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2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-[4-hydroxy-6-methyl-5-oxo-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]chromen-4-one

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 7c470801-a6e5-40d6-8a67-52a1c82469c6
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid C-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[4-hydroxy-6-methyl-5-oxo-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2C(C(=O)C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)C)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OC2C(C(=O)C(OC2C3=C(C4=C(C=C3O)OC(=CC4=O)C5=CC(=C(C=C5)O)O)O)C)O)O)O)O
InChI InChI=1S/C27H28O14/c1-8-20(33)23(36)26(41-27-24(37)22(35)19(32)9(2)39-27)25(38-8)18-14(31)7-16-17(21(18)34)13(30)6-15(40-16)10-3-4-11(28)12(29)5-10/h3-9,19,22-29,31-32,34-37H,1-2H3
InChI Key GKLSYIMLZDYQBJ-UHFFFAOYSA-N
Popularity 25 references in papers

Physical and Chemical Properties

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Molecular Formula C27H28O14
Molecular Weight 576.50 g/mol
Exact Mass 576.14790556 g/mol
Topological Polar Surface Area (TPSA) 233.00 Ų
XlogP -0.30
Atomic LogP (AlogP) -0.12
H-Bond Acceptor 14
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[4-hydroxy-6-methyl-5-oxo-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]chromen-4-one
70255-49-1
DTXSID80990470
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[4-hydroxy-6-methyl-5-oxo-3-(3,4,5-trihydroxy-6-methyl-oxan-2-yl)oxy-oxan-2-yl]chromen-4-one
Flavone base + 4O, C-(dehydro-dHex)-dHex
2,6-Anhydro-1-deoxy-5-O-(6-deoxy-a-L-mannopyranosyl)-6-C-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-6-yl]-xylo-3-hexulose, 9CI
2,6-Anhydro-1-deoxy-5-O-(6-deoxyhexopyranosyl)-6-[2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-6-yl]hex-3-ulose
3',4',5,7-Tetrahydroxy-6-[a-L-rhamnopyranosyl(1->2)-2,6-anhydro-1-deoxy-xylo-3-hexulopyranosyl]flavone

2D Structure

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2D Structure of 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-6-[4-hydroxy-6-methyl-5-oxo-3-(3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxan-2-yl]chromen-4-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7155 71.55%
Caco-2 - 0.8931 89.31%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.7198 71.98%
OATP2B1 inhibitior - 0.5619 56.19%
OATP1B1 inhibitior + 0.8985 89.85%
OATP1B3 inhibitior + 0.9360 93.60%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.7756 77.56%
P-glycoprotein inhibitior - 0.5742 57.42%
P-glycoprotein substrate - 0.5373 53.73%
CYP3A4 substrate + 0.6502 65.02%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8669 86.69%
CYP3A4 inhibition - 0.8092 80.92%
CYP2C9 inhibition - 0.8456 84.56%
CYP2C19 inhibition - 0.9033 90.33%
CYP2D6 inhibition - 0.9601 96.01%
CYP1A2 inhibition - 0.8248 82.48%
CYP2C8 inhibition + 0.7732 77.32%
CYP inhibitory promiscuity - 0.7646 76.46%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6520 65.20%
Eye corrosion - 0.9908 99.08%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.7203 72.03%
Skin corrosion - 0.9297 92.97%
Ames mutagenesis + 0.6363 63.63%
Human Ether-a-go-go-Related Gene inhibition - 0.3905 39.05%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.7125 71.25%
skin sensitisation - 0.9162 91.62%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6375 63.75%
Nephrotoxicity - 0.9423 94.23%
Acute Oral Toxicity (c) III 0.5136 51.36%
Estrogen receptor binding + 0.8267 82.67%
Androgen receptor binding + 0.7613 76.13%
Thyroid receptor binding + 0.6012 60.12%
Glucocorticoid receptor binding + 0.7263 72.63%
Aromatase binding + 0.5368 53.68%
PPAR gamma + 0.7416 74.16%
Honey bee toxicity - 0.6100 61.00%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity + 0.6200 62.00%
Fish aquatic toxicity + 0.9691 96.91%

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 99.63% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.52% 91.49%
CHEMBL2581 P07339 Cathepsin D 98.01% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.49% 89.00%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 94.92% 83.57%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.81% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 92.67% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.91% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.41% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.12% 86.33%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.47% 97.36%
CHEMBL3401 O75469 Pregnane X receptor 86.25% 94.73%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 86.04% 83.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 85.15% 90.71%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.80% 99.23%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.40% 81.11%
CHEMBL3194 P02766 Transthyretin 80.86% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.65% 95.89%

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.
Zea mays

Cross-Links

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PubChem 194340
NPASS NPC87880
LOTUS LTS0019198
wikiData Q105010142