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CHEBI:17295 - L-phenylalanine
| Formula | C9H11NO2 |
| Net Charge | 0 |
| Average Mass | 165.192 |
| Monoisotopic Mass | 165.07898 |
| SMILES | N[C@@H](Cc1ccccc1)C(=O)O |
| InChI | InChI=1S/C9H11NO2/c10-8(9(11)12)6-7-4-2-1-3-5-7/h1-5,8H,6,10H2,(H,11,12)/t8-/m0/s1 |
| InChIKey | COLNVLDHVKWLRT-QMMMGPOBSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Chlamydomonas reinhardtii (ncbitaxon:3055) | - | PubMed (25515814) | |
| Escherichia coli (ncbitaxon:562) | |||
| - | PubMed (21988831) | ||
| - | PubMed (24966042) | ||
| Homo sapiens (ncbitaxon:9606) | |||
| blood serum (BTO:0000133) | MetaboLights (MTBLS90) | ||
| - | DOI (10.1038/nbt.2488) | ||
| Mus musculus (ncbitaxon:10090) | - | PubMed (19425150) | Source: BioModels - MODEL1507180067 |
| Saccharomyces cerevisiae (ncbitaxon:4932) | |||
| - | PubMed (24678285) | Source: yeast.sf.net | |
| - | PubMed (24733517) |
| Roles Classification |
|---|
| Chemical Roles: | Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base). Bronsted base A molecular entity capable of accepting a hydron from a donor (Brønsted acid). Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base). |
| Biological Roles: | EC 3.1.3.1 (alkaline phosphatase) inhibitor An EC 3.1.3.* (phosphoric monoester hydrolase) inhibitor that interferes with the action of alkaline phosphatase (EC 3.1.3.1). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. algal metabolite Any eukaryotic metabolite produced during a metabolic reaction in algae including unicellular organisms like chlorella and diatoms to multicellular organisms like giant kelps and brown algae. micronutrient Any nutrient required in small quantities by organisms throughout their life in order to orchestrate a range of physiological functions. Saccharomyces cerevisiae metabolite Any fungal metabolite produced during a metabolic reaction in Baker's yeast (Saccharomyces cerevisiae ). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). human xenobiotic metabolite Any human metabolite produced by metabolism of a xenobiotic compound in humans. Daphnia magna metabolite A Daphnia metabolite produced by the species Daphnia magna. |
| Application: | nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| L-phenylalanine (CHEBI:17295) has role Escherichia coli metabolite (CHEBI:76971) |
| L-phenylalanine (CHEBI:17295) has role Saccharomyces cerevisiae metabolite (CHEBI:75772) |
| L-phenylalanine (CHEBI:17295) has role algal metabolite (CHEBI:84735) |
| L-phenylalanine (CHEBI:17295) has role EC 3.1.3.1 (alkaline phosphatase) inhibitor (CHEBI:63332) |
| L-phenylalanine (CHEBI:17295) has role human xenobiotic metabolite (CHEBI:76967) |
| L-phenylalanine (CHEBI:17295) has role micronutrient (CHEBI:27027) |
| L-phenylalanine (CHEBI:17295) has role mouse metabolite (CHEBI:75771) |
| L-phenylalanine (CHEBI:17295) has role nutraceutical (CHEBI:50733) |
| L-phenylalanine (CHEBI:17295) has role plant metabolite (CHEBI:76924) |
| L-phenylalanine (CHEBI:17295) is a L-α-amino acid (CHEBI:15705) |
| L-phenylalanine (CHEBI:17295) is a erythrose 4-phosphate/phosphoenolpyruvate family amino acid (CHEBI:73690) |
| L-phenylalanine (CHEBI:17295) is a phenylalanine (CHEBI:28044) |
| L-phenylalanine (CHEBI:17295) is a proteinogenic amino acid (CHEBI:83813) |
