Metabolite Card

Formula: C2H7NO (61.0528)
SMILES: NCCO

Synonyms [en]

Ethanolamine; 2-aminoethanol; 2-Amino-1-ethanol; Aminoethanol; 2-Hydroxyethylamine; beta-ethanolamine

Reviewed

Last reviewed on 2024-06-28.

Cite this Page

Ethanolamine. 数据之源,洞见之始. SMRUCC genomics institute, a synthetic life researcher from China. https://biocad_registry.innovation.ac.cn/s/(-)-arctiin (retrieved 2026-01-03) (CAD Registry RN: BioCAD00000010751). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

Note

Ethanolamine (MEA), also known as monoethanolamine, aminoethanol or glycinol, belongs to the class of organic compounds known as 1,2-aminoalcohols (or simply aminoalcohols). These are organic compounds containing an alkyl chain with an amine group bound to the C1 atom and an alcohol group bound to the C2 atom. Ethanolamine is a colorless, viscous liquid with an odor reminiscent of ammonia. In pharmaceutical formulations, ethanolamine is used primarily for buffering or preparation of emulsions. Ethanolamine can also be used as pH regulator in cosmetics. Biologically, ethanolamine is an initial precursor for the biosynthesis of two primary phospholipid classes, phosphatidylcholine (PC) and phosphatidylethanolamine (PE). In this regard, ethanolamine is the second-most-abundant head group for phospholipids. Ethanolamine serves as a precursor for a variety of N-acylethanolamines (NAEs). These are molecules that modulate several animal and plant physiological processes such as seed germination, plant–pathogen interactions, chloroplast development and flowering (PMID: 30190434). Ethanolamine, when combined with arachidonic acid (C20H32O2; 20:4, ω-6), can also form the endocannabinoid anandamide. Ethanolamine can be converted to phosphoethanolamine via the enzyme known as ethanolamine kinase. the two substrates of this enzyme are ATP and ethanolamine, whereas its two products are ADP and O-phosphoethanolamine. In most plants ethanolamine is biosynthesized by decarboxylation of serine via a pyridoxal 5'-phosphate-dependent l-serine decarboxylase (SDC). Ethanolamine exists in all living species, ranging from bacteria to plants to humans. Ethanolamine has been detected, but not quantified in, several different foods, such as narrowleaf cattails, mung beans, blackcurrants, white cabbages, and bilberries.

Entity Information

DBLinks

Other DBLinks
  • CAS Registry Number: 12220-07-4
  • CAS Registry Number: 12220-09-6
  • CAS Registry Number: 141-43-5
  • CAS Registry Number: 9007-33-4
  • PubChem: 3489
  • PubChem: 700
  • ChEBI: ChEBI:16000
  • HMDB: HMDB0000149
  • HMDB: HMDB00149
  • KEGG: C00189
  • NCBI MeSH: Ethanolamine
  • Wikipedia: Ethanolamine
  • DrugBank: DB03994
  • RefMet: RM0040238
  • MoNA: EMBL_MCF_2_0_HRMS_Library000003
  • MoNA: FiehnHILIC000341
  • MoNA: FiehnHILIC001923
  • MoNA: FiehnLib000955
  • MoNA: HMDB0000149_c_ms_998
  • MoNA: HMDB0000149_ms_ms_224
  • MoNA: HMDB0000149_ms_ms_225
  • MoNA: HMDB0000149_ms_ms_226
  • MoNA: JP001834
  • MoNA: JP003518
  • MoNA: KO002849
  • MoNA: KO002850
  • MoNA: KO002851
  • MoNA: KO002852
  • MoNA: KO002853
  • MoNA: KZ000029
  • MoNA: KZ000132
  • MoNA: OUF00019
  • MoNA: PM000901
  • MoNA: PR010155
  • Metlin: METLIN_3207
  • Coconut NaturalProduct: CNP0581653.0

