(S)-Mandelic acid O-beta-D-Glucopyranoside

Details

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Internal ID df7709ac-1e1a-4ae6-bf74-fa61346c5a1f
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Glycosyl compounds > O-glycosyl compounds
IUPAC Name 2-phenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetic acid
SMILES (Canonical) C1=CC=C(C=C1)C(C(=O)O)OC2C(C(C(C(O2)CO)O)O)O
SMILES (Isomeric) C1=CC=C(C=C1)C(C(=O)O)OC2C(C(C(C(O2)CO)O)O)O
InChI InChI=1S/C14H18O8/c15-6-8-9(16)10(17)11(18)14(21-8)22-12(13(19)20)7-4-2-1-3-5-7/h1-5,8-12,14-18H,6H2,(H,19,20)
InChI Key PRBPGFIPERGSFI-UHFFFAOYSA-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 -0.90
Atomic LogP (AlogP) -1.37
H-Bond Acceptor 7
H-Bond Donor 5
Rotatable Bonds 5

Synonyms

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CHEBI:175025
2-phenyl-2-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyacetic acid

2D Structure

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2D Structure of (S)-Mandelic acid O-beta-D-Glucopyranoside

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.8540 85.40%
Caco-2 - 0.8718 87.18%
Blood Brain Barrier + 0.6000 60.00%
Human oral bioavailability - 0.7143 71.43%
Subcellular localzation Mitochondria 0.7502 75.02%
OATP2B1 inhibitior - 1.0000 100.00%
OATP1B1 inhibitior + 0.9055 90.55%
OATP1B3 inhibitior + 0.9326 93.26%
MATE1 inhibitior - 0.9200 92.00%
OCT2 inhibitior - 0.9000 90.00%
BSEP inhibitior - 0.9702 97.02%
P-glycoprotein inhibitior - 0.9077 90.77%
P-glycoprotein substrate - 0.9803 98.03%
CYP3A4 substrate - 0.5879 58.79%
CYP2C9 substrate + 0.5936 59.36%
CYP2D6 substrate - 0.8755 87.55%
CYP3A4 inhibition - 0.9193 91.93%
CYP2C9 inhibition - 0.9105 91.05%
CYP2C19 inhibition - 0.9399 93.99%
CYP2D6 inhibition - 0.9463 94.63%
CYP1A2 inhibition - 0.9552 95.52%
CYP2C8 inhibition - 0.9189 91.89%
CYP inhibitory promiscuity - 0.8289 82.89%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7397 73.97%
Eye corrosion - 0.9934 99.34%
Eye irritation - 0.7689 76.89%
Skin irritation - 0.8505 85.05%
Skin corrosion - 0.9764 97.64%
Ames mutagenesis - 0.6400 64.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6806 68.06%
Micronuclear - 0.6341 63.41%
Hepatotoxicity - 0.7717 77.17%
skin sensitisation - 0.8974 89.74%
Respiratory toxicity + 0.6222 62.22%
Reproductive toxicity - 0.5333 53.33%
Mitochondrial toxicity - 0.6250 62.50%
Nephrotoxicity - 0.7234 72.34%
Acute Oral Toxicity (c) III 0.5993 59.93%
Estrogen receptor binding - 0.6158 61.58%
Androgen receptor binding - 0.6079 60.79%
Thyroid receptor binding - 0.6021 60.21%
Glucocorticoid receptor binding - 0.6110 61.10%
Aromatase binding - 0.7373 73.73%
PPAR gamma + 0.5427 54.27%
Honey bee toxicity - 0.8025 80.25%
Biodegradation - 0.6250 62.50%
Crustacea aquatic toxicity - 0.6355 63.55%
Fish aquatic toxicity - 0.5574 55.74%

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 95.32% 91.11%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 94.22% 96.09%
CHEMBL2581 P07339 Cathepsin D 90.57% 98.95%
CHEMBL2035 P08912 Muscarinic acetylcholine receptor M5 87.90% 94.62%
CHEMBL3108638 O15164 Transcription intermediary factor 1-alpha 87.73% 95.56%
CHEMBL216 P11229 Muscarinic acetylcholine receptor M1 87.68% 94.23%
CHEMBL3401 O75469 Pregnane X receptor 87.28% 94.73%
CHEMBL3060 Q9Y345 Glycine transporter 2 86.83% 99.17%
CHEMBL1075094 Q16236 Nuclear factor erythroid 2-related factor 2 84.91% 96.00%
CHEMBL1821 P08173 Muscarinic acetylcholine receptor M4 84.64% 94.08%
CHEMBL3091268 Q92753 Nuclear receptor ROR-beta 83.20% 95.50%

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.
Prunus persica
Prunus zippeliana
Sambucus nigra

Cross-Links

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PubChem 73229629
LOTUS LTS0259076
wikiData Q105213599