| L-phenylalanine (CHEBI:17295) is conjugate acid of L-phenylalaninate (CHEBI:32486) |
| L-phenylalanine (CHEBI:17295) is conjugate base of L-phenylalaninium (CHEBI:32487) |
| L-phenylalanine (CHEBI:17295) is enantiomer of D-phenylalanine (CHEBI:16998) |
| L-phenylalanine (CHEBI:17295) is tautomer of L-phenylalanine zwitterion (CHEBI:58095) |
| Incoming Relation(s) |
| (2S,3S)-β-methylphenylalanine (CHEBI:77031) has functional parent L-phenylalanine (CHEBI:17295) |
| N-formyl-L-methionyl-L-leucyl-L-phenylalanine (CHEBI:53490) has functional parent L-phenylalanine (CHEBI:17295) |
| N-phenylacetylphenylalanine (CHEBI:141030) has functional parent L-phenylalanine (CHEBI:17295) |
| L-Phe-L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191176) has functional parent L-phenylalanine (CHEBI:17295) |
| L-Phe-Gly-L-Leu-L-Met-NH2 (CHEBI:191175) has functional parent L-phenylalanine (CHEBI:17295) |
| L-phenylalanine derivative (CHEBI:84144) has functional parent L-phenylalanine (CHEBI:17295) |
| Ala-Phe-Thr-Ser (CHEBI:73377) has functional parent L-phenylalanine (CHEBI:17295) |
| Ala-Phe-Trp-Asn (CHEBI:73379) has functional parent L-phenylalanine (CHEBI:17295) |
| Arg-Phe-Phe-Cys (CHEBI:73402) has functional parent L-phenylalanine (CHEBI:17295) |
| Asn-Leu-Phe-Asp (CHEBI:73411) has functional parent L-phenylalanine (CHEBI:17295) |
| Asn-Phe (CHEBI:141424) has functional parent L-phenylalanine (CHEBI:17295) |
| Asp-Leu-Phe-Val (CHEBI:73431) has functional parent L-phenylalanine (CHEBI:17295) |
| Asp-Phe-Asp-Gln (CHEBI:73437) has functional parent L-phenylalanine (CHEBI:17295) |
| Asp-Phe-Val-Tyr (CHEBI:73293) has functional parent L-phenylalanine (CHEBI:17295) |
| Asp-Phe-Val-Val (CHEBI:73438) has functional parent L-phenylalanine (CHEBI:17295) |
| Cys-Met-Phe-His (CHEBI:138508) has functional parent L-phenylalanine (CHEBI:17295) |
| Cys-Phe-Phe-Gly (CHEBI:73460) has functional parent L-phenylalanine (CHEBI:17295) |
| DON-10-phenylalanine (CHEBI:149457) has functional parent L-phenylalanine (CHEBI:17295) |
| Gln-Phe (CHEBI:141430) has functional parent L-phenylalanine (CHEBI:17295) |
| Gln-Phe-Trp-Tyr (CHEBI:73464) has functional parent L-phenylalanine (CHEBI:17295) |
| Gln-Phe-Tyr (CHEBI:156250) has functional parent L-phenylalanine (CHEBI:17295) |
| Glu-Gly-Phe (CHEBI:140739) has functional parent L-phenylalanine (CHEBI:17295) |
| Glu-Ile-Phe (CHEBI:73497) has functional parent L-phenylalanine (CHEBI:17295) |
| Glu-Leu-Phe-Ala (CHEBI:73485) has functional parent L-phenylalanine (CHEBI:17295) |
| Glu-Phe-Gln-Gln (CHEBI:73488) has functional parent L-phenylalanine (CHEBI:17295) |
| Glu-Phe-Val (CHEBI:73501) has functional parent L-phenylalanine (CHEBI:17295) |
| His-Phe (CHEBI:141438) has functional parent L-phenylalanine (CHEBI:17295) |
| Leu-enkephalin (CHEBI:89656) has functional parent L-phenylalanine (CHEBI:17295) |
| Leu-Phe (CHEBI:73585) has functional parent L-phenylalanine (CHEBI:17295) |
| Leu-Phe-Asn (CHEBI:73570) has functional parent L-phenylalanine (CHEBI:17295) |
| Leu-Phe-Asp (CHEBI:73571) has functional parent L-phenylalanine (CHEBI:17295) |
| Lys-Phe (CHEBI:73605) has functional parent L-phenylalanine (CHEBI:17295) |
| Met-enkephalin (CHEBI:6618) has functional parent L-phenylalanine (CHEBI:17295) |
