6-[2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid

Details

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Internal ID 9d54e2d7-1950-42e1-9cd1-b3d97878129b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glucuronides > Flavonoid-7-O-glucuronides
IUPAC Name 6-[2-(3,4-dihydroxyphenyl)-5-hydroxy-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-3,4,5-trihydroxyoxane-2-carboxylic acid
SMILES (Canonical) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)OC4C(C(C(C(O4)C(=O)O)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)O
InChI InChI=1S/C27H28O18/c28-6-13-15(32)17(34)20(37)27(43-13)44-23-16(33)14-11(31)4-8(41-26-21(38)18(35)19(36)24(45-26)25(39)40)5-12(14)42-22(23)7-1-2-9(29)10(30)3-7/h1-5,13,15,17-21,24,26-32,34-38H,6H2,(H,39,40)
InChI Key KUHVZFKJXHIRDW-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H28O18
Molecular Weight 640.50 g/mol
Exact Mass 640.12756404 g/mol
Topological Polar Surface Area (TPSA) 303.00 Ų
XlogP -1.20
Atomic LogP (AlogP) -2.97
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 6-[2-(3,4-Dihydroxyphenyl)-5-hydroxy-4-oxo-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-7-yl]oxy-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 - 0.6249 62.49%
Caco-2 - 0.9213 92.13%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.7429 74.29%
Subcellular localzation Mitochondria 0.5589 55.89%
OATP2B1 inhibitior - 0.5513 55.13%
OATP1B1 inhibitior + 0.9359 93.59%
OATP1B3 inhibitior + 0.9680 96.80%
MATE1 inhibitior - 0.8000 80.00%
OCT2 inhibitior - 0.7250 72.50%
BSEP inhibitior + 0.6646 66.46%
P-glycoprotein inhibitior - 0.4618 46.18%
P-glycoprotein substrate - 0.8161 81.61%
CYP3A4 substrate + 0.6266 62.66%
CYP2C9 substrate - 0.8147 81.47%
CYP2D6 substrate - 0.8766 87.66%
CYP3A4 inhibition - 0.9184 91.84%
CYP2C9 inhibition - 0.9174 91.74%
CYP2C19 inhibition - 0.9299 92.99%
CYP2D6 inhibition - 0.9641 96.41%
CYP1A2 inhibition - 0.9320 93.20%
CYP2C8 inhibition + 0.8743 87.43%
CYP inhibitory promiscuity - 0.8782 87.82%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7263 72.63%
Eye corrosion - 0.9928 99.28%
Eye irritation - 0.8862 88.62%
Skin irritation - 0.8274 82.74%
Skin corrosion - 0.9638 96.38%
Ames mutagenesis + 0.6036 60.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7382 73.82%
Micronuclear + 0.6633 66.33%
Hepatotoxicity - 0.6875 68.75%
skin sensitisation - 0.9201 92.01%
Respiratory toxicity + 0.7111 71.11%
Reproductive toxicity + 0.7667 76.67%
Mitochondrial toxicity + 0.6875 68.75%
Nephrotoxicity - 0.9111 91.11%
Acute Oral Toxicity (c) IV 0.4205 42.05%
Estrogen receptor binding + 0.7289 72.89%
Androgen receptor binding + 0.6478 64.78%
Thyroid receptor binding - 0.5281 52.81%
Glucocorticoid receptor binding - 0.5555 55.55%
Aromatase binding - 0.5206 52.06%
PPAR gamma + 0.6576 65.76%
Honey bee toxicity - 0.7418 74.18%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
Fish aquatic toxicity + 0.8695 86.95%

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 99.52% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.79% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.34% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 95.33% 99.15%
CHEMBL2581 P07339 Cathepsin D 94.65% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.81% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.25% 86.33%
CHEMBL3194 P02766 Transthyretin 90.94% 90.71%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 89.90% 95.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 88.82% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.45% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 87.81% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.69% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 85.72% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.09% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.35% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.67% 95.78%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.96% 96.09%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 80.54% 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.
Tulipa gesneriana

Cross-Links

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PubChem 14841206
LOTUS LTS0042029
wikiData Q105146161