[2-[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-amino-3-(1H-indol-3-yl)propanoate

Details

• Internal ID: 1a0b3f56-e263-4e39-8489-9e3e5be63c67
• 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: [2-[3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-4,5-dihydroxy-6-(hydroxymethyl)oxan-3-yl] 2-amino-3-(1H-indol-3-yl)propanoate
• SMILES (Canonical): C1=CC=C2C(=C1)C(=CN2)CC(C(=O)OC3C(C(C(OC3OC4(C(C(C(O4)CO)O)O)CO)CO)O)O)N
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=CN2)CC(C(=O)OC3C(C(C(OC3OC4(C(C(C(O4)CO)O)O)CO)CO)O)O)N
• InChI: InChI=1S/C23H32N2O12/c24-12(5-10-6-25-13-4-2-1-3-11(10)13)21(33)35-19-18(31)16(29)14(7-26)34-22(19)37-23(9-28)20(32)17(30)15(8-27)36-23/h1-4,6,12,14-20,22,25-32H,5,7-9,24H2
• InChI Key: RNRMDYABXOHXNO-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₃₂N₂O₁₂
• Molecular Weight: 528.50 g/mol
• Exact Mass: 528.19552446 g/mol
• Topological Polar Surface Area (TPSA): 237.00 Ų
• XlogP: -2.10
• Atomic LogP (AlogP): -3.79
• H-Bond Acceptor: 13
• H-Bond Donor: 9
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5194	51.94%
Caco-2	-	0.8901	89.01%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.7286	72.86%
Subcellular localzation	Lysosomes	0.3644	36.44%
OATP2B1 inhibitior	-	0.8525	85.25%
OATP1B1 inhibitior	+	0.8903	89.03%
OATP1B3 inhibitior	+	0.9463	94.63%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.8257	82.57%
P-glycoprotein inhibitior	-	0.6322	63.22%
P-glycoprotein substrate	-	0.6935	69.35%
CYP3A4 substrate	+	0.6578	65.78%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8036	80.36%
CYP3A4 inhibition	-	0.9457	94.57%
CYP2C9 inhibition	-	0.9253	92.53%
CYP2C19 inhibition	-	0.8936	89.36%
CYP2D6 inhibition	-	0.8467	84.67%
CYP1A2 inhibition	-	0.8397	83.97%
CYP2C8 inhibition	+	0.5388	53.88%
CYP inhibitory promiscuity	-	0.8361	83.61%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6364	63.64%
Eye corrosion	-	0.9916	99.16%
Eye irritation	-	0.9669	96.69%
Skin irritation	-	0.8066	80.66%
Skin corrosion	-	0.9446	94.46%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7288	72.88%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6601	66.01%
skin sensitisation	-	0.8693	86.93%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9125	91.25%
Nephrotoxicity	-	0.9249	92.49%
Acute Oral Toxicity (c)	III	0.4746	47.46%
Estrogen receptor binding	+	0.7716	77.16%
Androgen receptor binding	+	0.5532	55.32%
Thyroid receptor binding	+	0.5532	55.32%
Glucocorticoid receptor binding	-	0.4824	48.24%
Aromatase binding	+	0.6542	65.42%
PPAR gamma	+	0.7796	77.96%
Honey bee toxicity	-	0.6639	66.39%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.7149	71.49%
Fish aquatic toxicity	-	0.8367	83.67%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.60%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.83%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.07%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.84%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.80%	94.45%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.56%	94.62%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	90.18%	94.00%
CHEMBL3475	P05121	Plasminogen activator inhibitor-1	88.69%	83.00%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	88.43%	94.23%
CHEMBL2581	P07339	Cathepsin D	87.96%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.27%	89.00%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	87.25%	94.08%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.90%	92.62%
CHEMBL2996	Q05655	Protein kinase C delta	86.83%	97.79%
CHEMBL3310	Q96DB2	Histone deacetylase 11	85.29%	88.56%
CHEMBL1937	Q92769	Histone deacetylase 2	85.14%	94.75%
CHEMBL3401	O75469	Pregnane X receptor	84.53%	94.73%
CHEMBL299	P17252	Protein kinase C alpha	84.31%	98.03%
CHEMBL213	P08588	Beta-1 adrenergic receptor	83.62%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	82.88%	91.19%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	81.12%	95.71%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	80.97%	95.83%
CHEMBL245	P20309	Muscarinic acetylcholine receptor M3	80.67%	97.53%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	80.57%	96.00%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.23%	99.17%

Plants that contains it

• Ipomoea batatas

Cross-Links

• PubChem: 73122948
• LOTUS: LTS0241467
• wikiData: Q105241790