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2-[3,4-bis[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]phenyl]-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-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 986469f9-306e-4b35-a590-87c78c7a683e
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-[3,4-bis[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]phenyl]-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)OC6C(C(C(C(O6)CO)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O[C@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O[C@H]6[C@H]([C@H]([C@@H]([C@H](O6)CO)O)O)O
InChI InChI=1S/C33H40O22/c34-6-15-19(39)23(43)26(46)31(52-15)50-12-2-1-9(3-13(12)51-32-27(47)24(44)20(40)16(7-35)53-32)29-30(22(42)18-11(38)4-10(37)5-14(18)49-29)55-33-28(48)25(45)21(41)17(8-36)54-33/h1-5,15-17,19-21,23-28,31-41,43-48H,6-8H2/t15-,16-,17-,19-,20-,21-,23+,24+,25+,26+,27+,28-,31-,32-,33+/m1/s1
InChI Key ORLCCXFOUIQWHP-CFWNRWFNSA-N
Popularity 1 reference in papers

Physical and Chemical Properties

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Molecular Formula C33H40O22
Molecular Weight 788.70 g/mol
Exact Mass 788.20112290 g/mol
Topological Polar Surface Area (TPSA) 365.00 Ų
XlogP -3.20
Atomic LogP (AlogP) -5.59
H-Bond Acceptor 22
H-Bond Donor 14
Rotatable Bonds 10

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[3,4-bis[[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy]phenyl]-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-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 - 0.5736 57.36%
Caco-2 - 0.9114 91.14%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.5689 56.89%
OATP1B1 inhibitior + 0.9036 90.36%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.4699 46.99%
P-glycoprotein inhibitior + 0.5836 58.36%
P-glycoprotein substrate - 0.7383 73.83%
CYP3A4 substrate + 0.6105 61.05%
CYP2C9 substrate - 0.6762 67.62%
CYP2D6 substrate - 0.8575 85.75%
CYP3A4 inhibition - 0.9390 93.90%
CYP2C9 inhibition - 0.9315 93.15%
CYP2C19 inhibition - 0.9047 90.47%
CYP2D6 inhibition - 0.9458 94.58%
CYP1A2 inhibition - 0.9180 91.80%
CYP2C8 inhibition + 0.8839 88.39%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8997 89.97%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.5900 59.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7610 76.10%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.6172 61.72%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.6000 60.00%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.7845 78.45%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.7993 79.93%
Androgen receptor binding + 0.6104 61.04%
Thyroid receptor binding - 0.4918 49.18%
Glucocorticoid receptor binding - 0.5999 59.99%
Aromatase binding + 0.5517 55.17%
PPAR gamma + 0.7085 70.85%
Honey bee toxicity - 0.7516 75.16%
Biodegradation - 0.7250 72.50%
Crustacea aquatic toxicity - 0.6499 64.99%
Fish aquatic toxicity + 0.7958 79.58%

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 97.45% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.18% 89.00%
CHEMBL2581 P07339 Cathepsin D 95.16% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 94.63% 94.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 92.59% 95.78%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 91.63% 86.92%
CHEMBL3194 P02766 Transthyretin 91.23% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.17% 99.17%
CHEMBL1293249 Q13887 Kruppel-like factor 5 90.15% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 88.61% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 88.52% 94.73%
CHEMBL1951 P21397 Monoamine oxidase A 88.29% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 86.88% 95.64%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 86.82% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 85.02% 95.56%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.37% 95.53%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162910835
LOTUS LTS0147579
wikiData Q105198020