3,5-Dihydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one

Details

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Internal ID ef8c7bd1-d26c-43a9-8244-5e597fa31db9
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 3,5-dihydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC=C(C=C5)OC)O)O)O)O)O)O)O
SMILES (Isomeric) CC1C(C(C(C(O1)OCC2C(C(C(C(O2)OC3=CC(=C4C(=C3)OC(=C(C4=O)O)C5=CC=C(C=C5)OC)O)O)O)O)O)O)O
InChI InChI=1S/C28H32O15/c1-10-18(30)21(33)24(36)27(40-10)39-9-16-19(31)22(34)25(37)28(43-16)41-13-7-14(29)17-15(8-13)42-26(23(35)20(17)32)11-3-5-12(38-2)6-4-11/h3-8,10,16,18-19,21-22,24-25,27-31,33-37H,9H2,1-2H3
InChI Key IGBKNLGEMMEWKD-UHFFFAOYSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C28H32O15
Molecular Weight 608.50 g/mol
Exact Mass 608.17412031 g/mol
Topological Polar Surface Area (TPSA) 234.00 Ų
XlogP -0.60
Atomic LogP (AlogP) -1.09
H-Bond Acceptor 15
H-Bond Donor 8
Rotatable Bonds 7

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 3,5-Dihydroxy-2-(4-methoxyphenyl)-7-[3,4,5-trihydroxy-6-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl]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 - 0.4777 47.77%
Caco-2 - 0.9000 90.00%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.6902 69.02%
OATP2B1 inhibitior - 0.5723 57.23%
OATP1B1 inhibitior + 0.8844 88.44%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.8284 82.84%
P-glycoprotein inhibitior - 0.8228 82.28%
P-glycoprotein substrate + 0.6190 61.90%
CYP3A4 substrate + 0.6350 63.50%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8527 85.27%
CYP3A4 inhibition - 0.8619 86.19%
CYP2C9 inhibition - 0.9071 90.71%
CYP2C19 inhibition - 0.9025 90.25%
CYP2D6 inhibition - 0.9231 92.31%
CYP1A2 inhibition - 0.9045 90.45%
CYP2C8 inhibition + 0.8032 80.32%
CYP inhibitory promiscuity - 0.6670 66.70%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6995 69.95%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9209 92.09%
Skin irritation - 0.8249 82.49%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis + 0.5436 54.36%
Human Ether-a-go-go-Related Gene inhibition + 0.8116 81.16%
Micronuclear + 0.7492 74.92%
Hepatotoxicity - 0.6823 68.23%
skin sensitisation - 0.9436 94.36%
Respiratory toxicity - 0.5111 51.11%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.9587 95.87%
Acute Oral Toxicity (c) III 0.6904 69.04%
Estrogen receptor binding + 0.7965 79.65%
Androgen receptor binding + 0.5469 54.69%
Thyroid receptor binding + 0.5273 52.73%
Glucocorticoid receptor binding + 0.5827 58.27%
Aromatase binding + 0.5479 54.79%
PPAR gamma + 0.7105 71.05%
Honey bee toxicity - 0.8080 80.80%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5500 55.00%
Fish aquatic toxicity + 0.8477 84.77%

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 99.75% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 99.36% 91.49%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.63% 94.00%
CHEMBL2581 P07339 Cathepsin D 96.81% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.87% 89.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.33% 86.33%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 94.57% 85.14%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.09% 96.09%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.86% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 92.71% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 92.45% 97.36%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 91.81% 95.64%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.79% 95.56%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 89.25% 86.92%
CHEMBL3137262 O60341 LSD1/CoREST complex 88.09% 97.09%
CHEMBL3060 Q9Y345 Glycine transporter 2 87.74% 99.17%
CHEMBL1907 P15144 Aminopeptidase N 87.53% 93.31%
CHEMBL4208 P20618 Proteasome component C5 85.39% 90.00%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.30% 81.11%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.59% 95.89%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 81.24% 95.89%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 80.54% 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.
Campanula persicifolia

Cross-Links

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PubChem 162935366
LOTUS LTS0051145
wikiData Q105112524