Basic information
- CAS
542-32-5- Standard SMILES
NC(CCCC(=O)O)C(=O)O- InChIKey
OYIFNHCXNCRBQI-UHFFFAOYSA-N- Molecular formula
- C6H11NO4
- Average molar mass
- 161.16 g/mol
- Monoisotopic mass
- 161.06880783
Overview
2-aminoadipic acid is an alpha-amino acid that is adipic acid bearing a single amino substituent at position 2. An intermediate in the formation of lysine. It has a role as a mammalian metabolite and a Caenorhabditis elegans metabolite. It is a dicarboxylic fatty acid, an amino dicarboxylic acid and a non-proteinogenic alpha-amino acid. It is a conjugate acid of a 2-aminoadipate(2-).
Names & identifiers
- Preferred name
- Alpha-Aminoadipic Acid
- IUPAC
- 2-aminohexanedioic acid
- English name
- DL-2-Aminoadipic acid
- Molecular formula
- C6H11NO4
- Molecular weight
- 161.16
Names & synonyms
2-Aminohexanedioic acid542-32-5DL-2-Aminoadipic acid2-AMINOADIPIC ACIDalpha-Aminoadipic acidDL-alpha-Aminoadipic acidHexanedioic acid, 2-amino-DL-2-Aminohexanedioic acid1K7B1OED4NCHEBI:37024DTXSID90862154NSC-46994
Show more names
Aminoadipic acid2-aminoadipateDL-a-Aminoadipic acid(RS)-2NSC 46994DL-Aad-OHH-DL-AAD-OHH-DL-2-AAD-OHH-DL-HoGlu-OHDaptomycin RS2
2-AMINOADIPIC ACID, DL-2 Aminoadipic AcidAcid, 2 AminoadipicAcid, 2-AminoadipicAminoadipic Acid, 2alpha Aminoadipic Acid2 Aminohexanedioic AcidAcid, alpha-Aminoadipic
Database identifiers
- CAS
542-32-5- PubChem CID
- 469
- DTXSID
DTXSID90862154- ChEMBL
CHEMBL433238
Properties
Computed structural properties
- XLogP
- -3.1
- Topological polar surface area
- 101 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 11
- Formal charge
- 0
- Complexity
- 157
Experimental & physicochemical properties
LipidsFatty Acyls [FA] -> Fatty Acids and Conjugates [FA01] -> Dicarboxylic acids [FA0117]
Collision Cross Section
134.6 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with ESI Low Concentration Tuning Mix (Agilent)]
132.11 Ų [M-H]- [CCS Type: DT; Method: stepped-field]
134.4 Ų [M+H]+ [CCS Type: DT; Method: single field calibrated with Agilent tune mix (Agilent)]
Physicochemical properties
- Melting point
- 196 · 196-198 °C(lit.)
- Boiling point
- 287.44 °C · 287.44°C (rough estimate)
- Density
- 1.333 · 1.333
- refractive index
- 1.423 · 1.4230 (estimate)
- storage temp.
- 2 · 2-8°C
- solubility
- Aqueous Acid (Slightly)
- form
- Powder or Crystalline Powder
- pka
- 2.14 · 2.14, 4.21, 9.77(at 25℃)
- color
- White to off-white
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]
P261, P272, P280, P302+P352, P321, P333+P317, P362+P364, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 1 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesSkin Sens. 1 (100%)
Toxicology
Health EffectsChronically high levels of aminoadipic acid are associated with at least 2 inborn errors of metabolism including: : 2-aminoadipic and 2-oxoadipic aciduria.
Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Safety data
- wgk
- 3
- rtecs
- MO1852000
- hs_code
- 29224999
- risk_code
- 36/37/38-43
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 22-24/25-36-26-36/37
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H317
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationDrugs that bind to but do not activate excitatory amino acid receptors, thereby blocking the actions of agonists.
Uses & manufacturing
UsesThis is an endogenously produced metabolite found in the human body. It is used in metabolic reactions, catabolic reactions or waste generation.
Applications
UsesAn amino acid isolated from Cholera vibrio
UsesDL-2-Aminoadipic acid is a labeled amino acid which is used in chemical research and as pharmaceutical intermediate.
Upstream & downstream products
Upstream raw materials
Suppliers101 total
北京华美互利生物化工010-56205725 · [email protected]
衢州润东化工有限公司0570-8789886 18892685668 · [email protected]
上海阿拉丁生化科技股份有限公司
Related reactions
5 records
Compound notes
Loading…