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5-hydroxy-2-(4-hydroxyphenyl)-6-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-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 e243c28d-bbd8-4439-98ab-ac0dae60c59a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides > Flavonoid-7-O-glycosides
IUPAC Name 5-hydroxy-2-(4-hydroxyphenyl)-6-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxychromen-4-one
SMILES (Canonical) C1C(C(C(C(O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)C5C(C(C(C(O5)CO)O)O)O)O)O)O
SMILES (Isomeric) C1[C@@H]([C@@H]([C@@H]([C@@H](O1)OC2=C(C(=C3C(=C2)OC(=CC3=O)C4=CC=C(C=C4)O)O)[C@H]5[C@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)O)O)O
InChI InChI=1S/C26H28O14/c27-7-16-20(32)22(34)23(35)25(39-16)18-15(40-26-24(36)19(31)12(30)8-37-26)6-14-17(21(18)33)11(29)5-13(38-14)9-1-3-10(28)4-2-9/h1-6,12,16,19-20,22-28,30-36H,7-8H2/t12-,16+,19-,20+,22-,23-,24-,25-,26-/m0/s1
InChI Key YWTMOKNFGZQLRN-PASAWZICSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C26H28O14
Molecular Weight 564.50 g/mol
Exact Mass 564.14790556 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP -1.50
Atomic LogP (AlogP) -1.80
H-Bond Acceptor 14
H-Bond Donor 9
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-hydroxyphenyl)-6-[(2S,3S,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3S,4S,5S)-3,4,5-trihydroxyoxan-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 - 0.5110 51.10%
Caco-2 - 0.9350 93.50%
Blood Brain Barrier - 0.7000 70.00%
Human oral bioavailability - 0.8143 81.43%
Subcellular localzation Mitochondria 0.4988 49.88%
OATP2B1 inhibitior - 0.5520 55.20%
OATP1B1 inhibitior + 0.8141 81.41%
OATP1B3 inhibitior + 0.9174 91.74%
MATE1 inhibitior - 0.8600 86.00%
OCT2 inhibitior - 0.8250 82.50%
BSEP inhibitior + 0.6147 61.47%
P-glycoprotein inhibitior - 0.6556 65.56%
P-glycoprotein substrate - 0.5818 58.18%
CYP3A4 substrate + 0.6447 64.47%
CYP2C9 substrate - 0.6643 66.43%
CYP2D6 substrate - 0.8569 85.69%
CYP3A4 inhibition - 0.9373 93.73%
CYP2C9 inhibition - 0.9644 96.44%
CYP2C19 inhibition - 0.9395 93.95%
CYP2D6 inhibition - 0.9332 93.32%
CYP1A2 inhibition - 0.9304 93.04%
CYP2C8 inhibition + 0.7589 75.89%
CYP inhibitory promiscuity - 0.8779 87.79%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9900 99.00%
Carcinogenicity (trinary) Non-required 0.6882 68.82%
Eye corrosion - 0.9940 99.40%
Eye irritation - 0.8947 89.47%
Skin irritation - 0.8205 82.05%
Skin corrosion - 0.9667 96.67%
Ames mutagenesis + 0.6336 63.36%
Human Ether-a-go-go-Related Gene inhibition + 0.6985 69.85%
Micronuclear + 0.6433 64.33%
Hepatotoxicity - 0.7571 75.71%
skin sensitisation - 0.9071 90.71%
Respiratory toxicity + 0.6111 61.11%
Reproductive toxicity + 0.8222 82.22%
Mitochondrial toxicity + 0.6250 62.50%
Nephrotoxicity - 0.9553 95.53%
Acute Oral Toxicity (c) III 0.4508 45.08%
Estrogen receptor binding + 0.7440 74.40%
Androgen receptor binding + 0.7290 72.90%
Thyroid receptor binding - 0.4921 49.21%
Glucocorticoid receptor binding - 0.5000 50.00%
Aromatase binding + 0.6174 61.74%
PPAR gamma + 0.7596 75.96%
Honey bee toxicity - 0.6542 65.42%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6649 66.49%
Fish aquatic toxicity + 0.7253 72.53%

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 99.68% 91.11%
CHEMBL2581 P07339 Cathepsin D 97.85% 98.95%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 95.91% 94.00%
CHEMBL220 P22303 Acetylcholinesterase 95.58% 94.45%
CHEMBL1806 P11388 DNA topoisomerase II alpha 95.06% 89.00%
CHEMBL3880 P07900 Heat shock protein HSP 90-alpha 94.24% 96.21%
CHEMBL3137262 O60341 LSD1/CoREST complex 92.18% 97.09%
CHEMBL5339 Q5NUL3 G-protein coupled receptor 120 88.37% 95.78%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 87.93% 83.57%
CHEMBL4261 Q16665 Hypoxia-inducible factor 1 alpha 86.99% 85.14%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 86.97% 86.92%
CHEMBL5845 P23415 Glycine receptor subunit alpha-1 86.95% 90.71%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 86.35% 95.56%
CHEMBL4040 P28482 MAP kinase ERK2 85.66% 83.82%
CHEMBL1293249 Q13887 Kruppel-like factor 5 84.93% 86.33%
CHEMBL1860 P10827 Thyroid hormone receptor alpha 84.53% 99.15%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.02% 95.89%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 83.39% 94.45%
CHEMBL3401 O75469 Pregnane X receptor 82.39% 94.73%
CHEMBL3476 O15111 Inhibitor of nuclear factor kappa B kinase alpha subunit 81.72% 95.83%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 80.50% 96.09%

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.
Silene latifolia subsp. alba

Cross-Links

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PubChem 163106799
LOTUS LTS0140729
wikiData Q105367297