2-Amino-3-(3-oxoprop-1-enyl)but-2-enedioic acid

Details

• Internal ID: 29381b19-9963-4677-a12b-e933acddf28e
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids
• IUPAC Name: 2-amino-3-(3-oxoprop-1-enyl)but-2-enedioic acid
• SMILES (Canonical): C(=CC(=C(C(=O)O)N)C(=O)O)C=O
• SMILES (Isomeric): C(=CC(=C(C(=O)O)N)C(=O)O)C=O
• InChI: InChI=1S/C7H7NO5/c8-5(7(12)13)4(6(10)11)2-1-3-9/h1-3H,8H2,(H,10,11)(H,12,13)
• InChI Key: KACPVQQHDVBVFC-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₇H₇NO₅
• Molecular Weight: 185.13 g/mol
• Exact Mass: 185.03242232 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: -0.50
• Atomic LogP (AlogP): -0.88
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 2-amino-3-(3-oxoprop-1-enyl)but-2-enedioic acid
• SCHEMBL188166
• DTXSID10274255
• 1-amino-4-formyl-1,3-butadiene-1,2-dicarboxylic acid
• 2-Amino-3-(3-oxo-1-propen-1-yl)-2-butenedioic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8702	87.02%
Caco-2	-	0.7135	71.35%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Lysosomes	0.4880	48.80%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9501	95.01%
OATP1B3 inhibitior	+	0.9486	94.86%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9588	95.88%
BSEP inhibitior	-	0.9782	97.82%
P-glycoprotein inhibitior	-	0.9862	98.62%
P-glycoprotein substrate	-	0.9675	96.75%
CYP3A4 substrate	-	0.6973	69.73%
CYP2C9 substrate	-	0.7922	79.22%
CYP2D6 substrate	-	0.8662	86.62%
CYP3A4 inhibition	-	0.9468	94.68%
CYP2C9 inhibition	-	0.8692	86.92%
CYP2C19 inhibition	-	0.9108	91.08%
CYP2D6 inhibition	-	0.8947	89.47%
CYP1A2 inhibition	-	0.8471	84.71%
CYP2C8 inhibition	-	0.9381	93.81%
CYP inhibitory promiscuity	-	0.9832	98.32%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6292	62.92%
Carcinogenicity (trinary)	Non-required	0.6259	62.59%
Eye corrosion	-	0.9877	98.77%
Eye irritation	+	0.9786	97.86%
Skin irritation	-	0.7213	72.13%
Skin corrosion	-	0.9595	95.95%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.9392	93.92%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.7500	75.00%
skin sensitisation	-	0.8810	88.10%
Respiratory toxicity	-	0.6444	64.44%
Reproductive toxicity	-	0.6333	63.33%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	+	0.5221	52.21%
Acute Oral Toxicity (c)	III	0.5652	56.52%
Estrogen receptor binding	-	0.8839	88.39%
Androgen receptor binding	-	0.7925	79.25%
Thyroid receptor binding	-	0.7711	77.11%
Glucocorticoid receptor binding	-	0.5593	55.93%
Aromatase binding	-	0.8599	85.99%
PPAR gamma	-	0.6611	66.11%
Honey bee toxicity	-	0.9400	94.00%
Biodegradation	-	0.5250	52.50%
Crustacea aquatic toxicity	-	0.8200	82.00%
Fish aquatic toxicity	-	0.4378	43.78%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.13%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.26%	96.09%
CHEMBL3392948	Q9NP59	Solute carrier family 40 member 1	81.74%	95.00%
CHEMBL4246	P42680	Tyrosine-protein kinase TEC	80.27%	82.05%

Plants that contains it

• Campsis grandiflora

Cross-Links

• PubChem: 23
• NPASS: NPC244756