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(2R,3R,4S,5S,6R)-6-[4-[8-[(2R,3S,4S,5R,6R)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic 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 20d62e1d-f297-4e2c-9f6d-7b21e9e71036
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-8-O-glucuronides
IUPAC Name (2R,3R,4S,5S,6R)-6-[4-[8-[(2R,3S,4S,5R,6R)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC5C(C(C(C(O5)C(=O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C(=C(C=C3O)O)O[C@@H]4[C@H]([C@H]([C@H]([C@@H](O4)C(=O)O)O)O)O)O)O[C@@H]5[C@H]([C@H]([C@H]([C@@H](O5)C(=O)O)O)O)O
InChI InChI=1S/C27H26O19/c28-7-3-6(1-2-11(7)43-26-18(36)14(32)16(34)22(45-26)24(38)39)12-5-9(30)13-8(29)4-10(31)20(21(13)42-12)44-27-19(37)15(33)17(35)23(46-27)25(40)41/h1-5,14-19,22-23,26-29,31-37H,(H,38,39)(H,40,41)/t14-,15-,16+,17+,18-,19-,22+,23+,26-,27-/m0/s1
InChI Key XHVVBGONQXFUQF-LHZYVSMWSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C27H26O19
Molecular Weight 654.50 g/mol
Exact Mass 654.10682860 g/mol
Topological Polar Surface Area (TPSA) 320.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -2.88
H-Bond Acceptor 17
H-Bond Donor 11
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of (2R,3R,4S,5S,6R)-6-[4-[8-[(2R,3S,4S,5R,6R)-6-carboxy-3,4,5-trihydroxyoxan-2-yl]oxy-5,7-dihydroxy-4-oxochromen-2-yl]-2-hydroxyphenoxy]-3,4,5-trihydroxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption + 0.7086 70.86%
Caco-2 - 0.9046 90.46%
Blood Brain Barrier - 0.8250 82.50%
Human oral bioavailability - 0.5571 55.71%
Subcellular localzation Mitochondria 0.6482 64.82%
OATP2B1 inhibitior - 0.5513 55.13%
OATP1B1 inhibitior + 0.9277 92.77%
OATP1B3 inhibitior + 0.9610 96.10%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.5371 53.71%
P-glycoprotein inhibitior + 0.6117 61.17%
P-glycoprotein substrate - 0.8212 82.12%
CYP3A4 substrate + 0.5717 57.17%
CYP2C9 substrate - 0.8160 81.60%
CYP2D6 substrate - 0.8805 88.05%
CYP3A4 inhibition - 0.7354 73.54%
CYP2C9 inhibition - 0.7205 72.05%
CYP2C19 inhibition - 0.8328 83.28%
CYP2D6 inhibition - 0.9625 96.25%
CYP1A2 inhibition - 0.7704 77.04%
CYP2C8 inhibition + 0.7997 79.97%
CYP inhibitory promiscuity - 0.8051 80.51%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6914 69.14%
Eye corrosion - 0.9919 99.19%
Eye irritation - 0.8853 88.53%
Skin irritation - 0.6185 61.85%
Skin corrosion - 0.9479 94.79%
Ames mutagenesis - 0.6564 65.64%
Human Ether-a-go-go-Related Gene inhibition - 0.4211 42.11%
Micronuclear + 0.9000 90.00%
Hepatotoxicity - 0.6250 62.50%
skin sensitisation - 0.8803 88.03%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.8610 86.10%
Acute Oral Toxicity (c) II 0.4816 48.16%
Estrogen receptor binding + 0.7138 71.38%
Androgen receptor binding + 0.6698 66.98%
Thyroid receptor binding - 0.4948 49.48%
Glucocorticoid receptor binding - 0.5105 51.05%
Aromatase binding - 0.5566 55.66%
PPAR gamma + 0.6663 66.63%
Honey bee toxicity - 0.7555 75.55%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.7200 72.00%
Fish aquatic toxicity + 0.9599 95.99%

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
CHEMBL1951 P21397 Monoamine oxidase A 97.53% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.21% 89.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 96.14% 91.11%
CHEMBL3194 P02766 Transthyretin 95.59% 90.71%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 94.20% 83.57%
CHEMBL2581 P07339 Cathepsin D 91.88% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 91.45% 94.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 91.02% 99.15%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 90.15% 89.23%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.49% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 89.37% 86.33%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 88.13% 83.00%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 87.09% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 86.71% 95.78%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.14% 95.56%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 84.63% 91.71%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.62% 90.71%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.91% 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.
Marchantia berteroana

Cross-Links

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PubChem 162880421
LOTUS LTS0000643
wikiData Q105328322