5-Aminovaleric acid (HCID 138)

Overview

5-aminopentanoic acid is a delta-amino acid comprising pentanoic acid with an amino substituent at C-5; a methylene homologue of gamma-aminobutyric acid (GABA) that is a weak GABA agonist. It has a role as a human metabolite. It is a delta-amino acid and an omega-amino fatty acid. It is functionally related to a valeric acid. It is a conjugate acid of a 5-aminopentanoate. It is a tautomer of a 5-aminopentanoic acid zwitterion.

Names & identifiers

Preferred name: 5-Aminovaleric acid
IUPAC: 5-aminopentanoic acid
English name: 5-Aminovaleric acid
Molecular formula: C5H11NO2
Molecular weight: 117.15

Names & synonyms

5-Aminovaleric acid5-Aminopentanoic acid660-88-8Pentanoic acid, 5-amino-delta-Aminovaleric aciddelta-Amino-n-valeric acid5-aminovalerate5-aminopentanoate5-AMINO-N-VALERIC ACIDNSC-58383NSC-73123CHEBI:15887

Show more names

5-Ava-OH5-AVAH-5-AVA-OHH-APE(5)-OHH2N(CH2)4COOHNH2-(CH2)4-COOHRARECHEM AN KA 1519D-AMINOVALERIC ACID

delta-aminovalerateBUW4BFJ6SCDTXSID70216212CHEBI:86394RefChem:532474DTXCID70138703211-544-55-azaniumylpentanoate

Database identifiers

CAS: 660-88-8
PubChem CID: 138
DTXSID: DTXSID70216212
ChEMBL: CHEMBL284116
ChEBI: CHEBI:15887
UNII: BUW4BFJ6SC
EC Number: 211-544-5
Nikkaji: J38.132B

Properties

Computed structural properties

XLogP: -2.6
Topological polar surface area: 63.3 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 3
Rotatable bonds: 4
Heavy atoms: 8
Formal charge: 0
Complexity: 72.8

Experimental & physicochemical properties

DrugsPharmaceuticals -> Listed in ZINC15

LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Amino fatty acids [FA0110]

LogP-2.63

Solubility1000 mg/mL at 20 °C

Melting Point157.5 °C

Physical DescriptionSolid

Physicochemical properties

Melting point: 158 · 158-161 °C(lit.)
Boiling point: 247.5 · 247.5±23.0 °C(Predicted)
Density: 1.2 · 1.2000 (estimate)
refractive index: 1.465 · 1.4650 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Chloroform (Slightly), Methanol (Slightly), Water (Slightly)
form: Crystalline Powder
pka: 4.27 · 4.27(at 25℃)
color: White to off-white
BRN: 906833 · 906833
Major Application: peptide synthesis
InChI: InChI=1S/C5H11NO2/c6-4-2-1-3-5(7)8/h1-4,6H2,(H,7,8)
InChIKey: JJMDCOVWQOJGCB-UHFFFAOYSA-N
SMILES: C(O)(=O)CCCCN
CAS DataBase Reference: 660 · 660-88-8(CAS DataBase Reference)
UNSPSC Code: 12352106 · 12352106
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Hazard Codes: Xn
Risk Statements: 20 · 20/21/22-36/37/38
Safety Statements: 22 · 22-24/25-36-26
WGK Germany: 3 · 3
HS Code: 29224999 · 29224999
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P317, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Hazard information

Hazard Classes and CategoriesAcute Tox. 4 (100%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 29224999
risk_code: 20/21/22-36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xn
safety_code: 22-24/25-36-26
Storage Class: 11 - Combustible Solids
Hazard statements: H315-H319-H335
Precautionary statements: P261-P305+P351+P338

Chemistry & industry

Pharmacology

Tissue LocationsLiver

Cellular LocationsCytoplasm

Applications · 2 items

Uses5-Aminovaleric acid (5-AVA) is used:In the preparation of (5-AVA)x(MA)1-xPbI3, a perovskite for fabricating printable mesoscopic perovskite solar cell.As a spacer in the synthesis of rhenium and technetium-99m labeled insulin.To synthesize dipeptides that self-assemble to form nanotubes in the solid state as well as in solution over a wide range of pH.As a starting material in the total synthesis of an alkaloid, lycoposerramine Z.

Uses5-Aminovaleric Acid is used in the development of drugs that halts severe type of seizures.

Upstream & downstream products

Downstream products

Suppliers50 total

北京华美互利生物化工010-56205725 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

衢州润东化工有限公司0570-8789886 18892685668 · [email protected]

苏州道澜生物医药科技有限公司15952404857 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

Additional notes

DefinitionChEBI: A delta-amino acid comprising pentanoic acid with an amino substituent at C-5; a methylene homologue of gamma-aminobutyric acid (GABA) that is a weak GABA agonist.