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5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(2S,3S,5S)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]oxychromen-4-one

Table of Contents

Details
Physical and Chemical Properties
Synonyms
2D Structure
3D Structure
ADMET Properties
Targets (proven and/or predicted)
Plants that contains it
Cross-Links

Details

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Internal ID 7a9c49a3-dde9-43df-ba9e-ad127c87285b
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-3-O-glycosides
IUPAC Name 5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(2S,3S,5S)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1C(C(C(C(O1)(OC2C(C(C(OC2O)CO)O)O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O
SMILES (Isomeric) C[C@@H]1[C@H]([C@@H]([C@@H](C(O1)(O[C@@H]2[C@H](OC([C@H](C2O)O)CO)O)OC3=C(OC4=CC(=CC(=C4C3=O)O)O)C5=CC=C(C=C5)O)O)O)O
InChI InChI=1S/C27H30O16/c1-9-17(32)21(36)25(37)27(41-9,43-24-20(35)18(33)15(8-28)40-26(24)38)42-23-19(34)16-13(31)6-12(30)7-14(16)39-22(23)10-2-4-11(29)5-3-10/h2-7,9,15,17-18,20-21,24-26,28-33,35-38H,8H2,1H3/t9-,15?,17-,18-,20?,21+,24+,25+,26+,27?/m1/s1
InChI Key NKWZWGIAYAKDHY-AZAORIIGSA-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) 266.00 Ų
XlogP -1.10
Atomic LogP (AlogP) -2.07
H-Bond Acceptor 16
H-Bond Donor 10
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-hydroxyphenyl)-3-[(3S,4S,5S,6R)-3,4,5-trihydroxy-6-methyl-2-[(2S,3S,5S)-2,4,5-trihydroxy-6-(hydroxymethyl)oxan-3-yl]oxyoxan-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 - 0.5099 50.99%
Caco-2 - 0.8921 89.21%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.7000 70.00%
Subcellular localzation Mitochondria 0.7493 74.93%
OATP2B1 inhibitior - 0.5614 56.14%
OATP1B1 inhibitior + 0.8122 81.22%
OATP1B3 inhibitior + 0.9504 95.04%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.7500 75.00%
BSEP inhibitior + 0.7630 76.30%
P-glycoprotein inhibitior - 0.5381 53.81%
P-glycoprotein substrate + 0.5444 54.44%
CYP3A4 substrate + 0.6751 67.51%
CYP2C9 substrate - 0.6464 64.64%
CYP2D6 substrate - 0.8553 85.53%
CYP3A4 inhibition - 0.9329 93.29%
CYP2C9 inhibition - 0.9046 90.46%
CYP2C19 inhibition - 0.8496 84.96%
CYP2D6 inhibition - 0.9510 95.10%
CYP1A2 inhibition - 0.8620 86.20%
CYP2C8 inhibition + 0.8121 81.21%
CYP inhibitory promiscuity - 0.7870 78.70%
UGT catelyzed - 0.5000 50.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6638 66.38%
Eye corrosion - 0.9894 98.94%
Eye irritation - 0.8988 89.88%
Skin irritation - 0.8144 81.44%
Skin corrosion - 0.9521 95.21%
Ames mutagenesis + 0.5363 53.63%
Human Ether-a-go-go-Related Gene inhibition - 0.3680 36.80%
Micronuclear + 0.6333 63.33%
Hepatotoxicity - 0.5696 56.96%
skin sensitisation - 0.9138 91.38%
Respiratory toxicity + 0.5667 56.67%
Reproductive toxicity + 0.7333 73.33%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.8010 80.10%
Acute Oral Toxicity (c) III 0.5553 55.53%
Estrogen receptor binding + 0.8046 80.46%
Androgen receptor binding + 0.7787 77.87%
Thyroid receptor binding + 0.5838 58.38%
Glucocorticoid receptor binding + 0.6986 69.86%
Aromatase binding + 0.7081 70.81%
PPAR gamma + 0.7682 76.82%
Honey bee toxicity - 0.6644 66.44%
Biodegradation - 0.6750 67.50%
Crustacea aquatic toxicity + 0.5400 54.00%
Fish aquatic toxicity + 0.8646 86.46%

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 98.99% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 96.81% 89.00%
CHEMBL2581 P07339 Cathepsin D 96.18% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.85% 94.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 93.23% 86.33%
CHEMBL2107 P61073 C-X-C chemokine receptor type 4 92.53% 93.10%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 92.32% 86.92%
CHEMBL3401 O75469 Pregnane X receptor 91.89% 94.73%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 90.67% 96.09%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 88.56% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 87.70% 94.80%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.51% 99.17%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 85.41% 99.15%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.75% 97.09%
CHEMBL2345 P51812 Ribosomal protein S6 kinase alpha 3 84.70% 95.64%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 84.05% 94.45%
CHEMBL1937 Q92769 Histone deacetylase 2 83.98% 94.75%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 83.02% 95.78%
CHEMBL1951 P21397 Monoamine oxidase A 82.59% 91.49%
CHEMBL3194 P02766 Transthyretin 81.33% 90.71%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.32% 95.83%
CHEMBL4530 P00488 Coagulation factor XIII 81.03% 96.00%
CHEMBL4208 P20618 Proteasome component C5 80.35% 90.00%
CHEMBL3864 Q06124 Protein-tyrosine phosphatase 2C 80.25% 94.42%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
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There are no matching plants.

Cross-Links

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PubChem 162817500
LOTUS LTS0042607
wikiData Q105181201