2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one

Details

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Internal ID 80768b4a-84e1-4b0a-880d-681db451d77d
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C3=C(C=C2O)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@@H]([C@@H](O1)OC2=C(C3=C(C=C2O)OC(=CC3=O)C4=CC(=C(C=C4)O)O)O)O)O)O
InChI InChI=1S/C21H20O11/c1-7-16(26)18(28)19(29)21(30-7)32-20-12(25)6-14-15(17(20)27)11(24)5-13(31-14)8-2-3-9(22)10(23)4-8/h2-7,16,18-19,21-23,25-29H,1H3/t7-,16-,18+,19-,21-/m0/s1
InChI Key GAJQQBUFZGYKLV-RNJIZKKOSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O11
Molecular Weight 448.40 g/mol
Exact Mass 448.10056145 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP 0.70
Atomic LogP (AlogP) 0.49
H-Bond Acceptor 11
H-Bond Donor 7
Rotatable Bonds 3

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-6-[(2S,3S,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-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 + 0.8357 83.57%
Caco-2 - 0.8479 84.79%
Blood Brain Barrier - 0.8500 85.00%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.7163 71.63%
OATP2B1 inhibitior + 0.5952 59.52%
OATP1B1 inhibitior + 0.9158 91.58%
OATP1B3 inhibitior + 0.9188 91.88%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.9500 95.00%
BSEP inhibitior + 0.6246 62.46%
P-glycoprotein inhibitior - 0.7212 72.12%
P-glycoprotein substrate - 0.7169 71.69%
CYP3A4 substrate + 0.5904 59.04%
CYP2C9 substrate - 0.7038 70.38%
CYP2D6 substrate - 0.8611 86.11%
CYP3A4 inhibition - 0.7109 71.09%
CYP2C9 inhibition - 0.8538 85.38%
CYP2C19 inhibition - 0.8339 83.39%
CYP2D6 inhibition - 0.9547 95.47%
CYP1A2 inhibition - 0.5306 53.06%
CYP2C8 inhibition + 0.7172 71.72%
CYP inhibitory promiscuity - 0.5648 56.48%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6170 61.70%
Eye corrosion - 0.9885 98.85%
Eye irritation - 0.8622 86.22%
Skin irritation - 0.6220 62.20%
Skin corrosion - 0.9360 93.60%
Ames mutagenesis - 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition - 0.5822 58.22%
Micronuclear + 0.9100 91.00%
Hepatotoxicity - 0.6500 65.00%
skin sensitisation - 0.8874 88.74%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9239 92.39%
Acute Oral Toxicity (c) III 0.5184 51.84%
Estrogen receptor binding + 0.7717 77.17%
Androgen receptor binding + 0.7250 72.50%
Thyroid receptor binding + 0.6456 64.56%
Glucocorticoid receptor binding + 0.8034 80.34%
Aromatase binding + 0.5201 52.01%
PPAR gamma + 0.7758 77.58%
Honey bee toxicity - 0.7236 72.36%
Biodegradation - 0.8750 87.50%
Crustacea aquatic toxicity - 0.5250 52.50%
Fish aquatic toxicity + 0.9457 94.57%

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 99.68% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.97% 91.49%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.69% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.27% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.01% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.70% 85.14%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 94.34% 99.15%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.66% 86.33%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 90.14% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 89.18% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.77% 97.36%
CHEMBL3194 P02766 Transthyretin 88.28% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 84.91% 95.56%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.78% 83.57%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 83.94% 95.64%
CHEMBL3475 P05121 Plasminogen activator inhibitor-1 81.49% 83.00%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 80.99% 95.78%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.62% 99.23%

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.
Erythroxylum leal-costae

Cross-Links

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PubChem 162886240
LOTUS LTS0050929
wikiData Q105005443