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1-[2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-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 b8b467fd-4010-4172-8cb1-df034a8b0f44
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name 1-[2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C26H32O14/c27-9-18-21(34)22(35)24(40-25-23(36)20(33)16(32)10-37-25)26(39-18)38-17-8-13(29)7-15(31)19(17)14(30)6-3-11-1-4-12(28)5-2-11/h1-2,4-5,7-8,16,18,20-29,31-36H,3,6,9-10H2/t16-,18-,20+,21-,22+,23-,24-,25+,26-/m1/s1
InChI Key HGBIXAMNCHZOIR-SUFHHTCNSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C26H32O14
Molecular Weight 568.50 g/mol
Exact Mass 568.17920569 g/mol
Topological Polar Surface Area (TPSA) 236.00 Ų
XlogP -0.70
Atomic LogP (AlogP) -1.74
H-Bond Acceptor 14
H-Bond Donor 9
Rotatable Bonds 9

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 1-[2-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-4,6-dihydroxyphenyl]-3-(4-hydroxyphenyl)propan-1-one

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8145 81.45%
Caco-2 - 0.9212 92.12%
Blood Brain Barrier - 0.5750 57.50%
Human oral bioavailability - 0.8429 84.29%
Subcellular localzation Mitochondria 0.6720 67.20%
OATP2B1 inhibitior - 0.7099 70.99%
OATP1B1 inhibitior + 0.8890 88.90%
OATP1B3 inhibitior + 0.9170 91.70%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.8750 87.50%
BSEP inhibitior + 0.8066 80.66%
P-glycoprotein inhibitior - 0.6347 63.47%
P-glycoprotein substrate - 0.6066 60.66%
CYP3A4 substrate + 0.6470 64.70%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8501 85.01%
CYP3A4 inhibition - 0.9267 92.67%
CYP2C9 inhibition - 0.8159 81.59%
CYP2C19 inhibition - 0.9251 92.51%
CYP2D6 inhibition - 0.9139 91.39%
CYP1A2 inhibition - 0.9264 92.64%
CYP2C8 inhibition + 0.6863 68.63%
CYP inhibitory promiscuity - 0.9184 91.84%
UGT catelyzed + 0.9000 90.00%
Carcinogenicity (binary) - 0.9300 93.00%
Carcinogenicity (trinary) Non-required 0.7011 70.11%
Eye corrosion - 0.9936 99.36%
Eye irritation - 0.9049 90.49%
Skin irritation - 0.8309 83.09%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis + 0.5600 56.00%
Human Ether-a-go-go-Related Gene inhibition + 0.6860 68.60%
Micronuclear - 0.6367 63.67%
Hepatotoxicity - 0.7801 78.01%
skin sensitisation - 0.8583 85.83%
Respiratory toxicity - 0.5556 55.56%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5250 52.50%
Nephrotoxicity - 0.9351 93.51%
Acute Oral Toxicity (c) III 0.6940 69.40%
Estrogen receptor binding + 0.8229 82.29%
Androgen receptor binding - 0.5174 51.74%
Thyroid receptor binding - 0.5086 50.86%
Glucocorticoid receptor binding - 0.5333 53.33%
Aromatase binding + 0.6785 67.85%
PPAR gamma + 0.7273 72.73%
Honey bee toxicity - 0.7068 70.68%
Biodegradation - 0.8250 82.50%
Crustacea aquatic toxicity - 0.5555 55.55%
Fish aquatic toxicity - 0.5000 50.00%

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 99.26% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 97.55% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 93.77% 94.45%
CHEMBL2581 P07339 Cathepsin D 92.33% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.25% 99.17%
CHEMBL4208 P20618 Proteasome component C5 90.45% 90.00%
CHEMBL1806 P11388 DNA topoisomerase II alpha 89.35% 89.00%
CHEMBL3401 O75469 Pregnane X receptor 87.78% 94.73%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 87.73% 86.92%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 87.67% 94.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 86.84% 97.09%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.45% 86.33%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 85.31% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 85.25% 95.93%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 84.76% 85.00%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.57% 95.89%
CHEMBL3194 P02766 Transthyretin 84.14% 90.71%
CHEMBL241 Q14432 Phosphodiesterase 3A 83.82% 92.94%
CHEMBL3437 Q16853 Amine oxidase, copper containing 83.36% 94.00%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 83.23% 95.56%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 82.86% 95.89%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.97% 96.95%

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.
Malus domestica

Cross-Links

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PubChem 102068586
LOTUS LTS0258744
wikiData Q105027671