3-(3-Carboxyfuran-4-yl)alanine

Details

• Internal ID: 4b068fbd-0257-4ded-9c3e-b3b129fe1b59
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > L-alpha-amino acids
• IUPAC Name: 4-[(2S)-2-amino-2-carboxyethyl]furan-3-carboxylic acid
• SMILES (Canonical): C1=C(C(=CO1)C(=O)O)CC(C(=O)O)N
• SMILES (Isomeric): C1=C(C(=CO1)C(=O)O)C[C@@H](C(=O)O)N
• InChI: InChI=1S/C8H9NO5/c9-6(8(12)13)1-4-2-14-3-5(4)7(10)11/h2-3,6H,1,9H2,(H,10,11)(H,12,13)/t6-/m0/s1
• InChI Key: XZTCUENJMGJQGJ-LURJTMIESA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₈H₉NO₅
• Molecular Weight: 199.16 g/mol
• Exact Mass: 199.04807239 g/mol
• Topological Polar Surface Area (TPSA): 114.00 Ų
• XlogP: -2.80
• Atomic LogP (AlogP): -0.07
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 3-(3-carboxyfuran-4-yl)alanine
• DTXSID301241549
• (S)-alpha-Amino-4-carboxy-3-furanpropionic acid
• 3-Furanpropanoic acid, alpha-amino-4-carboxy-, (S)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8795	87.95%
Caco-2	-	0.8462	84.62%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.7000	70.00%
Subcellular localzation	Mitochondria	0.3561	35.61%
OATP2B1 inhibitior	-	0.8603	86.03%
OATP1B1 inhibitior	+	0.9237	92.37%
OATP1B3 inhibitior	+	0.9460	94.60%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9287	92.87%
P-glycoprotein inhibitior	-	0.9931	99.31%
P-glycoprotein substrate	-	0.9734	97.34%
CYP3A4 substrate	-	0.7922	79.22%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	-	0.8334	83.34%
CYP3A4 inhibition	-	0.9803	98.03%
CYP2C9 inhibition	-	0.9534	95.34%
CYP2C19 inhibition	-	0.9422	94.22%
CYP2D6 inhibition	-	0.9267	92.67%
CYP1A2 inhibition	-	0.9115	91.15%
CYP2C8 inhibition	-	0.9055	90.55%
CYP inhibitory promiscuity	-	0.9930	99.30%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8300	83.00%
Carcinogenicity (trinary)	Non-required	0.6960	69.60%
Eye corrosion	-	0.9882	98.82%
Eye irritation	+	0.5439	54.39%
Skin irritation	-	0.7933	79.33%
Skin corrosion	-	0.8573	85.73%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8839	88.39%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	+	0.6280	62.80%
skin sensitisation	-	0.8856	88.56%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	-	0.6462	64.62%
Acute Oral Toxicity (c)	III	0.5377	53.77%
Estrogen receptor binding	-	0.9756	97.56%
Androgen receptor binding	-	0.7689	76.89%
Thyroid receptor binding	-	0.7484	74.84%
Glucocorticoid receptor binding	-	0.6952	69.52%
Aromatase binding	-	0.9007	90.07%
PPAR gamma	+	0.5421	54.21%
Honey bee toxicity	-	0.9612	96.12%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.9100	91.00%
Fish aquatic toxicity	-	0.4277	42.77%

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	92.79%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	86.59%	91.11%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.54%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	84.93%	90.20%
CHEMBL1293294	P51151	Ras-related protein Rab-9A	83.59%	87.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.83%	95.56%
CHEMBL2581	P07339	Cathepsin D	82.73%	98.95%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	80.67%	93.00%
CHEMBL1811	P34995	Prostanoid EP1 receptor	80.30%	95.71%
CHEMBL3401	O75469	Pregnane X receptor	80.12%	94.73%

Plants that contains it

• Angelica furcijuga

Cross-Links

• PubChem: 102328187
• NPASS: NPC252727