(2S,3R,4R,5R,6S)-4,5,6-trihydroxy-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxane-2-carboxylic acid

Details

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Internal ID fbc6f635-9184-4c62-9cf7-24649cdf7257
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Sugar acids and derivatives > Glucuronic acid derivatives
IUPAC Name (2S,3R,4R,5R,6S)-4,5,6-trihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxane-2-carboxylic acid
SMILES (Canonical)
SMILES (Isomeric)
InChI InChI=1S/C12H20O11/c1-2-3(13)4(14)7(17)12(21-2)23-8-5(15)6(16)11(20)22-9(8)10(18)19/h2-9,11-17,20H,1H3,(H,18,19)/t2-,3-,4+,5+,6+,7+,8+,9-,11-,12-/m0/s1
InChI Key YLAIFAUCSMMVDB-QGINKGDOSA-N
Popularity 2 references in papers

Physical and Chemical Properties

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Molecular Formula C12H20O11
Molecular Weight 340.28 g/mol
Exact Mass 340.10056145 g/mol
Topological Polar Surface Area (TPSA) 186.00 Ų
XlogP -4.00
Atomic LogP (AlogP) -4.28
H-Bond Acceptor 10
H-Bond Donor 7
Rotatable Bonds 3

Synonyms

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GlyTouCan:G85359AD
G85359AD
(2S,3R,4R,5R,6S)-4,5,6-trihydroxy-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxane-2-carboxylic acid

2D Structure

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2D Structure of (2S,3R,4R,5R,6S)-4,5,6-trihydroxy-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxyoxane-2-carboxylic acid

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.6176 61.76%
Caco-2 - 0.9248 92.48%
Blood Brain Barrier - 0.6000 60.00%
Human oral bioavailability - 0.7857 78.57%
Subcellular localzation Mitochondria 0.7607 76.07%
OATP2B1 inhibitior - 0.8569 85.69%
OATP1B1 inhibitior + 0.9119 91.19%
OATP1B3 inhibitior + 0.9546 95.46%
MATE1 inhibitior - 0.9800 98.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9794 97.94%
P-glycoprotein inhibitior - 0.9175 91.75%
P-glycoprotein substrate - 0.9611 96.11%
CYP3A4 substrate - 0.5163 51.63%
CYP2C9 substrate - 0.8082 80.82%
CYP2D6 substrate - 0.8893 88.93%
CYP3A4 inhibition - 0.8595 85.95%
CYP2C9 inhibition - 0.9562 95.62%
CYP2C19 inhibition - 0.9385 93.85%
CYP2D6 inhibition - 0.9595 95.95%
CYP1A2 inhibition - 0.9014 90.14%
CYP2C8 inhibition - 0.9020 90.20%
CYP inhibitory promiscuity - 0.8301 83.01%
UGT catelyzed + 0.6000 60.00%
Carcinogenicity (binary) - 0.9200 92.00%
Carcinogenicity (trinary) Non-required 0.6449 64.49%
Eye corrosion - 0.9662 96.62%
Eye irritation - 0.9631 96.31%
Skin irritation - 0.6515 65.15%
Skin corrosion - 0.8984 89.84%
Ames mutagenesis - 0.6254 62.54%
Human Ether-a-go-go-Related Gene inhibition - 0.6859 68.59%
Micronuclear + 0.5700 57.00%
Hepatotoxicity - 0.7663 76.63%
skin sensitisation - 0.9130 91.30%
Respiratory toxicity - 0.6000 60.00%
Reproductive toxicity - 0.6111 61.11%
Mitochondrial toxicity - 0.7375 73.75%
Nephrotoxicity - 0.7226 72.26%
Acute Oral Toxicity (c) III 0.6613 66.13%
Estrogen receptor binding - 0.5206 52.06%
Androgen receptor binding - 0.7299 72.99%
Thyroid receptor binding - 0.5070 50.70%
Glucocorticoid receptor binding - 0.6367 63.67%
Aromatase binding + 0.5529 55.29%
PPAR gamma - 0.5379 53.79%
Honey bee toxicity - 0.7275 72.75%
Biodegradation - 0.6500 65.00%
Crustacea aquatic toxicity - 0.6655 66.55%
Fish aquatic toxicity - 0.5562 55.62%

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
CHEMBL1951 P21397 Monoamine oxidase A 91.94% 91.49%
CHEMBL3714130 P46095 G-protein coupled receptor 6 88.56% 97.36%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 86.44% 91.11%
CHEMBL1293249 Q13887 Kruppel-like factor 5 85.83% 86.33%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 85.28% 96.09%
CHEMBL1293255 P15428 15-hydroxyprostaglandin dehydrogenase [NAD+] 84.50% 83.57%
CHEMBL1806 P11388 DNA topoisomerase II alpha 84.47% 89.00%
CHEMBL3060 Q9Y345 Glycine transporter 2 84.32% 99.17%
CHEMBL1293294 P51151 Ras-related protein Rab-9A 82.44% 87.67%
CHEMBL3401 O75469 Pregnane X receptor 81.93% 94.73%
CHEMBL1293277 O15118 Niemann-Pick C1 protein 81.62% 81.11%

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.
Zea mays

Cross-Links

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PubChem 131801241
LOTUS LTS0186166
wikiData Q105350019