3,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one

Details

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Internal ID 38aec36e-65b6-4347-84ce-4d5102f0bc63
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 3,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) C1=CC(=CC=C1C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)OC4C(C(C(C(O4)CO)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1C2=C(C(=O)C3=C(O2)C=C(C=C3)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
InChI InChI=1S/C21H20O10/c22-8-14-16(25)17(26)19(28)21(31-14)29-11-4-1-9(2-5-11)20-18(27)15(24)12-6-3-10(23)7-13(12)30-20/h1-7,14,16-17,19,21-23,25-28H,8H2/t14-,16-,17+,19-,21-/m1/s1
InChI Key LPVCTUTUYAVXJH-OWQBGRFZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C21H20O10
Molecular Weight 432.40 g/mol
Exact Mass 432.10564683 g/mol
Topological Polar Surface Area (TPSA) 166.00 Ų
XlogP 0.50
Atomic LogP (AlogP) 0.05
H-Bond Acceptor 10
H-Bond Donor 6
Rotatable Bonds 4

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,7-dihydroxy-2-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-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 - 0.5116 51.16%
Caco-2 - 0.9496 94.96%
Blood Brain Barrier - 0.7750 77.50%
Human oral bioavailability - 0.6714 67.14%
Subcellular localzation Mitochondria 0.6068 60.68%
OATP2B1 inhibitior - 0.5553 55.53%
OATP1B1 inhibitior + 0.9266 92.66%
OATP1B3 inhibitior + 0.9265 92.65%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.7750 77.50%
BSEP inhibitior - 0.4608 46.08%
P-glycoprotein inhibitior - 0.6110 61.10%
P-glycoprotein substrate - 0.7334 73.34%
CYP3A4 substrate + 0.6172 61.72%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8415 84.15%
CYP3A4 inhibition - 0.9193 91.93%
CYP2C9 inhibition - 0.9296 92.96%
CYP2C19 inhibition - 0.9289 92.89%
CYP2D6 inhibition - 0.9513 95.13%
CYP1A2 inhibition - 0.9084 90.84%
CYP2C8 inhibition + 0.7620 76.20%
CYP inhibitory promiscuity - 0.7728 77.28%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7144 71.44%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.9121 91.21%
Skin irritation - 0.8036 80.36%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis - 0.6600 66.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6856 68.56%
Micronuclear + 0.6533 65.33%
Hepatotoxicity - 0.6625 66.25%
skin sensitisation - 0.9122 91.22%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7222 72.22%
Mitochondrial toxicity + 0.5125 51.25%
Nephrotoxicity - 0.8684 86.84%
Acute Oral Toxicity (c) III 0.4045 40.45%
Estrogen receptor binding + 0.6979 69.79%
Androgen receptor binding + 0.7189 71.89%
Thyroid receptor binding + 0.5369 53.69%
Glucocorticoid receptor binding + 0.6007 60.07%
Aromatase binding + 0.6369 63.69%
PPAR gamma + 0.8302 83.02%
Honey bee toxicity - 0.7521 75.21%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6450 64.50%
Fish aquatic toxicity + 0.8218 82.18%

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 99.72% 91.11%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 97.67% 83.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.09% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.84% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.29% 98.95%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 92.75% 99.15%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.53% 99.17%
CHEMBL3137262 O60341 LSD1/CoREST complex 89.50% 97.09%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.08% 86.92%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.96% 86.33%
CHEMBL242 Q92731 Estrogen receptor beta 87.81% 98.35%
CHEMBL3401 O75469 Pregnane X receptor 86.75% 94.73%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 86.17% 94.45%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.11% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.20% 95.89%
CHEMBL2288 Q13526 Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1 83.88% 91.71%
CHEMBL1951 P21397 Monoamine oxidase A 83.20% 91.49%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 81.24% 95.64%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 80.56% 90.71%

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.
Trifolium subterraneum

Cross-Links

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PubChem 162897577
LOTUS LTS0118511
wikiData Q105155362