7-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one

Details

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Internal ID 4ed0f551-0e12-4deb-b182-a78d009579aa
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 7-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)OC5C(C(C(CO5)O)O)O
SMILES (Isomeric) C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC2=CC(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)O)O)O[C@H]5[C@@H]([C@H]([C@@H](CO5)O)O)O
InChI InChI=1S/C26H28O13/c1-10-24(39-25-22(33)20(31)16(30)9-35-25)21(32)23(34)26(36-10)37-13-6-14(28)19-15(29)8-17(38-18(19)7-13)11-2-4-12(27)5-3-11/h2-8,10,16,20-28,30-34H,9H2,1H3/t10-,16+,20-,21-,22+,23+,24-,25-,26-/m0/s1
InChI Key UGZKXZGXGFWBLZ-TUAZENJXSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O13
Molecular Weight 548.50 g/mol
Exact Mass 548.15299094 g/mol
Topological Polar Surface Area (TPSA) 205.00 Ų
XlogP -0.20
Atomic LogP (AlogP) -0.46
H-Bond Acceptor 13
H-Bond Donor 7
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 7-[(2S,3R,4S,5R,6S)-3,4-dihydroxy-6-methyl-5-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)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 + 0.6795 67.95%
Caco-2 - 0.8899 88.99%
Blood Brain Barrier - 0.7250 72.50%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.6899 68.99%
OATP2B1 inhibitior - 0.5634 56.34%
OATP1B1 inhibitior + 0.9366 93.66%
OATP1B3 inhibitior + 0.9194 91.94%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior + 0.8448 84.48%
P-glycoprotein inhibitior - 0.6643 66.43%
P-glycoprotein substrate + 0.5000 50.00%
CYP3A4 substrate + 0.6464 64.64%
CYP2C9 substrate - 0.7354 73.54%
CYP2D6 substrate - 0.8607 86.07%
CYP3A4 inhibition - 0.9224 92.24%
CYP2C9 inhibition - 0.9640 96.40%
CYP2C19 inhibition - 0.9520 95.20%
CYP2D6 inhibition - 0.9308 93.08%
CYP1A2 inhibition - 0.9044 90.44%
CYP2C8 inhibition + 0.6423 64.23%
CYP inhibitory promiscuity - 0.9030 90.30%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.5995 59.95%
Eye corrosion - 0.9924 99.24%
Eye irritation - 0.9246 92.46%
Skin irritation - 0.7906 79.06%
Skin corrosion - 0.9531 95.31%
Ames mutagenesis + 0.5700 57.00%
Human Ether-a-go-go-Related Gene inhibition - 0.3927 39.27%
Micronuclear + 0.6833 68.33%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9304 93.04%
Respiratory toxicity + 0.5222 52.22%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity - 0.5125 51.25%
Nephrotoxicity - 0.9100 91.00%
Acute Oral Toxicity (c) III 0.6436 64.36%
Estrogen receptor binding + 0.6803 68.03%
Androgen receptor binding + 0.6739 67.39%
Thyroid receptor binding + 0.5411 54.11%
Glucocorticoid receptor binding + 0.5886 58.86%
Aromatase binding + 0.5284 52.84%
PPAR gamma + 0.6930 69.30%
Honey bee toxicity - 0.7040 70.40%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.5050 50.50%
Fish aquatic toxicity + 0.8158 81.58%

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 99.50% 91.11%
CHEMBL1951 P21397 Monoamine oxidase A 98.99% 91.49%
CHEMBL2581 P07339 Cathepsin D 97.45% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 97.36% 89.00%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 96.26% 94.00%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 92.22% 90.71%
CHEMBL1293249 Q13887 Kruppel-like factor 5 92.16% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 90.96% 99.15%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 90.92% 85.14%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 89.09% 95.56%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 87.87% 95.78%
CHEMBL3401 O75469 Pregnane X receptor 87.66% 94.73%
CHEMBL3137262 O60341 LSD1/CoREST complex 87.26% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 87.11% 95.89%
CHEMBL3194 P02766 Transthyretin 86.56% 90.71%
CHEMBL3714130 P46095 G-protein coupled receptor 6 86.00% 97.36%
CHEMBL242 Q92731 Estrogen receptor beta 85.41% 98.35%
CHEMBL3038477 P67870 Casein kinase II alpha/beta 83.76% 99.23%
CHEMBL4208 P20618 Proteasome component C5 83.76% 90.00%
CHEMBL4303 P08238 Heat shock protein HSP 90-beta 81.93% 96.77%
CHEMBL1075162 Q13304 Uracil nucleotide/cysteinyl leukotriene receptor 81.00% 80.33%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.58% 95.89%
CHEMBL5284 Q96RR4 CaM-kinase kinase beta 80.25% 89.23%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 80.24% 95.64%
CHEMBL4940 P07195 L-lactate dehydrogenase B chain 80.16% 95.53%

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.
Robinia pseudoacacia

Cross-Links

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PubChem 11968740
NPASS NPC304710