2D Structure of [2-[5,7-Dihydroxy-2-(4-hydroxyphenyl)-4-oxochromen-3-yl]oxy-3,5-dihydroxy-6-(hydroxymethyl)oxan-4-yl] 3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

Top

ADMET Properties (via admetSAR 2)

Top
Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.8437 84.37%
Caco-2 - 0.9133 91.33%
Blood Brain Barrier - 0.8750 87.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.5299 52.99%
OATP2B1 inhibitior - 0.5507 55.07%
OATP1B1 inhibitior + 0.8618 86.18%
OATP1B3 inhibitior + 0.8504 85.04%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8281 82.81%
P-glycoprotein inhibitior + 0.6832 68.32%
P-glycoprotein substrate - 0.5872 58.72%
CYP3A4 substrate + 0.6615 66.15%
CYP2C9 substrate - 0.8058 80.58%
CYP2D6 substrate - 0.8725 87.25%
CYP3A4 inhibition - 0.8703 87.03%
CYP2C9 inhibition - 0.7541 75.41%
CYP2C19 inhibition - 0.8382 83.82%
CYP2D6 inhibition - 0.9483 94.83%
CYP1A2 inhibition - 0.9403 94.03%
CYP2C8 inhibition + 0.8840 88.40%
CYP inhibitory promiscuity - 0.6233 62.33%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7106 71.06%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.8690 86.90%
Skin irritation - 0.7998 79.98%
Skin corrosion - 0.9596 95.96%
Ames mutagenesis + 0.5663 56.63%
Human Ether-a-go-go-Related Gene inhibition - 0.3711 37.11%
Micronuclear + 0.6933 69.33%
Hepatotoxicity - 0.7071 70.71%
skin sensitisation - 0.8488 84.88%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity + 0.7444 74.44%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.8819 88.19%
Acute Oral Toxicity (c) III 0.3984 39.84%
Estrogen receptor binding + 0.8020 80.20%
Androgen receptor binding + 0.8177 81.77%
Thyroid receptor binding + 0.5561 55.61%
Glucocorticoid receptor binding + 0.7002 70.02%
Aromatase binding + 0.5198 51.98%
PPAR gamma + 0.7216 72.16%
Honey bee toxicity - 0.7223 72.23%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5700 57.00%
Fish aquatic toxicity + 0.9295 92.95%

Targets

Top

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 99.63% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.49% 89.00%
CHEMBL3194 P02766 Transthyretin 96.28% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 94.67% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 94.45% 86.33%
CHEMBL2581 P07339 Cathepsin D 94.44% 98.95%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 92.00% 94.45%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.29% 99.17%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.23% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.09% 86.92%
CHEMBL1951 P21397 Monoamine oxidase A 90.17% 91.49%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 88.68% 96.00%
CHEMBL3401 O75469 Pregnane X receptor 88.30% 94.73%
CHEMBL242 Q92731 Estrogen receptor beta 87.19% 98.35%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.83% 97.09%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 86.70% 96.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 85.91% 95.78%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 84.62% 88.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 83.42% 99.15%
CHEMBL3922 P50579 Methionine aminopeptidase 2 81.18% 97.28%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 80.79% 91.71%
CHEMBL1929 P47989 Xanthine dehydrogenase 80.62% 96.12%

Plants that contains it

Top
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.
Abies spectabilis

Cross-Links

Top
PubChem 73820862
LOTUS LTS0051679
wikiData Q105289627