L-saccharopinate(1-)

Details

• Internal ID: a2499401-22d3-40e5-a1ed-562aa1a3df49
• Taxonomy: Organic acids and derivatives > Carboxylic acids and derivatives > Amino acids, peptides, and analogues > Alpha amino acids and derivatives > Glutamic acid and derivatives
• IUPAC Name: (2S)-2-[[(5S)-5-azaniumyl-5-carboxylatopentyl]azaniumyl]pentanedioate
• SMILES (Canonical): C(CC[NH2+]C(CCC(=O)[O-])C(=O)[O-])CC(C(=O)[O-])[NH3+]
• SMILES (Isomeric): C(CC[NH2+][C@@H](CCC(=O)[O-])C(=O)[O-])C[C@@H](C(=O)[O-])[NH3+]
• InChI: InChI=1S/C11H20N2O6/c12-7(10(16)17)3-1-2-6-13-8(11(18)19)4-5-9(14)15/h7-8,13H,1-6,12H2,(H,14,15)(H,16,17)(H,18,19)/p-1/t7-,8-/m0/s1
• InChI Key: ZDGJAHTZVHVLOT-YUMQZZPRSA-M
• Popularity: 13 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₉N₂O₆-
• Molecular Weight: 275.28 g/mol
• Exact Mass: 275.12431133 g/mol
• Topological Polar Surface Area (TPSA): 165.00 Ų
• XlogP: -3.60
• Atomic LogP (AlogP): -6.27
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 11

Synonyms

• L-saccharopinate
• L-saccharopinate anion
• CHEBI:57951
• Q27125077
• (2S)-2-{[(5S)-5-azaniumyl-5-carboxylatopentyl]azaniumyl}pentanedioate

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.4834	48.34%
Caco-2	-	0.8444	84.44%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.5185	51.85%
OATP2B1 inhibitior	-	0.8477	84.77%
OATP1B1 inhibitior	+	0.9361	93.61%
OATP1B3 inhibitior	+	0.9497	94.97%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9448	94.48%
P-glycoprotein inhibitior	-	0.9557	95.57%
P-glycoprotein substrate	-	0.8503	85.03%
CYP3A4 substrate	-	0.5253	52.53%
CYP2C9 substrate	-	0.6044	60.44%
CYP2D6 substrate	-	0.8160	81.60%
CYP3A4 inhibition	-	0.9326	93.26%
CYP2C9 inhibition	-	0.9464	94.64%
CYP2C19 inhibition	-	0.9477	94.77%
CYP2D6 inhibition	-	0.9424	94.24%
CYP1A2 inhibition	-	0.8977	89.77%
CYP2C8 inhibition	-	0.9374	93.74%
CYP inhibitory promiscuity	-	0.9881	98.81%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.7001	70.01%
Eye corrosion	-	0.9616	96.16%
Eye irritation	-	0.9396	93.96%
Skin irritation	-	0.8006	80.06%
Skin corrosion	-	0.8313	83.13%
Ames mutagenesis	-	0.6600	66.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6443	64.43%
Micronuclear	-	0.6600	66.00%
Hepatotoxicity	+	0.5375	53.75%
skin sensitisation	-	0.9548	95.48%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.8000	80.00%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.5930	59.30%
Acute Oral Toxicity (c)	III	0.5356	53.56%
Estrogen receptor binding	-	0.4899	48.99%
Androgen receptor binding	-	0.6395	63.95%
Thyroid receptor binding	-	0.5609	56.09%
Glucocorticoid receptor binding	+	0.6809	68.09%
Aromatase binding	-	0.7123	71.23%
PPAR gamma	+	0.6562	65.62%
Honey bee toxicity	-	0.8451	84.51%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.7800	78.00%
Fish aquatic toxicity	-	0.7340	73.40%

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	94.38%	96.09%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	89.36%	97.21%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.33%	99.17%
CHEMBL3976	Q9UHL4	Dipeptidyl peptidase II	85.60%	92.29%
CHEMBL1795117	Q8TEK3	Histone-lysine N-methyltransferase, H3 lysine-79 specific	84.72%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	84.06%	96.95%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.14%	93.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.93%	94.45%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.19%	95.89%

Plants that contains it

• Nicotiana tabacum

Cross-Links

• PubChem: 49791954
• NPASS: NPC304116