5,7-Dihydroxy-2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one

Details

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Internal ID 0386f8f2-5db0-49a0-a876-5a7ee6146b04
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 5,7-dihydroxy-2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]chromen-4-one
SMILES (Canonical) C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
SMILES (Isomeric) C1=CC(=C(C=C1C2=CC(=O)C3=C(O2)C=C(C(=C3O)C4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O)O
InChI InChI=1S/C27H30O16/c28-6-15-19(33)22(36)24(38)26(41-15)18-11(32)5-14-17(21(18)35)10(31)4-12(40-14)8-1-2-9(30)13(3-8)42-27-25(39)23(37)20(34)16(7-29)43-27/h1-5,15-16,19-20,22-30,32-39H,6-7H2
InChI Key RKWLAYUASOOQTJ-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C27H30O16
Molecular Weight 610.50 g/mol
Exact Mass 610.15338487 g/mol
Topological Polar Surface Area (TPSA) 277.00 Ų
XlogP -2.00
Atomic LogP (AlogP) -2.73
H-Bond Acceptor 16
H-Bond Donor 11
Rotatable Bonds 6

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5,7-Dihydroxy-2-[4-hydroxy-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-6-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]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 - 0.5736 57.36%
Caco-2 - 0.9253 92.53%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.5848 58.48%
OATP2B1 inhibitior - 0.5510 55.10%
OATP1B1 inhibitior + 0.8938 89.38%
OATP1B3 inhibitior + 0.9434 94.34%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8000 80.00%
BSEP inhibitior - 0.6526 65.26%
P-glycoprotein inhibitior - 0.4795 47.95%
P-glycoprotein substrate - 0.7832 78.32%
CYP3A4 substrate + 0.6034 60.34%
CYP2C9 substrate - 0.6643 66.43%
CYP2D6 substrate - 0.8569 85.69%
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 + 0.7124 71.24%
CYP inhibitory promiscuity - 0.7526 75.26%
UGT catelyzed + 0.8000 80.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6848 68.48%
Eye corrosion - 0.9930 99.30%
Eye irritation - 0.8734 87.34%
Skin irritation - 0.8255 82.55%
Skin corrosion - 0.9691 96.91%
Ames mutagenesis + 0.5571 55.71%
Human Ether-a-go-go-Related Gene inhibition + 0.7254 72.54%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.8696 86.96%
skin sensitisation - 0.9132 91.32%
Respiratory toxicity + 0.6444 64.44%
Reproductive toxicity + 0.7111 71.11%
Mitochondrial toxicity + 0.5500 55.00%
Nephrotoxicity - 0.8893 88.93%
Acute Oral Toxicity (c) IV 0.4763 47.63%
Estrogen receptor binding + 0.8023 80.23%
Androgen receptor binding + 0.6481 64.81%
Thyroid receptor binding + 0.5201 52.01%
Glucocorticoid receptor binding - 0.5911 59.11%
Aromatase binding + 0.5424 54.24%
PPAR gamma + 0.7641 76.41%
Honey bee toxicity - 0.7075 70.75%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6600 66.00%
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 99.57% 91.11%
CHEMBL2581 P07339 Cathepsin D 96.13% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.94% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 95.63% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.43% 89.00%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.87% 99.15%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.66% 96.21%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.75% 86.92%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 89.67% 83.57%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.15% 95.56%
CHEMBL3401 O75469 Pregnane X receptor 86.28% 94.73%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.03% 86.33%
CHEMBL3194 P02766 Transthyretin 84.66% 90.71%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.85% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 82.41% 95.78%
CHEMBL3060 Q9Y345 Glycine transporter 2 81.21% 99.17%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.05% 90.71%
CHEMBL5608 Q16288 NT-3 growth factor receptor 80.89% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 80.26% 91.49%

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.
Gentiana nivalis
Gentiana utriculosa

Cross-Links

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PubChem 74977590
LOTUS LTS0023871
wikiData Q105239541