[(2R,3R,4S,5R,6S)-6-(4-acetyl-2-methoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

Details

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Internal ID 5dc6db8f-831b-456c-8f9d-bff63fe824be
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name [(2R,3R,4S,5R,6S)-6-(4-acetyl-2-methoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate
SMILES (Canonical) CC(=O)C1=CC(=C(C=C1)OC2C(C(C(C(O2)COC(=O)C=CC3=CC=C(C=C3)O)O)O)O)OC
SMILES (Isomeric) CC(=O)C1=CC(=C(C=C1)O[C@H]2[C@@H]([C@H]([C@H]([C@H](O2)COC(=O)/C=C/C3=CC=C(C=C3)O)O)O)O)OC
InChI InChI=1S/C24H26O10/c1-13(25)15-6-9-17(18(11-15)31-2)33-24-23(30)22(29)21(28)19(34-24)12-32-20(27)10-5-14-3-7-16(26)8-4-14/h3-11,19,21-24,26,28-30H,12H2,1-2H3/b10-5+/t19-,21+,22+,23-,24-/m1/s1
InChI Key ZZDJNPFVWSOKTO-FTFWDOSHSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C24H26O10
Molecular Weight 474.50 g/mol
Exact Mass 474.15259702 g/mol
Topological Polar Surface Area (TPSA) 152.00 Ų
XlogP 1.20
Atomic LogP (AlogP) 1.05
H-Bond Acceptor 10
H-Bond Donor 4
Rotatable Bonds 8

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of [(2R,3R,4S,5R,6S)-6-(4-acetyl-2-methoxyphenoxy)-3,4,5-trihydroxyoxan-2-yl]methyl (E)-3-(4-hydroxyphenyl)prop-2-enoate

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6714 67.14%
Caco-2 - 0.8178 81.78%
Blood Brain Barrier - 0.7500 75.00%
Human oral bioavailability - 0.8571 85.71%
Subcellular localzation Mitochondria 0.6293 62.93%
OATP2B1 inhibitior - 0.7057 70.57%
OATP1B1 inhibitior + 0.8573 85.73%
OATP1B3 inhibitior + 0.9385 93.85%
MATE1 inhibitior - 0.8800 88.00%
OCT2 inhibitior - 0.7000 70.00%
BSEP inhibitior + 0.5824 58.24%
P-glycoprotein inhibitior - 0.4696 46.96%
P-glycoprotein substrate - 0.6493 64.93%
CYP3A4 substrate + 0.6156 61.56%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8712 87.12%
CYP3A4 inhibition - 0.7161 71.61%
CYP2C9 inhibition - 0.7544 75.44%
CYP2C19 inhibition - 0.8048 80.48%
CYP2D6 inhibition - 0.8692 86.92%
CYP1A2 inhibition - 0.8150 81.50%
CYP2C8 inhibition + 0.8766 87.66%
CYP inhibitory promiscuity - 0.7330 73.30%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9600 96.00%
Carcinogenicity (trinary) Non-required 0.7527 75.27%
Eye corrosion - 0.9901 99.01%
Eye irritation - 0.9164 91.64%
Skin irritation - 0.8541 85.41%
Skin corrosion - 0.9482 94.82%
Ames mutagenesis - 0.7900 79.00%
Human Ether-a-go-go-Related Gene inhibition + 0.7129 71.29%
Micronuclear + 0.6666 66.66%
Hepatotoxicity - 0.7750 77.50%
skin sensitisation - 0.8758 87.58%
Respiratory toxicity - 0.7667 76.67%
Reproductive toxicity + 0.6889 68.89%
Mitochondrial toxicity - 0.6125 61.25%
Nephrotoxicity - 0.8234 82.34%
Acute Oral Toxicity (c) III 0.7357 73.57%
Estrogen receptor binding + 0.6604 66.04%
Androgen receptor binding + 0.5955 59.55%
Thyroid receptor binding - 0.5180 51.80%
Glucocorticoid receptor binding + 0.6453 64.53%
Aromatase binding - 0.6524 65.24%
PPAR gamma + 0.5571 55.71%
Honey bee toxicity - 0.8364 83.64%
Biodegradation - 0.7750 77.50%
Crustacea aquatic toxicity - 0.6966 69.66%
Fish aquatic toxicity + 0.9442 94.42%

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
CHEMBL1293249 Q13887 Kruppel-like factor 5 98.28% 86.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 96.16% 99.17%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 95.79% 96.09%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 95.21% 96.00%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.95% 91.11%
CHEMBL1806 P11388 DNA topoisomerase II alpha 94.03% 89.00%
CHEMBL3194 P02766 Transthyretin 92.58% 90.71%
CHEMBL1951 P21397 Monoamine oxidase A 91.25% 91.49%
CHEMBL225 P28335 Serotonin 2c (5-HT2c) receptor 88.97% 89.62%
CHEMBL1907603 Q05586 Glutamate NMDA receptor; GRIN1/GRIN2B 88.83% 95.89%
CHEMBL4208 P20618 Proteasome component C5 87.51% 90.00%
CHEMBL2535 P11166 Glucose transporter 86.78% 98.75%
CHEMBL2563 Q9UQL6 Histone deacetylase 5 84.60% 89.67%
CHEMBL3401 O75469 Pregnane X receptor 84.43% 94.73%
CHEMBL5608 Q16288 NT-3 growth factor receptor 83.43% 95.89%
CHEMBL241 Q14432 Phosphodiesterase 3A 82.64% 92.94%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 81.67% 95.56%
CHEMBL4793 Q86TI2 Dipeptidyl peptidase IX 80.46% 96.95%
CHEMBL4657 Q6V1X1 Dipeptidyl peptidase VIII 80.39% 97.21%

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.
Neopicrorhiza scrophulariiflora
Salvia eriophora
Salvia prionitis

Cross-Links

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PubChem 162932351
LOTUS LTS0149274
wikiData Q104996347