| Met-Phe-Met (CHEBI:160990) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Ala (CHEBI:73630) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Ala-Asp (CHEBI:73627) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Ala-Gly (CHEBI:73628) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Ala-Pro (CHEBI:73617) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Arg (CHEBI:73632) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Arg-Thr (CHEBI:144556) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Asn (CHEBI:73633) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Asp (CHEBI:73631) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Asp-Cys (CHEBI:73629) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-FMDP (CHEBI:74492) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Gly (CHEBI:73635) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-His (CHEBI:73634) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Lys (CHEBI:141443) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Phe (CHEBI:72723) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Phe-Asp (CHEBI:73643) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Pro-Pro (CHEBI:73644) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Pro-Thr (CHEBI:138789) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Ser (CHEBI:71032) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Thr (CHEBI:73636) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Trp-Ala (CHEBI:73640) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Trp-Trp (CHEBI:73642) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Tyr (CHEBI:73637) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Tyr-Asp (CHEBI:84102) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Val (CHEBI:73638) has functional parent L-phenylalanine (CHEBI:17295) |
| Phe-Val-Asp (CHEBI:73639) has functional parent L-phenylalanine (CHEBI:17295) |
| Ser-Phe (CHEBI:71029) has functional parent L-phenylalanine (CHEBI:17295) |
| L-phenylalanine-d5 (CHEBI:192084) is a L-phenylalanine (CHEBI:17295) |
| L-phenylalaninium (CHEBI:32487) is conjugate acid of L-phenylalanine (CHEBI:17295) |
| L-phenylalaninate (CHEBI:32486) is conjugate base of L-phenylalanine (CHEBI:17295) |
| D-phenylalanine (CHEBI:16998) is enantiomer of L-phenylalanine (CHEBI:17295) |
| L-phenylalanine residue (CHEBI:29997) is substituent group from L-phenylalanine (CHEBI:17295) |
| L-phenylalanino group (CHEBI:32501) is substituent group from L-phenylalanine (CHEBI:17295) |
| L-phenylalanyl group (CHEBI:32496) is substituent group from L-phenylalanine (CHEBI:17295) |
| L-phenylalanine zwitterion (CHEBI:58095) is tautomer of L-phenylalanine (CHEBI:17295) |
| IUPAC Names |
|---|
| (2S)-2-amino-3-phenylpropanoic acid |
| L-phenylalanine |
| Synonyms | Source |
|---|---|
| 3-phenyl-L-alanine | NIST Chemistry WebBook |
| F | ChEBI |
| L-Phenylalanine | KEGG COMPOUND |
| Phe | ChEBI |
| PHENYLALANINE | PDBeChem |
| (S)-2-Amino-3-phenylpropionic acid | HMDB |
| Manual Xrefs | Databases |
|---|---|
| 2144 | DrugCentral |
| C00001386 | KNApSAcK |
| C00079 | KEGG COMPOUND |
| D00021 | KEGG DRUG |
| DB00120 | DrugBank |
| ECMDB00159 | ECMDB |
| HMDB0000159 | HMDB |
| PHE | MetaCyc |
| PHE | PDBeChem |
| Phenylalanine | Wikipedia |
| YMDB00304 | YMDB |
| Citations |
|---|