3,5,7-trihydroxy-2-[3-methoxy-4-[(3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one

Details

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Internal ID 9a6db0fa-0cf4-4cbf-aee8-3418db30d64a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 3,5,7-trihydroxy-2-[3-methoxy-4-[(3S,5R)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyphenyl]chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=C(C=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O)OC)O)O)O
SMILES (Isomeric) CC1[C@@H](C([C@@H](C(O1)OC2=C(C=C(C=C2)C3=C(C(=O)C4=C(C=C(C=C4O3)O)O)O)OC)O)O)O
InChI InChI=1S/C22H22O11/c1-8-16(25)18(27)20(29)22(31-8)33-12-4-3-9(5-13(12)30-2)21-19(28)17(26)15-11(24)6-10(23)7-14(15)32-21/h3-8,16,18,20,22-25,27-29H,1-2H3/t8?,16-,18?,20-,22?/m0/s1
InChI Key WEEZVJTVAXLKHR-QSUDMXHZSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C22H22O11
Molecular Weight 462.40 g/mol
Exact Mass 462.11621151 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.79
H-Bond Acceptor 11
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 3,5,7-trihydroxy-2-[3-methoxy-4-[(3S,5R)-3,4,5-trihydroxy-6-methyloxan-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 + 0.7980 79.80%
Caco-2 - 0.8465 84.65%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6676 66.76%
OATP2B1 inhibitior - 0.5541 55.41%
OATP1B1 inhibitior + 0.8791 87.91%
OATP1B3 inhibitior + 0.9220 92.20%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior + 0.7764 77.64%
P-glycoprotein inhibitior + 0.5934 59.34%
P-glycoprotein substrate + 0.5748 57.48%
CYP3A4 substrate + 0.6459 64.59%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.6056 60.56%
CYP2C9 inhibition - 0.9236 92.36%
CYP2C19 inhibition - 0.8201 82.01%
CYP2D6 inhibition - 0.8906 89.06%
CYP1A2 inhibition - 0.7268 72.68%
CYP2C8 inhibition + 0.9269 92.69%
CYP inhibitory promiscuity - 0.5508 55.08%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6071 60.71%
Eye corrosion - 0.9840 98.40%
Eye irritation - 0.9230 92.30%
Skin irritation - 0.6906 69.06%
Skin corrosion - 0.9434 94.34%
Ames mutagenesis - 0.6437 64.37%
Human Ether-a-go-go-Related Gene inhibition - 0.5152 51.52%
Micronuclear + 0.9200 92.00%
Hepatotoxicity - 0.6375 63.75%
skin sensitisation - 0.9206 92.06%
Respiratory toxicity - 0.5444 54.44%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6625 66.25%
Nephrotoxicity - 0.9123 91.23%
Acute Oral Toxicity (c) III 0.4825 48.25%
Estrogen receptor binding + 0.7960 79.60%
Androgen receptor binding + 0.5246 52.46%
Thyroid receptor binding + 0.6141 61.41%
Glucocorticoid receptor binding + 0.7814 78.14%
Aromatase binding + 0.6130 61.30%
PPAR gamma + 0.7140 71.40%
Honey bee toxicity - 0.7854 78.54%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity - 0.5549 55.49%
Fish aquatic toxicity + 0.9150 91.50%

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
CHEMBL1806 P11388 DNA topoisomerase II alpha 98.19% 89.00%
CHEMBL1951 P21397 Monoamine oxidase A 98.13% 91.49%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 97.46% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.84% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 96.28% 86.33%
CHEMBL2581 P07339 Cathepsin D 96.13% 98.95%
CHEMBL3194 P02766 Transthyretin 92.67% 90.71%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.49% 96.09%
CHEMBL241 Q14432 Phosphodiesterase 3A 91.32% 92.94%
CHEMBL3714130 P46095 G-protein coupled receptor 6 90.62% 97.36%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 90.21% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 89.63% 95.78%
CHEMBL3060 Q9Y345 Glycine transporter 2 88.26% 99.17%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 88.23% 95.64%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 87.05% 90.71%
CHEMBL3401 O75469 Pregnane X receptor 86.66% 94.73%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 84.12% 95.53%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.97% 99.23%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 82.74% 86.92%
CHEMBL5608 Q16288 NT-3 growth factor receptor 82.37% 95.89%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 82.07% 99.15%
CHEMBL1937 Q92769 Histone deacetylase 2 80.16% 94.75%

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.
Oligomeris linifolia

Cross-Links

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PubChem 162817113
LOTUS LTS0247409
wikiData Q105302952