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2-(3,4-dihydroxyphenyl)-5-methoxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]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 7494660b-d50d-4379-8c01-3fecc76ae3f3
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5-methoxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) COC1=CC(=CC2=C1C(=O)C=C(O2)C3=CC(=C(C=C3)O)O)OC4C(C(C(C(O4)COC5C(C(C(CO5)O)O)O)O)O)O
SMILES (Isomeric) COC1=CC(=CC2=C1C(=O)C=C(O2)C3=CC(=C(C=C3)O)O)O[C@H]4[C@H]([C@H]([C@@H]([C@H](O4)CO[C@H]5[C@H]([C@H]([C@@H](CO5)O)O)O)O)O)O
InChI InChI=1S/C27H30O15/c1-37-17-5-11(6-18-20(17)14(30)7-16(41-18)10-2-3-12(28)13(29)4-10)40-27-25(36)23(34)22(33)19(42-27)9-39-26-24(35)21(32)15(31)8-38-26/h2-7,15,19,21-29,31-36H,8-9H2,1H3/t15-,19-,21+,22-,23+,24+,25+,26+,27-/m1/s1
InChI Key USAYZSRSHJHFGH-IFOWKGOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O15
Molecular Weight 594.50 g/mol
Exact Mass 594.15847025 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -1.80
Atomic LogP (AlogP) -1.48
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-dihydroxyphenyl)-5-methoxy-7-[(2S,3S,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2S,3S,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxymethyl]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 + 0.5869 58.69%
Caco-2 - 0.9118 91.18%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6520 65.20%
OATP2B1 inhibitior - 0.7099 70.99%
OATP1B1 inhibitior + 0.9268 92.68%
OATP1B3 inhibitior + 0.9536 95.36%
MATE1 inhibitior - 0.8400 84.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.4836 48.36%
P-glycoprotein inhibitior - 0.7190 71.90%
P-glycoprotein substrate + 0.5922 59.22%
CYP3A4 substrate + 0.6304 63.04%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8321 83.21%
CYP3A4 inhibition - 0.9412 94.12%
CYP2C9 inhibition - 0.9439 94.39%
CYP2C19 inhibition - 0.8989 89.89%
CYP2D6 inhibition - 0.9172 91.72%
CYP1A2 inhibition - 0.9037 90.37%
CYP2C8 inhibition + 0.6840 68.40%
CYP inhibitory promiscuity - 0.8756 87.56%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.6679 66.79%
Eye corrosion - 0.9910 99.10%
Eye irritation - 0.9273 92.73%
Skin irritation - 0.8291 82.91%
Skin corrosion - 0.9599 95.99%
Ames mutagenesis + 0.6436 64.36%
Human Ether-a-go-go-Related Gene inhibition + 0.7299 72.99%
Micronuclear + 0.6074 60.74%
Hepatotoxicity - 0.9125 91.25%
skin sensitisation - 0.9195 91.95%
Respiratory toxicity - 0.5000 50.00%
Reproductive toxicity + 0.8778 87.78%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.9508 95.08%
Acute Oral Toxicity (c) III 0.6736 67.36%
Estrogen receptor binding + 0.7870 78.70%
Androgen receptor binding + 0.6189 61.89%
Thyroid receptor binding - 0.5218 52.18%
Glucocorticoid receptor binding - 0.4942 49.42%
Aromatase binding + 0.5605 56.05%
PPAR gamma + 0.6934 69.34%
Honey bee toxicity - 0.7082 70.82%
Biodegradation - 0.8500 85.00%
Crustacea aquatic toxicity - 0.6649 66.49%
Fish aquatic toxicity + 0.8179 81.79%

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 99.76% 91.11%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 98.09% 85.14%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.78% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.21% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.13% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.76% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.32% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.42% 86.33%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.54% 97.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.00% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 88.92% 95.89%
CHEMBL220 P22303 Acetylcholinesterase 88.30% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 88.16% 91.49%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.33% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 85.45% 94.45%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 83.37% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 83.28% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 82.34% 97.36%
CHEMBL4208 P20618 Proteasome component C5 82.34% 90.00%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 81.24% 96.00%
CHEMBL1907 P15144 Aminopeptidase N 81.03% 93.31%
CHEMBL2373 P21730 C5a anaphylatoxin chemotactic receptor 80.53% 92.62%

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.
Dirca palustris

Cross-Links

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PubChem 162818611
LOTUS LTS0044045
wikiData Q105278103