[(2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (2S)-2-aminopropanoate

Details

• Internal ID: 90aa901d-b343-4f32-9487-a121a94cceff
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acid esters > Alpha-amino acyl ester of carbohydrates
• IUPAC Name: [(2R,3R,4S,5S,6R)-2-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] (2S)-2-aminopropanoate
• SMILES (Canonical): CC(C(=O)OC1C(C(C(OC1OC2(C(C(C(O2)CO)O)O)CO)CO)O)O)N
• SMILES (Isomeric): C[C@@H](C(=O)O[C@@H]1[C@H]([C@@H]([C@H](O[C@@H]1O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)CO)O)O)N
• InChI: InChI=1S/C15H27NO12/c1-5(16)13(24)26-11-10(22)8(20)6(2-17)25-14(11)28-15(4-19)12(23)9(21)7(3-18)27-15/h5-12,14,17-23H,2-4,16H2,1H3/t5-,6+,7+,8+,9+,10-,11+,12-,14+,15-/m0/s1
• InChI Key: LJCFNEWFKJURHR-OMUBNVEISA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₇NO₁₂
• Molecular Weight: 413.37 g/mol
• Exact Mass: 413.15332530 g/mol
• Topological Polar Surface Area (TPSA): 222.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -5.50
• H-Bond Acceptor: 13
• H-Bond Donor: 8
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.9513	95.13%
Caco-2	-	0.9122	91.22%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.8571	85.71%
Subcellular localzation	Mitochondria	0.5202	52.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8522	85.22%
OATP1B3 inhibitior	+	0.9496	94.96%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8317	83.17%
P-glycoprotein inhibitior	-	0.8463	84.63%
P-glycoprotein substrate	-	0.8886	88.86%
CYP3A4 substrate	+	0.5547	55.47%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8612	86.12%
CYP3A4 inhibition	-	0.9856	98.56%
CYP2C9 inhibition	-	0.9341	93.41%
CYP2C19 inhibition	-	0.8845	88.45%
CYP2D6 inhibition	-	0.9243	92.43%
CYP1A2 inhibition	-	0.9197	91.97%
CYP2C8 inhibition	-	0.8775	87.75%
CYP inhibitory promiscuity	-	0.9161	91.61%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6741	67.41%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9854	98.54%
Skin irritation	-	0.8428	84.28%
Skin corrosion	-	0.9403	94.03%
Ames mutagenesis	-	0.7800	78.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6449	64.49%
Micronuclear	+	0.5700	57.00%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8852	88.52%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6778	67.78%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7704	77.04%
Acute Oral Toxicity (c)	IV	0.4589	45.89%
Estrogen receptor binding	+	0.6252	62.52%
Androgen receptor binding	-	0.5751	57.51%
Thyroid receptor binding	+	0.5420	54.20%
Glucocorticoid receptor binding	-	0.5785	57.85%
Aromatase binding	+	0.6424	64.24%
PPAR gamma	+	0.6473	64.73%
Honey bee toxicity	-	0.7739	77.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7750	77.50%
Fish aquatic toxicity	-	0.9390	93.90%

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	98.34%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.98%	91.11%
CHEMBL226	P30542	Adenosine A1 receptor	92.85%	95.93%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	91.38%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.91%	97.09%
CHEMBL1293316	Q9HBX9	Relaxin receptor 1	86.79%	82.50%
CHEMBL2581	P07339	Cathepsin D	86.20%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	85.57%	94.73%
CHEMBL218	P21554	Cannabinoid CB1 receptor	84.72%	96.61%
CHEMBL299	P17252	Protein kinase C alpha	83.85%	98.03%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	83.58%	96.47%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.31%	99.17%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.04%	96.00%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	82.62%	86.92%
CHEMBL340	P08684	Cytochrome P450 3A4	81.63%	91.19%
CHEMBL221	P23219	Cyclooxygenase-1	80.51%	90.17%
CHEMBL2996	Q05655	Protein kinase C delta	80.37%	97.79%
CHEMBL3437	Q16853	Amine oxidase, copper containing	80.31%	94.00%

Plants that contains it

• Gardenia jasminoides
• Ipomoea batatas

Cross-Links

• PubChem: 11843136
• LOTUS: LTS0012754
• wikiData: Q105343109