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

Details

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Internal ID 55201b3d-6cce-4309-894a-0abfd6763994
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5,6-dihydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-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=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)O)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)OC3=C(C(=C4C(=C3)OC(=CC4=O)C5=CC=C(C=C5)OC)O)O)O)O)O)O)O)O
InChI InChI=1S/C28H32O15/c1-10-19(30)23(34)25(36)27(40-10)39-9-17-21(32)24(35)26(37)28(43-17)42-16-8-15-18(22(33)20(16)31)13(29)7-14(41-15)11-3-5-12(38-2)6-4-11/h3-8,10,17,19,21,23-28,30-37H,9H2,1-2H3/t10-,17+,19-,21+,23+,24-,25+,26+,27+,28+/m0/s1
InChI Key OKVABSGDPIQROZ-URRULLPYSA-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 -0.80
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 5,6-dihydroxy-2-(4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-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 - 0.8889 88.89%
Blood Brain Barrier - 0.9250 92.50%
Human oral bioavailability - 0.7286 72.86%
Subcellular localzation Mitochondria 0.6902 69.02%
OATP2B1 inhibitior - 0.5718 57.18%
OATP1B1 inhibitior - 0.4933 49.33%
OATP1B3 inhibitior + 0.9479 94.79%
MATE1 inhibitior - 0.7800 78.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.7407 74.07%
P-glycoprotein inhibitior - 0.8069 80.69%
P-glycoprotein substrate + 0.5961 59.61%
CYP3A4 substrate + 0.6188 61.88%
CYP2C9 substrate - 0.7502 75.02%
CYP2D6 substrate - 0.8538 85.38%
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 + 0.6931 69.31%
CYP inhibitory promiscuity - 0.6670 66.70%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.6995 69.95%
Eye corrosion - 0.9891 98.91%
Eye irritation - 0.9214 92.14%
Skin irritation - 0.8249 82.49%
Skin corrosion - 0.9594 95.94%
Ames mutagenesis - 0.5664 56.64%
Human Ether-a-go-go-Related Gene inhibition + 0.7382 73.82%
Micronuclear + 0.7492 74.92%
Hepatotoxicity - 0.8625 86.25%
skin sensitisation - 0.9436 94.36%
Respiratory toxicity - 0.6667 66.67%
Reproductive toxicity + 0.8111 81.11%
Mitochondrial toxicity - 0.6625 66.25%
Nephrotoxicity - 0.9601 96.01%
Acute Oral Toxicity (c) III 0.6904 69.04%
Estrogen receptor binding + 0.8013 80.13%
Androgen receptor binding + 0.6545 65.45%
Thyroid receptor binding + 0.5296 52.96%
Glucocorticoid receptor binding + 0.6307 63.07%
Aromatase binding + 0.5541 55.41%
PPAR gamma + 0.6905 69.05%
Honey bee toxicity - 0.7530 75.30%
Biodegradation - 0.9000 90.00%
Crustacea aquatic toxicity - 0.6349 63.49%
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 99.53% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 98.39% 94.00%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 97.67% 85.14%
CHEMBL2581 P07339 Cathepsin D 97.52% 98.95%
CHEMBL1293249 Q13887 Kruppel-like factor 5 95.76% 86.33%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 94.46% 86.92%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.19% 89.00%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.65% 96.09%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 90.62% 95.89%
CHEMBL1951 P21397 Monoamine oxidase A 90.12% 91.49%
CHEMBL3714130 P46095 G-protein coupled receptor 6 89.43% 97.36%
CHEMBL3060 Q9Y345 Glycine transporter 2 89.18% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 88.86% 99.15%
CHEMBL3401 O75469 Pregnane X receptor 88.46% 94.73%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.39% 95.56%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.58% 95.89%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 85.51% 81.11%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 83.00% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.79% 97.09%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 82.27% 90.71%
CHEMBL1907 P15144 Aminopeptidase N 82.03% 93.31%
CHEMBL4208 P20618 Proteasome component C5 81.07% 90.00%

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.
Teucridium parvifolium

Cross-Links

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PubChem 101192407
LOTUS LTS0009278
wikiData Q105193786