Ethanolamine (BioCAD00000010751)
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Metabolite Card
Formula: C2H7NO (61.0528)
SMILES: NCCO
Synonyms [en]
Ethanolamine; 2-aminoethanol; 2-Amino-1-ethanol; Aminoethanol; 2-Hydroxyethylamine; beta-ethanolamine
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.
DBLinks
- CAS Registry Number: 141-43-5
- PubChem CID: 700
- ChEBI: 16000
- HMDB: HMDB0000149
- LipidMaps:
- KEGG: C00189
- BioCyc:
- NCBI MeSH: Ethanolamine
- Wikipedia: Ethanolamine
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
- WishartLab ClassyFire: [Amines] Amines
- RefMet: [1,2-aminoalcohols] 1,2-aminoalcohols
- ChEBI: [CHEBI:16000] ethanolamine
| 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 |
Taxonomy Source
- Ababaena flos-aquae [ncbi taxid: ]
- Arabidopsis thaliana [ncbi taxid: 3702]
- Astragalus verrucosus [ncbi taxid: 2014735]
- Cola acuminata [ncbi taxid: 93760]
- Dahlia tenuicaulis [ncbi taxid: 101601]
- Drimys confertifolia [ncbi taxid: 529608]
- Escherichia coli [ncbi taxid: 562]
- FOOD SAKE [ncbi taxid: ]
- Homo sapiens [ncbi taxid: 9606]
- Lappa officinalis [ncbi taxid: ]
- Mus musculus [ncbi taxid: 10090]
- Pueraria montana var. lobata [ncbi taxid: 3893]
- Rhinoceros sondalcus [ncbi taxid: ]
- Rhinoceros sumatrensis [ncbi taxid: ]
- Rhinoceros unicornis [ncbi taxid: 9809]
- Saccharomyces cerevisiae [ncbi taxid: 4932]
- Schizothrix calcicola [ncbi taxid: 240295]
- 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) |