N-[(2R)-1-hydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]formamide

Details

• Internal ID: cc99f49c-7503-4de6-ac5c-07b3e85fc70a
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty acyl glycosides > Fatty acyl glycosides of mono- and disaccharides
• IUPAC Name: N-[(2R)-1-hydroxy-3-[(3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxypropan-2-yl]formamide
• SMILES (Canonical): C(C1C(C(C(C(O1)OCC(CO)NC=O)O)O)O)O
• SMILES (Isomeric): C([C@@H]1[C@H]([C@@H]([C@H](C(O1)OC[C@@H](CO)NC=O)O)O)O)O
• InChI: InChI=1S/C10H19NO8/c12-1-5(11-4-14)3-18-10-9(17)8(16)7(15)6(2-13)19-10/h4-10,12-13,15-17H,1-3H2,(H,11,14)/t5-,6-,7-,8+,9-,10?/m1/s1
• InChI Key: LFXAOLSGYQSMPW-JXAWYSTCSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₉NO₈
• Molecular Weight: 281.26 g/mol
• Exact Mass: 281.11106656 g/mol
• Topological Polar Surface Area (TPSA): 149.00 Ų
• XlogP: -3.30
• Atomic LogP (AlogP): -4.09
• H-Bond Acceptor: 8
• H-Bond Donor: 6
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8868	88.68%
Caco-2	-	0.9132	91.32%
Blood Brain Barrier	-	0.6250	62.50%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Mitochondria	0.5187	51.87%
OATP2B1 inhibitior	-	0.8554	85.54%
OATP1B1 inhibitior	+	0.8752	87.52%
OATP1B3 inhibitior	+	0.9363	93.63%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9698	96.98%
P-glycoprotein inhibitior	-	0.9387	93.87%
P-glycoprotein substrate	-	0.9397	93.97%
CYP3A4 substrate	-	0.5184	51.84%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8702	87.02%
CYP3A4 inhibition	-	0.9779	97.79%
CYP2C9 inhibition	-	0.9600	96.00%
CYP2C19 inhibition	-	0.9489	94.89%
CYP2D6 inhibition	-	0.9100	91.00%
CYP1A2 inhibition	-	0.9403	94.03%
CYP2C8 inhibition	-	0.9277	92.77%
CYP inhibitory promiscuity	-	0.9582	95.82%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.7491	74.91%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9964	99.64%
Skin irritation	-	0.8218	82.18%
Skin corrosion	-	0.9527	95.27%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5359	53.59%
Micronuclear	+	0.5900	59.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.9225	92.25%
Respiratory toxicity	-	0.6111	61.11%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.4902	49.02%
Acute Oral Toxicity (c)	III	0.5422	54.22%
Estrogen receptor binding	-	0.6649	66.49%
Androgen receptor binding	-	0.7315	73.15%
Thyroid receptor binding	-	0.6018	60.18%
Glucocorticoid receptor binding	-	0.5892	58.92%
Aromatase binding	-	0.5737	57.37%
PPAR gamma	-	0.5969	59.69%
Honey bee toxicity	-	0.6826	68.26%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.9200	92.00%
Fish aquatic toxicity	-	0.9784	97.84%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	96.74%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.55%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.46%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	89.00%	94.73%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.33%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.20%	96.00%
CHEMBL226	P30542	Adenosine A1 receptor	80.38%	95.93%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	80.03%	86.92%

Plants that contains it

• Fagopyrum esculentum

Cross-Links

• PubChem: 91666322
• NPASS: NPC282031