[(2S,3R,4S,5R,6S)-2-[3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

Details

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Internal ID 6ca1c136-78fd-411d-b22c-d0872b7cae0a
Taxonomy Phenylpropanoids and polyketides > Flavonoids > Flavonoid glycosides > Flavonoid O-glycosides
IUPAC Name [(2S,3R,4S,5R,6S)-2-[3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate
SMILES (Canonical) CC(=O)OC1C(C(C(OC1OC2=CC(=C(C(=C2)O)C(=O)CCC3=CC=C(C=C3)O)O)CO)O)O
SMILES (Isomeric) CC(=O)O[C@@H]1[C@H]([C@H]([C@@H](O[C@H]1OC2=CC(=C(C(=C2)O)C(=O)CCC3=CC=C(C=C3)O)O)CO)O)O
InChI InChI=1S/C23H26O11/c1-11(25)32-22-21(31)20(30)18(10-24)34-23(22)33-14-8-16(28)19(17(29)9-14)15(27)7-4-12-2-5-13(26)6-3-12/h2-3,5-6,8-9,18,20-24,26,28-31H,4,7,10H2,1H3/t18-,20-,21-,22+,23+/m0/s1
InChI Key QIEAJYJXGQAYRU-YRFMLNNJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C23H26O11
Molecular Weight 478.40 g/mol
Exact Mass 478.14751164 g/mol
Topological Polar Surface Area (TPSA) 183.00 Ų
XlogP 1.40
Atomic LogP (AlogP) 0.37
H-Bond Acceptor 11
H-Bond Donor 6
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2S,3R,4S,5R,6S)-2-[3,5-dihydroxy-4-[3-(4-hydroxyphenyl)propanoyl]phenoxy]-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] acetate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8135 81.35%
Caco-2 - 0.8685 86.85%
Blood Brain Barrier - 0.6750 67.50%
Human oral bioavailability - 0.8286 82.86%
Subcellular localzation Mitochondria 0.7928 79.28%
OATP2B1 inhibitior - 0.5629 56.29%
OATP1B1 inhibitior + 0.8539 85.39%
OATP1B3 inhibitior + 0.9223 92.23%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.6750 67.50%
BSEP inhibitior + 0.5688 56.88%
P-glycoprotein inhibitior - 0.4940 49.40%
P-glycoprotein substrate - 0.7474 74.74%
CYP3A4 substrate + 0.6003 60.03%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8761 87.61%
CYP3A4 inhibition - 0.8745 87.45%
CYP2C9 inhibition - 0.5469 54.69%
CYP2C19 inhibition - 0.8577 85.77%
CYP2D6 inhibition - 0.9468 94.68%
CYP1A2 inhibition - 0.8568 85.68%
CYP2C8 inhibition + 0.5523 55.23%
CYP inhibitory promiscuity - 0.8591 85.91%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.7671 76.71%
Eye corrosion - 0.9923 99.23%
Eye irritation - 0.8894 88.94%
Skin irritation - 0.8448 84.48%
Skin corrosion - 0.9471 94.71%
Ames mutagenesis - 0.6700 67.00%
Human Ether-a-go-go-Related Gene inhibition - 0.4342 43.42%
Micronuclear - 0.6167 61.67%
Hepatotoxicity - 0.7500 75.00%
skin sensitisation - 0.9024 90.24%
Respiratory toxicity - 0.7556 75.56%
Reproductive toxicity + 0.6222 62.22%
Mitochondrial toxicity - 0.6000 60.00%
Nephrotoxicity - 0.8559 85.59%
Acute Oral Toxicity (c) III 0.7907 79.07%
Estrogen receptor binding + 0.8469 84.69%
Androgen receptor binding + 0.5470 54.70%
Thyroid receptor binding + 0.5133 51.33%
Glucocorticoid receptor binding + 0.6091 60.91%
Aromatase binding + 0.5574 55.74%
PPAR gamma + 0.6657 66.57%
Honey bee toxicity - 0.7304 73.04%
Biodegradation - 0.8000 80.00%
Crustacea aquatic toxicity - 0.6300 63.00%
Fish aquatic toxicity + 0.7840 78.40%

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%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 98.21% 96.09%
CHEMBL4203 Q9HAZ1 Dual specificity protein kinase CLK4 96.15% 94.45%
CHEMBL2581 P07339 Cathepsin D 96.09% 98.95%
CHEMBL3060 Q9Y345 Glycine transporter 2 92.44% 99.17%
CHEMBL3401 O75469 Pregnane X receptor 92.19% 94.73%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 89.76% 94.00%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 88.53% 86.92%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 88.35% 94.62%
CHEMBL4208 P20618 Proteasome component C5 88.18% 90.00%
CHEMBL5852 Q96P65 Pyroglutamylated RFamide peptide receptor 87.91% 85.00%
CHEMBL1293249 Q13887 Kruppel-like factor 5 87.41% 86.33%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 85.47% 96.95%
CHEMBL1806 P11388 DNA topoisomerase II alpha 85.42% 89.00%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 85.24% 95.89%
CHEMBL5608 Q16288 NT-3 growth factor receptor 85.21% 95.89%
CHEMBL3437 Q16853 Amine oxidase, copper containing 84.21% 94.00%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 82.93% 95.50%
CHEMBL226 P30542 Adenosine A1 receptor 82.82% 95.93%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 82.25% 97.21%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.52% 95.56%
CHEMBL4481 P35228 Nitric oxide synthase, inducible 80.27% 94.80%

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.
Lithocarpus pachyphyllus

Cross-Links

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PubChem 163105658
LOTUS LTS0176963
wikiData Q105221324