[5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,6-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-7-yl] 3,4,5,6-tetrahydroxyoxane-2-carboxylate

Details

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Internal ID e6bba1c2-72cd-40b8-b431-97aa98473eae
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name [5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,6-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-7-yl] 3,4,5,6-tetrahydroxyoxane-2-carboxylate
SMILES (Canonical) C1=CC(=CC=C1C2=C(C(=O)C3=C(C(=C(C=C3O2)OC(=O)C4C(C(C(C(O4)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=C(C(=O)C3=C(C(=C(C=C3O2)OC(=O)C4C(C(C(C(O4)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O)OC6C(C(C(C(O6)CO)O)O)O)O
InChI InChI=1S/C33H38O23/c34-6-12-15(37)19(41)24(46)32(52-12)55-27-11(51-31(49)29-22(44)21(43)23(45)30(48)54-29)5-10-14(17(27)39)18(40)28(26(50-10)8-1-3-9(36)4-2-8)56-33-25(47)20(42)16(38)13(7-35)53-33/h1-5,12-13,15-16,19-25,29-30,32-39,41-48H,6-7H2
InChI Key OGRVVKUWKLCQQS-UHFFFAOYSA-N
Popularity 0 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 -3.50
Atomic LogP (AlogP) -6.07
H-Bond Acceptor 23
H-Bond Donor 14
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,6-bis[[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]chromen-7-yl] 3,4,5,6-tetrahydroxyoxane-2-carboxylate

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 - 0.9102 91.02%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7571 75.71%
Subcellular localzation Mitochondria 0.5329 53.29%
OATP2B1 inhibitior - 0.5673 56.73%
OATP1B1 inhibitior + 0.8549 85.49%
OATP1B3 inhibitior + 0.9724 97.24%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior - 0.5412 54.12%
P-glycoprotein inhibitior + 0.5812 58.12%
P-glycoprotein substrate - 0.5900 59.00%
CYP3A4 substrate + 0.6457 64.57%
CYP2C9 substrate - 0.6305 63.05%
CYP2D6 substrate - 0.8694 86.94%
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 + 0.8632 86.32%
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 - 0.8961 89.61%
Skin irritation - 0.8466 84.66%
Skin corrosion - 0.9636 96.36%
Ames mutagenesis + 0.5100 51.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7250 72.50%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6821 68.21%
skin sensitisation - 0.9177 91.77%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7556 75.56%
Mitochondrial toxicity + 0.7000 70.00%
Nephrotoxicity - 0.8818 88.18%
Acute Oral Toxicity (c) IV 0.5235 52.35%
Estrogen receptor binding + 0.8133 81.33%
Androgen receptor binding + 0.7305 73.05%
Thyroid receptor binding - 0.5000 50.00%
Glucocorticoid receptor binding - 0.6035 60.35%
Aromatase binding - 0.5179 51.79%
PPAR gamma + 0.7376 73.76%
Honey bee toxicity - 0.6386 63.86%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6799 67.99%
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 99.05% 91.11%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 97.60% 95.64%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.18% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.42% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.00% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.94% 99.17%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.71% 94.45%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.82% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.59% 86.92%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 87.45% 85.14%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.28% 86.33%
CHEMBL3401 O75469 Pregnane X receptor 87.27% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.00% 96.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 84.39% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 84.31% 95.89%
CHEMBL3194 P02766 Transthyretin 83.57% 90.71%
CHEMBL220 P22303 Acetylcholinesterase 82.19% 94.45%

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.
Carthamus tinctorius

Cross-Links

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PubChem 163033451
LOTUS LTS0254820
wikiData Q105191796