Grape sugar

Details

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Internal ID afc8d8e4-49cb-497d-a5b9-300858a2fb26
Taxonomy Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Hexoses
IUPAC Name (2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
SMILES (Canonical) C(C1C(C(C(C(O1)O)O)O)O)O
SMILES (Isomeric) C([C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O)O)O)O)O
InChI InChI=1S/C6H12O6/c7-1-2-3(8)4(9)5(10)6(11)12-2/h2-11H,1H2/t2-,3-,4+,5-,6+/m1/s1
InChI Key WQZGKKKJIJFFOK-DVKNGEFBSA-N
Popularity 4,733 references in papers

Physical and Chemical Properties

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Molecular Formula C6H12O6
Molecular Weight 180.16 g/mol
Exact Mass 180.06338810 g/mol
Topological Polar Surface Area (TPSA) 110.00 Ų
XlogP -2.60
Atomic LogP (AlogP) -3.22
H-Bond Acceptor 6
H-Bond Donor 5
Rotatable Bonds 1

Synonyms

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alpha-D-Glucopyranose
492-62-6
alpha-glucose
alpha-Dextrose
Glucopyranose, alpha-D-
a-Dextrose
(2S,3R,4S,5S,6R)-6-(hydroxymethyl)oxane-2,3,4,5-tetrol
a-D-Glucose
alpha-D-Glc
CHEBI:17925
There are more than 10 synonyms. If you wish to see them all click here.

2D Structure

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2D Structure of Grape sugar

3D Structure

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ADMET Properties (via admetSAR 2)

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Target Value Probability (raw) Probability (%)
Human Intestinal Absorption - 0.9302 93.02%
Caco-2 - 0.9596 95.96%
Blood Brain Barrier + 0.6500 65.00%
Human oral bioavailability + 0.6714 67.14%
Subcellular localzation Mitochondria 0.6869 68.69%
OATP2B1 inhibitior - 0.8600 86.00%
OATP1B1 inhibitior + 0.8770 87.70%
OATP1B3 inhibitior + 0.9628 96.28%
MATE1 inhibitior - 1.0000 100.00%
OCT2 inhibitior - 0.9750 97.50%
BSEP inhibitior - 0.9797 97.97%
P-glycoprotein inhibitior - 0.9764 97.64%
P-glycoprotein substrate - 0.9943 99.43%
CYP3A4 substrate - 0.7215 72.15%
CYP2C9 substrate - 1.0000 100.00%
CYP2D6 substrate - 0.8313 83.13%
CYP3A4 inhibition - 0.9663 96.63%
CYP2C9 inhibition - 0.9656 96.56%
CYP2C19 inhibition - 0.9619 96.19%
CYP2D6 inhibition - 0.9648 96.48%
CYP1A2 inhibition - 0.9808 98.08%
CYP2C8 inhibition - 0.9849 98.49%
CYP inhibitory promiscuity - 0.9725 97.25%
UGT catelyzed + 0.7000 70.00%
Carcinogenicity (binary) - 0.9800 98.00%
Carcinogenicity (trinary) Non-required 0.7079 70.79%
Eye corrosion - 0.9869 98.69%
Eye irritation - 0.9642 96.42%
Skin irritation - 0.8722 87.22%
Skin corrosion - 0.9639 96.39%
Ames mutagenesis - 0.8600 86.00%
Human Ether-a-go-go-Related Gene inhibition - 0.6425 64.25%
Micronuclear - 0.7841 78.41%
Hepatotoxicity - 0.9500 95.00%
skin sensitisation - 0.9255 92.55%
Respiratory toxicity - 0.8667 86.67%
Reproductive toxicity - 0.7444 74.44%
Mitochondrial toxicity - 0.8375 83.75%
Nephrotoxicity + 0.4783 47.83%
Acute Oral Toxicity (c) IV 0.6206 62.06%
Estrogen receptor binding - 0.9254 92.54%
Androgen receptor binding - 0.7709 77.09%
Thyroid receptor binding - 0.6626 66.26%
Glucocorticoid receptor binding - 0.8363 83.63%
Aromatase binding - 0.8221 82.21%
PPAR gamma - 0.8546 85.46%
Honey bee toxicity - 0.8601 86.01%
Biodegradation + 0.6000 60.00%
Crustacea aquatic toxicity - 0.8800 88.00%
Fish aquatic toxicity - 0.9256 92.56%

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
CHEMBL226 P30542 Adenosine A1 receptor 91.94% 95.93%
CHEMBL3589 P55263 Adenosine kinase 88.61% 98.05%
CHEMBL3251 P19838 Nuclear factor NF-kappa-B p105 subunit 87.29% 96.09%
CHEMBL5619 P27695 DNA-(apurinic or apyrimidinic site) lyase 87.25% 91.11%
CHEMBL4016 P42262 Glutamate receptor ionotropic, AMPA 2 85.54% 86.92%

Cross-Links

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PubChem 79025
NPASS NPC92246
LOTUS LTS0132398
wikiData Q23905965