2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-[4,5,6-trihydroxy-3-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Details

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Internal ID 393f62a2-fbe7-451b-a45c-e400b79e917b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[4,5,6-trihydroxy-3-(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)O)O)O)CO)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)O)O)O)CO)O)O
InChI InChI=1S/C21H20O12/c22-6-9-15(27)17(29)20(30)33-21(9)32-19-16(28)14-12(26)4-8(23)5-13(14)31-18(19)7-1-2-10(24)11(25)3-7/h1-5,9,15,17,20-27,29-30H,6H2
InChI Key UALXTJLWZBTKOX-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O12
Molecular Weight 464.40 g/mol
Exact Mass 464.09547607 g/mol
Topological Polar Surface Area (TPSA) 207.00 Ų
XlogP 0.60
Atomic LogP (AlogP) -0.33
H-Bond Acceptor 12
H-Bond Donor 8
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-[4,5,6-trihydroxy-3-(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 - 0.5000 50.00%
Caco-2 - 0.8915 89.15%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6000 60.00%
Subcellular localzation Mitochondria 0.5920 59.20%
OATP2B1 inhibitior + 0.5907 59.07%
OATP1B1 inhibitior + 0.9038 90.38%
OATP1B3 inhibitior + 0.9263 92.63%
MATE1 inhibitior - 0.8200 82.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior - 0.4905 49.05%
P-glycoprotein inhibitior - 0.5765 57.65%
P-glycoprotein substrate - 0.7407 74.07%
CYP3A4 substrate + 0.6398 63.98%
CYP2C9 substrate - 0.6435 64.35%
CYP2D6 substrate - 0.8555 85.55%
CYP3A4 inhibition - 0.8917 89.17%
CYP2C9 inhibition - 0.8913 89.13%
CYP2C19 inhibition - 0.9000 90.00%
CYP2D6 inhibition - 0.9499 94.99%
CYP1A2 inhibition - 0.8344 83.44%
CYP2C8 inhibition + 0.9182 91.82%
CYP inhibitory promiscuity - 0.6940 69.40%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.7432 74.32%
Eye corrosion - 0.9922 99.22%
Eye irritation - 0.7701 77.01%
Skin irritation - 0.7615 76.15%
Skin corrosion - 0.9671 96.71%
Ames mutagenesis + 0.7200 72.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4500 45.00%
Micronuclear + 0.6874 68.74%
Hepatotoxicity + 0.5679 56.79%
skin sensitisation - 0.9063 90.63%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5250 52.50%
Nephrotoxicity - 0.7024 70.24%
Acute Oral Toxicity (c) IV 0.4753 47.53%
Estrogen receptor binding + 0.7089 70.89%
Androgen receptor binding + 0.7939 79.39%
Thyroid receptor binding - 0.5369 53.69%
Glucocorticoid receptor binding + 0.6470 64.70%
Aromatase binding + 0.5482 54.82%
PPAR gamma + 0.6655 66.55%
Honey bee toxicity - 0.7427 74.27%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.5900 59.00%
Fish aquatic toxicity + 0.9004 90.04%

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 99.63% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.13% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 96.78% 91.49%
CHEMBL2581 P07339 Cathepsin D 94.70% 98.95%
CHEMBL3194 P02766 Transthyretin 91.98% 90.71%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.34% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 90.73% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 90.72% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.48% 99.15%
CHEMBL1929 P47989 Xanthine dehydrogenase 89.13% 96.12%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.67% 86.92%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.57% 95.64%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.85% 86.33%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 86.77% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.41% 95.56%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.76% 97.09%
CHEMBL226 P30542 Adenosine A1 receptor 83.99% 95.93%
CHEMBL5678 P34947 G protein-coupled receptor kinase 5 83.16% 88.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 81.68% 96.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 81.61% 95.78%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 80.55% 95.83%

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.
Adenostoma fasciculatum
Lactuca indica

Cross-Links

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PubChem 163046378
LOTUS LTS0172516
wikiData Q105268903