4-methylene-D-glutamic acid

Details

• Internal ID: 48de9b83-96ad-4779-badf-66130f0a920a
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Alpha amino acids > D-alpha-amino acids
• IUPAC Name: (2R)-2-amino-4-methylidenepentanedioic acid
• SMILES (Canonical): C=C(CC(C(=O)O)N)C(=O)O
• SMILES (Isomeric): C=C(C[C@H](C(=O)O)N)C(=O)O
• InChI: InChI=1S/C6H9NO4/c1-3(5(8)9)2-4(7)6(10)11/h4H,1-2,7H2,(H,8,9)(H,10,11)/t4-/m1/s1
• InChI Key: RCCMXKJGURLWPB-SCSAIBSYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₆H₉NO₄
• Molecular Weight: 159.14 g/mol
• Exact Mass: 159.05315777 g/mol
• Topological Polar Surface Area (TPSA): 101.00 Ų
• XlogP: -2.90
• Atomic LogP (AlogP): -0.57
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• (2R)-2-amino-4-methylidenepentanedioic acid
• CHEMBL38924
• 4-methylidene-D-glutamic acid
• CHEBI:48032
• SCHEMBL3981383
• BDBM50164448
• Q27120912
• (2R)-2-amino-4-methylidenepentanedioic acid4-methylidene-D-glutamic acid

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9396	93.96%
Caco-2	-	0.9239	92.39%
Blood Brain Barrier	+	0.6500	65.00%
Human oral bioavailability	+	0.6714	67.14%
Subcellular localzation	Lysosomes	0.4422	44.22%
OATP2B1 inhibitior	-	0.8539	85.39%
OATP1B1 inhibitior	+	0.9653	96.53%
OATP1B3 inhibitior	+	0.9443	94.43%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.9779	97.79%
P-glycoprotein inhibitior	-	0.9906	99.06%
P-glycoprotein substrate	-	0.9822	98.22%
CYP3A4 substrate	-	0.7676	76.76%
CYP2C9 substrate	-	0.6054	60.54%
CYP2D6 substrate	-	0.8000	80.00%
CYP3A4 inhibition	-	0.8913	89.13%
CYP2C9 inhibition	-	0.9100	91.00%
CYP2C19 inhibition	-	0.9349	93.49%
CYP2D6 inhibition	-	0.9115	91.15%
CYP1A2 inhibition	-	0.9338	93.38%
CYP2C8 inhibition	-	0.9827	98.27%
CYP inhibitory promiscuity	-	0.9921	99.21%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.6400	64.00%
Carcinogenicity (trinary)	Non-required	0.6471	64.71%
Eye corrosion	-	0.9823	98.23%
Eye irritation	+	0.7599	75.99%
Skin irritation	-	0.7567	75.67%
Skin corrosion	-	0.8247	82.47%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8573	85.73%
Micronuclear	+	0.6100	61.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.8332	83.32%
Respiratory toxicity	-	0.8111	81.11%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.6049	60.49%
Acute Oral Toxicity (c)	III	0.6015	60.15%
Estrogen receptor binding	-	0.9259	92.59%
Androgen receptor binding	-	0.8328	83.28%
Thyroid receptor binding	-	0.8591	85.91%
Glucocorticoid receptor binding	-	0.7838	78.38%
Aromatase binding	-	0.8926	89.26%
PPAR gamma	-	0.8276	82.76%
Honey bee toxicity	-	0.9415	94.15%
Biodegradation	+	0.6250	62.50%
Crustacea aquatic toxicity	-	0.9300	93.00%
Fish aquatic toxicity	+	0.6945	69.45%

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	91.42%	96.09%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	89.00%	92.29%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	86.70%	96.95%
CHEMBL3060	Q9Y345	Glycine transporter 2	84.02%	99.17%

Plants that contains it

• Arachis hypogaea

Cross-Links

• PubChem: 7282388
• NPASS: NPC50047