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2-(3,4-Dihydroxyphenyl)-3-[(2-O-I(2)-D-glucopyranosyl-I(2)-D-glucopyranosyl)oxy]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl I(2)-D-glucopyranosiduronic acid

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 221c9da9-7073-41ff-b8f8-d5e44c1662bd
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name (2S,3S,4S,5R,6S)-6-[3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxochromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C33H38O23/c34-6-14-17(39)20(42)24(46)32(52-14)56-29-22(44)18(40)15(7-35)53-33(29)54-27-19(41)16-12(38)4-9(50-31-25(47)21(43)23(45)28(55-31)30(48)49)5-13(16)51-26(27)8-1-2-10(36)11(37)3-8/h1-5,14-15,17-18,20-25,28-29,31-40,42-47H,6-7H2,(H,48,49)/t14-,15-,17-,18-,20+,21+,22+,23+,24-,25-,28+,29-,31-,32+,33+/m1/s1
InChI Key MBLCMVKVVNMTFV-MYTTYURUSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C33H38O23
Molecular Weight 802.60 g/mol
Exact Mass 802.18038746 g/mol
Topological Polar Surface Area (TPSA) 382.00 Ų
XlogP -2.80
Atomic LogP (AlogP) -5.15
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 10

Synonyms

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140163-57-1
2-(3,4-Dihydroxyphenyl)-3-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl beta-D-glucopyranosiduronic acid

2D Structure

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2D Structure of 2-(3,4-Dihydroxyphenyl)-3-[(2-O-I(2)-D-glucopyranosyl-I(2)-D-glucopyranosyl)oxy]-5-hydroxy-4-oxo-4H-1-benzopyran-7-yl I(2)-D-glucopyranosiduronic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6788 67.88%
Caco-2 - 0.9053 90.53%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.5329 53.29%
OATP2B1 inhibitior - 0.7067 70.67%
OATP1B1 inhibitior + 0.9290 92.90%
OATP1B3 inhibitior + 0.9724 97.24%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7281 72.81%
P-glycoprotein inhibitior + 0.6127 61.27%
P-glycoprotein substrate - 0.7114 71.14%
CYP3A4 substrate + 0.6595 65.95%
CYP2C9 substrate - 0.8147 81.47%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.9365 93.65%
CYP2C9 inhibition - 0.9171 91.71%
CYP2C19 inhibition - 0.9032 90.32%
CYP2D6 inhibition - 0.9596 95.96%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.8598 85.98%
CYP inhibitory promiscuity - 0.8607 86.07%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6966 69.66%
Eye corrosion - 0.9927 99.27%
Eye irritation - 0.9008 90.08%
Skin irritation - 0.8466 84.66%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis + 0.6236 62.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7340 73.40%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6716 67.16%
skin sensitisation - 0.9177 91.77%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.9267 92.67%
Acute Oral Toxicity (c) IV 0.5235 52.35%
Estrogen receptor binding + 0.7983 79.83%
Androgen receptor binding + 0.6588 65.88%
Thyroid receptor binding - 0.4913 49.13%
Glucocorticoid receptor binding - 0.6320 63.20%
Aromatase binding - 0.4880 48.80%
PPAR gamma + 0.7012 70.12%
Honey bee toxicity - 0.6889 68.89%
Biodegradation - 0.7500 75.00%
Crustacea aquatic toxicity - 0.6000 60.00%
Fish aquatic toxicity + 0.8498 84.98%

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 99.59% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.45% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.78% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.74% 99.15%
CHEMBL2581 P07339 Cathepsin D 94.15% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.89% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.61% 86.33%
CHEMBL3194 P02766 Transthyretin 91.11% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 89.79% 94.45%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 89.40% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.45% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 88.09% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.94% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 84.72% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.95% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.36% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 81.29% 97.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.47% 95.50%

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.
Allium cepa

Cross-Links

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PubChem 101920704
LOTUS LTS0036415
wikiData Q105160831