Class / Ontology

Metabolic Network
ID EC Number Name
KEGG:R00749 4.3.1.7 ethanolamine ammonia-lyase (acetaldehyde-forming)
KEGG:R01468 2.7.1.82 ATP:ethanolamine O-phosphotransferase
KEGG:R01469 1.4.3.8 ethanolamine:oxygen oxidoreductase (deaminating)
KEGG:R01470 3.1.4.2 sn-glycero-3-phosphoethanolamine glycerophosphohydrolase
KEGG:R02041 3.5.1.60 N-(long-chain-acyl)ethanolamine amidohydrolase
KEGG:R02051 3.1.4.4 phosphatidylethanolamine phosphatidohydrolase
KEGG:R04248 4.99.1.- C03557 + C00027<=>C00189 + C00009
KEGG:R04362 3.1.4.39 1-alkyl-sn-glycero-3-phosphoethanolamine ethanolaminehydrolase
KEGG:R05381 4.3.3.- diethanolamine ethanolamine-lyase (acetaldehyde-forming)
KEGG:R06870 3.1.3.75 phosphoethanolamine phosphohydrolase
KEGG:R07376 2.7.8.29 L-1-phosphatidylethanolamine:L-serine phosphatidyltransferase
KEGG:R07385 3.1.4.4 C04756 + C00001<=>C15647 + C00189
KEGG:R07386 2.6.-.- C04756 + C00114<=>C00958 + C00189
KEGG:R07388 3.1.4.39 1-(1-alkenyl)-sn-glycero-3-phosphoethanolamine ethanolaminehydrolase
KEGG:R09536 3.5.1.99 fatty acylamide amidohydrolase
KEGG:R11062 2.7.8.- phosphatidylethanolamine:phosphatidylglycerol 3-phosphatidyltransferase
KEGG:R12757 4.1.1.- C00065<=>C00189 + C00011
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Organism Source

Taxonomy Source

  1. Ababaena flos-aquae [ncbi taxid: ]
  2. Arabidopsis thaliana [ncbi taxid: 3702]
  3. Astragalus verrucosus [ncbi taxid: 2014735]
  4. Cola acuminata [ncbi taxid: 93760]
  5. Dahlia tenuicaulis [ncbi taxid: 101601]
  6. Drimys confertifolia [ncbi taxid: 529608]
  7. Escherichia coli [ncbi taxid: 562]
  8. FOOD SAKE [ncbi taxid: ]
  9. Homo sapiens [ncbi taxid: 9606]
  10. Lappa officinalis [ncbi taxid: ]
  11. Mus musculus [ncbi taxid: 10090]
  12. Pueraria montana var. lobata [ncbi taxid: 3893]
  13. Rhinoceros sondalcus [ncbi taxid: ]
  14. Rhinoceros sumatrensis [ncbi taxid: ]
  15. Rhinoceros unicornis [ncbi taxid: 9809]
  16. Saccharomyces cerevisiae [ncbi taxid: 4932]
  17. Schizothrix calcicola [ncbi taxid: 240295]
  18. Tussilago farfara [ncbi taxid: 118778]

Pathway Synthetic

pathway id name
BioCyc:TRYPANO_PWY4FS-6 phosphatidylethanolamine biosynthesis II
BioCyc:LEISH_PWY3IU-205 superpathway of phospholipid biosynthesis
BioCyc:TRYPANO_PWY-3385 choline biosynthesis I
BioCyc:LEISH_PWY3IU-157 ester phospholipid biosynthesis
PathBank:SMP0001489 phospholipid biosynthesis (CL(17:0cycw7c/18:1(9Z)/19:0cycv8c/17:0cycw7c))
PathBank:SMP0001017 Phospholipid Biosynthesis
PathBank:SMP0001041 phospholipid biosynthesis I (CL(18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)/18:2(9Z,12Z)) )
PathBank:SMP0001042 phospholipid biosynthesis (CL(18:1(9Z)/18:1(9Z)/18:1(9Z)/19:0cycv8c))
PathBank:SMP0001045 phospholipid biosynthesis CL(14:0/15:0cyclo/14:0/17:0cycw7c)
PathBank:SMP0001046 phospholipid biosynthesis (CL(14:0/15:0cyclo/17:0cycw7c/14:0)
PathBank:SMP0001047 phospholipid biosynthesis CL(14:0/16:0/14:0/14:0)
PathBank:SMP0001048 phospholipid biosynthesis CL(14:0/16:0/14:0/16:0)
PathBank:SMP0001049 Phospholipid Biosynthesis CL(14:0/16:0/14:0/18:1(9Z))
PathBank:SMP0001051 phospholipid biosynthesis CL(14:0/16:0/14:0/19:0cycv8c)
PathBank:SMP0001052 phospholipid biosynthesis CL(14:0/16:0/16:1(9Z)/14:0)
PathBank:SMP0001053 phospholipid biosynthesis CL(14:0/16:0/18:1(9Z)/14:0)
PathBank:SMP0001054 phospholipid biosynthesis CL(14:0/16:0/19:0cycv8c/14:0)
PathBank:SMP0001055 phospholipid biosynthesis CL(14:0/16:1(9Z)/14:0/16:1(9Z))
PathBank:SMP0001056 phospholipid biosynthesis CL(14:0/16:1(9Z)/14:0/18:1(9Z))
PathBank:SMP0001057 phospholipid biosynthesis CL(14:0/16:1(9Z)/14:0/19:0cycv8c)
View All Pathways