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5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-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 49fa16a3-4b99-4882-a966-d43ffb75bc7f
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
SMILES (Canonical) CC1=C(OC2=CC(=CC(=C2C1=O)O)OC3C(C(C(C(O3)CO)O)O)O)C4=CC(=C(C=C4)O)OC
SMILES (Isomeric) CC1=C(OC2=CC(=CC(=C2C1=O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)C4=CC(=C(C=C4)O)OC
InChI InChI=1S/C23H24O11/c1-9-18(27)17-13(26)6-11(32-23-21(30)20(29)19(28)16(8-24)34-23)7-15(17)33-22(9)10-3-4-12(25)14(5-10)31-2/h3-7,16,19-21,23-26,28-30H,8H2,1-2H3/t16-,19-,20+,21-,23-/m1/s1
InChI Key UAFPWXQTUOWCIC-JTLUYSSBSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H24O11
Molecular Weight 476.40 g/mol
Exact Mass 476.13186158 g/mol
Topological Polar Surface Area (TPSA) 175.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 0.37
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 5-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-3-methyl-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)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 - 0.5074 50.74%
Caco-2 - 0.8831 88.31%
Blood Brain Barrier - 0.9000 90.00%
Human oral bioavailability - 0.6571 65.71%
Subcellular localzation Mitochondria 0.6238 62.38%
OATP2B1 inhibitior - 0.5505 55.05%
OATP1B1 inhibitior + 0.9334 93.34%
OATP1B3 inhibitior + 0.9678 96.78%
MATE1 inhibitior - 0.9000 90.00%
OCT2 inhibitior - 0.8500 85.00%
BSEP inhibitior - 0.4805 48.05%
P-glycoprotein inhibitior - 0.6077 60.77%
P-glycoprotein substrate - 0.6853 68.53%
CYP3A4 substrate + 0.6432 64.32%
CYP2C9 substrate - 0.8740 87.40%
CYP2D6 substrate - 0.8547 85.47%
CYP3A4 inhibition - 0.8862 88.62%
CYP2C9 inhibition - 0.9258 92.58%
CYP2C19 inhibition - 0.9329 93.29%
CYP2D6 inhibition - 0.9457 94.57%
CYP1A2 inhibition - 0.9089 90.89%
CYP2C8 inhibition + 0.7986 79.86%
CYP inhibitory promiscuity - 0.7195 71.95%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 1.0000 100.00%
Carcinogenicity (trinary) Non-required 0.7238 72.38%
Eye corrosion - 0.9897 98.97%
Eye irritation - 0.9335 93.35%
Skin irritation - 0.8305 83.05%
Skin corrosion - 0.9609 96.09%
Ames mutagenesis + 0.5408 54.08%
Human Ether-a-go-go-Related Gene inhibition - 0.4499 44.99%
Micronuclear + 0.6733 67.33%
Hepatotoxicity - 0.7573 75.73%
skin sensitisation - 0.9389 93.89%
Respiratory toxicity + 0.5889 58.89%
Reproductive toxicity + 0.7778 77.78%
Mitochondrial toxicity - 0.5625 56.25%
Nephrotoxicity - 0.8947 89.47%
Acute Oral Toxicity (c) III 0.6799 67.99%
Estrogen receptor binding + 0.7939 79.39%
Androgen receptor binding + 0.6138 61.38%
Thyroid receptor binding - 0.4938 49.38%
Glucocorticoid receptor binding + 0.6541 65.41%
Aromatase binding + 0.6380 63.80%
PPAR gamma + 0.7918 79.18%
Honey bee toxicity - 0.7733 77.33%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6200 62.00%
Fish aquatic toxicity + 0.7522 75.22%

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 98.28% 91.11%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 97.77% 94.00%
CHEMBL2581 P07339 Cathepsin D 95.46% 98.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.07% 89.00%
CHEMBL220 P22303 Acetylcholinesterase 94.29% 94.45%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 93.82% 99.15%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 91.93% 95.56%
CHEMBL1293249 Q13887 Kruppel-like factor 5 91.57% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 91.21% 99.17%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 91.09% 96.21%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 91.02% 96.09%
CHEMBL3401 O75469 Pregnane X receptor 89.65% 94.73%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.58% 97.36%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.11% 86.92%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 84.70% 95.78%
CHEMBL3137262 O60341 LSD1/CoREST complex 84.43% 97.09%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.04% 95.89%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.04% 96.00%
CHEMBL3194 P02766 Transthyretin 83.65% 90.71%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 82.53% 94.45%
CHEMBL1951 P21397 Monoamine oxidase A 82.37% 91.49%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 81.85% 85.14%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 81.06% 90.71%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 80.10% 95.89%

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.
Helichrysum arenarium

Cross-Links

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PubChem 163000569
LOTUS LTS0037594
wikiData Q105268717