2-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]acetic acid

Details

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Internal ID cc56b616-9ad2-416d-bb06-4110201098f9
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > Phenolic glycosides
IUPAC Name 2-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]acetic acid
SMILES (Canonical) C1=CC(=CC=C1CC(=O)O)OC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric) C1=CC(=CC=C1CC(=O)O)O[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)CO)O)O)O
InChI InChI=1S/C14H18O8/c15-6-9-11(18)12(19)13(20)14(22-9)21-8-3-1-7(2-4-8)5-10(16)17/h1-4,9,11-15,18-20H,5-6H2,(H,16,17)/t9-,11-,12+,13-,14-/m0/s1
InChI Key YHJWCNZGHBFVTB-HNGSFYKJSA-N
Popularity 0 references in papers

Physical and Chemical Properties

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Molecular Formula C14H18O8
Molecular Weight 314.29 g/mol
Exact Mass 314.10016753 g/mol
Topological Polar Surface Area (TPSA) 137.00 Ų
XlogP -0.40
Atomic LogP (AlogP) -1.51
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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There are no found synonyms.

2D Structure

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2D Structure of 2-[4-[(2R,3S,4R,5R,6S)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]acetic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.7198 71.98%
Caco-2 - 0.7370 73.70%
Blood Brain Barrier + 0.5500 55.00%
Human oral bioavailability - 0.6286 62.86%
Subcellular localzation Mitochondria 0.6350 63.50%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9377 93.77%
OATP1B3 inhibitior + 0.9171 91.71%
MATE1 inhibitior - 0.9400 94.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.8099 80.99%
P-glycoprotein inhibitior - 0.9507 95.07%
P-glycoprotein substrate - 0.9818 98.18%
CYP3A4 substrate - 0.5608 56.08%
CYP2C9 substrate - 0.7986 79.86%
CYP2D6 substrate - 0.8635 86.35%
CYP3A4 inhibition - 0.9136 91.36%
CYP2C9 inhibition - 0.9531 95.31%
CYP2C19 inhibition - 0.9686 96.86%
CYP2D6 inhibition - 0.9379 93.79%
CYP1A2 inhibition - 0.9644 96.44%
CYP2C8 inhibition - 0.8046 80.46%
CYP inhibitory promiscuity - 0.8784 87.84%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9700 97.00%
Carcinogenicity (trinary) Non-required 0.7143 71.43%
Eye corrosion - 0.9943 99.43%
Eye irritation - 0.8766 87.66%
Skin irritation - 0.7967 79.67%
Skin corrosion - 0.9686 96.86%
Ames mutagenesis - 0.6300 63.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6982 69.82%
Micronuclear - 0.5708 57.08%
Hepatotoxicity - 0.8125 81.25%
skin sensitisation - 0.8433 84.33%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity + 0.5778 57.78%
Mitochondrial toxicity - 0.5000 50.00%
Nephrotoxicity - 0.8461 84.61%
Acute Oral Toxicity (c) III 0.6956 69.56%
Estrogen receptor binding - 0.7733 77.33%
Androgen receptor binding - 0.6696 66.96%
Thyroid receptor binding - 0.5446 54.46%
Glucocorticoid receptor binding - 0.6270 62.70%
Aromatase binding - 0.6064 60.64%
PPAR gamma + 0.6731 67.31%
Honey bee toxicity - 0.8522 85.22%
Biodegradation - 0.7000 70.00%
Crustacea aquatic toxicity - 0.8050 80.50%
Fish aquatic toxicity - 0.5358 53.58%

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
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.71% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 94.19% 91.11%
CHEMBL2581 P07339 Cathepsin D 91.90% 98.95%
CHEMBL2216739 Q92523 Carnitine O-palmitoyltransferase 1, muscle isoform 90.92% 88.33%
CHEMBL3060 Q9Y345 Glycine transporter 2 90.11% 99.17%
CHEMBL221 P23219 Cyclooxygenase-1 89.22% 90.17%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 84.58% 95.50%
CHEMBL5608 Q16288 NT-3 growth factor receptor 84.20% 95.89%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 84.10% 86.92%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 83.12% 96.00%
CHEMBL3137262 O60341 LSD1/CoREST complex 82.91% 97.09%
CHEMBL2635 P51452 Dual specificity protein phosphatase 3 81.59% 94.00%
CHEMBL3401 O75469 Pregnane X receptor 81.43% 94.73%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 81.10% 94.62%

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.
Panax ginseng

Cross-Links

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PubChem 163044484
LOTUS LTS0168343
wikiData Q105348438