2-Acetamidoglucal

Details

• Internal ID: 120f00c8-a0d2-434c-b5c3-dfc505bcd58a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Carboxylic acid derivatives > Carboxylic acid amides > Acetamides
• IUPAC Name: N-[(2R,3S,4R)-3,4-dihydroxy-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-5-yl]acetamide
• SMILES (Canonical): CC(=O)NC1=COC(C(C1O)O)CO
• SMILES (Isomeric): CC(=O)NC1=CO[C@@H]([C@H]([C@@H]1O)O)CO
• InChI: InChI=1S/C8H13NO5/c1-4(11)9-5-3-14-6(2-10)8(13)7(5)12/h3,6-8,10,12-13H,2H2,1H3,(H,9,11)/t6-,7-,8-/m1/s1
• InChI Key: LKFJQOCOGNNTCY-BWZBUEFSSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₁₃NO₅
• Molecular Weight: 203.19 g/mol
• Exact Mass: 203.07937252 g/mol
• Topological Polar Surface Area (TPSA): 99.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -1.92
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 2

Synonyms

• N-[(2R,3S,4R)-3,4-dihydroxy-2-(hydroxymethyl)-3,4-dihydro-2H-pyran-5-yl]acetamide
• 2-(acetylamino)-1,5-anhydro-2-deoxy-D-arabino-hex-1-enitol
• SCHEMBL7149674
• CHEBI:73979
• 2-acetoamido-1,2-dideoxy-D-arabino-hex-1-enopyranose
• Q27144306

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8132	81.32%
Caco-2	-	0.9312	93.12%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6975	69.75%
OATP2B1 inhibitior	-	0.8618	86.18%
OATP1B1 inhibitior	+	0.8303	83.03%
OATP1B3 inhibitior	+	0.9525	95.25%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9818	98.18%
P-glycoprotein inhibitior	-	0.9682	96.82%
P-glycoprotein substrate	-	0.9164	91.64%
CYP3A4 substrate	-	0.5757	57.57%
CYP2C9 substrate	-	0.6070	60.70%
CYP2D6 substrate	-	0.8557	85.57%
CYP3A4 inhibition	-	0.9709	97.09%
CYP2C9 inhibition	-	0.9044	90.44%
CYP2C19 inhibition	-	0.8849	88.49%
CYP2D6 inhibition	-	0.9503	95.03%
CYP1A2 inhibition	-	0.9020	90.20%
CYP2C8 inhibition	-	0.9677	96.77%
CYP inhibitory promiscuity	-	0.9021	90.21%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.7059	70.59%
Eye corrosion	-	0.9891	98.91%
Eye irritation	-	0.9892	98.92%
Skin irritation	-	0.7963	79.63%
Skin corrosion	-	0.9515	95.15%
Ames mutagenesis	-	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6979	69.79%
Micronuclear	+	0.7400	74.00%
Hepatotoxicity	-	0.6569	65.69%
skin sensitisation	-	0.8480	84.80%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.7750	77.50%
Nephrotoxicity	+	0.6903	69.03%
Acute Oral Toxicity (c)	III	0.5375	53.75%
Estrogen receptor binding	-	0.7517	75.17%
Androgen receptor binding	-	0.6333	63.33%
Thyroid receptor binding	-	0.5870	58.70%
Glucocorticoid receptor binding	-	0.7811	78.11%
Aromatase binding	-	0.8770	87.70%
PPAR gamma	-	0.8229	82.29%
Honey bee toxicity	-	0.9532	95.32%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.9267	92.67%

Targets

Proven Targets:

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	93.55%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	91.82%	94.73%
CHEMBL4040	P28482	MAP kinase ERK2	89.89%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.70%	91.11%
CHEMBL2111367	P27986	PI3-kinase p110-alpha/p85-alpha	82.25%	94.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.92%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.40%	85.14%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	80.15%	91.24%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 22842041
• LOTUS: LTS0177781
• wikiData: Q27144306