Acromelic acid E

Details

• Internal ID: e188e987-436b-4eee-b4b9-450b2413f647
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Amino acids and derivatives > Kainoids
• IUPAC Name: 3-[(3S,4S,5S)-5-carboxy-4-(carboxymethyl)pyrrolidin-3-yl]pyridine-2-carboxylic acid
• SMILES (Canonical): C1C(C(C(N1)C(=O)O)CC(=O)O)C2=C(N=CC=C2)C(=O)O
• SMILES (Isomeric): C1[C@@H]([C@@H]([C@H](N1)C(=O)O)CC(=O)O)C2=C(N=CC=C2)C(=O)O
• InChI: InChI=1S/C13H14N2O6/c16-9(17)4-7-8(5-15-11(7)13(20)21)6-2-1-3-14-10(6)12(18)19/h1-3,7-8,11,15H,4-5H2,(H,16,17)(H,18,19)(H,20,21)/t7-,8+,11-/m0/s1
• InChI Key: IKLXLRRNKJKWMY-RNSXUZJQSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄N₂O₆
• Molecular Weight: 294.26 g/mol
• Exact Mass: 294.08518617 g/mol
• Topological Polar Surface Area (TPSA): 137.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): 0.01
• H-Bond Acceptor: 5
• H-Bond Donor: 4
• Rotatable Bonds: 5

Synonyms

• (-)-Acromelic acid E
• 145237-01-0
• 2-Pyridinecarboxylic acid, 3-((3S,4S,5S)-5-carboxy-4-(carboxymethyl)-3-pyrrolidinyl)-
• 2-Pyridinecarboxylic acid, 3-(5-carboxy-4-(carboxymethyl)-3-pyrrolidinyl)-, (3S-(3alpha,4alpha,5beta))-
• DTXSID60162951

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.7787	77.87%
Caco-2	-	0.8386	83.86%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.8570	85.70%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9377	93.77%
OATP1B3 inhibitior	+	0.9459	94.59%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9509	95.09%
P-glycoprotein inhibitior	-	0.9713	97.13%
P-glycoprotein substrate	-	0.7297	72.97%
CYP3A4 substrate	-	0.5298	52.98%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8309	83.09%
CYP3A4 inhibition	-	0.9781	97.81%
CYP2C9 inhibition	-	0.9291	92.91%
CYP2C19 inhibition	-	0.8998	89.98%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	-	0.7848	78.48%
CYP2C8 inhibition	+	0.4831	48.31%
CYP inhibitory promiscuity	-	0.9796	97.96%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.7273	72.73%
Eye corrosion	-	0.9906	99.06%
Eye irritation	-	0.9352	93.52%
Skin irritation	-	0.7799	77.99%
Skin corrosion	-	0.9428	94.28%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6624	66.24%
Micronuclear	+	0.6500	65.00%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.8946	89.46%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.8530	85.30%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.8456	84.56%
Acute Oral Toxicity (c)	III	0.5393	53.93%
Estrogen receptor binding	-	0.8016	80.16%
Androgen receptor binding	-	0.6278	62.78%
Thyroid receptor binding	-	0.8170	81.70%
Glucocorticoid receptor binding	-	0.5088	50.88%
Aromatase binding	-	0.6980	69.80%
PPAR gamma	-	0.5103	51.03%
Honey bee toxicity	-	0.9411	94.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.4280	42.80%

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	96.27%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.17%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.64%	85.14%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.87%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	85.44%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	84.31%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	83.50%	94.45%
CHEMBL1907598	P05106	Integrin alpha-V/beta-3	82.26%	95.71%
CHEMBL3359	P21462	Formyl peptide receptor 1	82.01%	93.56%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	81.90%	96.09%

Plants that contains it

• Gongronemopsis tenacissima

Cross-Links

• PubChem: 3086662
• LOTUS: LTS0178145
• wikiData: Q104401454