ChemFOnt: Showing chemical card for L-saccharopinate(1-) (CFc000043110)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:46:00 UTC

Chemfont ID

CFc000043110

Molecule Identification

Common Name

L-saccharopinate(1-)

Definition

L-saccharopinate(1-) is also known as L-Saccharopinic acid. L-saccharopinate(1-) is considered to be practically insoluble (in water) and acidic

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
epsilon-N-(L-Glutar-2-yl)-L-lysine	ChEBI
N-[(S)-5-Amino-5-carboxypentyl]-L-glutamic acid	ChEBI
N6-(L-1,3-Dicarboxypropyl)-L-lysine	ChEBI
L-Saccharopine	Kegg
N-[(S)-5-Amino-5-carboxypentyl]-L-glutamate	Generator
(S)-N-(5-Amino-5-carboxypentyl)-L-glutamic acid	HMDB
L-N-(5-Amino-5-carboxypentyl)-glutamic acid	HMDB
L-Saccharopin	HMDB
N(6)-(L-1,3-Dicarboxypropyl)-L-lysine	HMDB
N-(5-Amino-5-carboxypentyl)-glutamic acid	HMDB
N-(5-Amino-5-carboxypentyl)-L-glutamic acid	HMDB
N-[(5S)-5-Amino-5-carboxypentyl]-L-glutamic acid	HMDB
Saccharopin	HMDB

Chemical Formula

C₁₁H₂₀N₂O₆

Average Molecular Weight

276.2863

Monoisotopic Molecular Weight

276.132136382

IUPAC Name

(2S)-2-{[(5S)-5-amino-5-carboxypentyl]amino}pentanedioic acid

Traditional Name

saccharopine

CAS Registry Number

997-68-2

SMILES

N[C@@H](CCCCN[C@@H](CCC(O)=O)C(O)=O)C(O)=O

InChI Identifier

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)/t7-,8-/m0/s1

InChI Key

ZDGJAHTZVHVLOT-YUMQZZPRSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Alpha-amino acid
L-alpha-amino acid
Tricarboxylic acid or derivatives
Amino fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Secondary aliphatic amine
Secondary amine
Amine
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-lysine derivative (CHEBI:16927 )
amino acid opine (CHEBI:16927 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0062698)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	5.25 g/L	ALOGPS
logP	-2.8	ALOGPS
logP	-5.4	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	1.44	ChemAxon
pKa (Strongest Basic)	10.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	63.95 m³·mol⁻¹	ChemAxon
Polarizability	28.14 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon