| Record Information |
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| Version | 1.0 |
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| Creation date | 2015-10-09 22:31:08 UTC |
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| Update date | 2017-01-19 02:36:26 UTC |
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| FoodComEx ID | PC000522 |
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| FoodDB Record | FDB022452 |
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| Chemical Information |
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| Name | 5-Aminolevulinic acid |
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| Description | An intermediate in heme synthesis. This is the first compound in the porphyrin synthesis pathway. It is produced by the enzyme ALA synthase, from glycine and succinyl CoA. This reaction is known as the Shemin pathway. Aminolevulinic acid plus blue light illumination using a blue light photodynamic therapy illuminator is indicated for the treatment of minimally to moderately thick actinic keratoses of the face or scalp. [HMDB]. 5-Aminolevulinic acid is found in many foods, some of which are fireweed, chia, sesbania flower, and taro. |
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| CAS Number | 106-60-5 |
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| Structure | |
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| Synonyms | | Synonym | Source |
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| 5-ALA | ChEBI | | 5-amino-4-oxo-Pentanoate | hmdb | | 5-amino-4-oxo-Pentanoic acid | hmdb | | 5-Amino-4-oxopentanoate | hmdb | | 5-Amino-4-oxopentanoic acid | hmdb | | 5-Amino-4-oxovalerate | hmdb | | 5-Amino-4-oxovaleric acid | hmdb | | 5-amino-Levulinate | hmdb | | 5-amino-Levulinic acid | hmdb | | 5-aminolaevulinate | hmdb | | 5-Aminolaevulinic acid | hmdb | | 5-Aminolevulinate | hmdb | | Aladerm | hmdb | | Amino-levulinic acid | hmdb | | Aminolevulinate | hmdb | | Aminolevulinic acid | hmdb | | DALA | ChEBI | | delta-ALA | ChEBI | | delta-aminolevulinate | hmdb | | delta-Aminolevulinic acid | hmdb | | Kerastick | hmdb | | δ-ala | Generator | | δ-aminolevulinate | Generator | | δ-aminolevulinic acid | Generator |
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| Chemical Formula | C5H9NO3 |
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| IUPAC name | 5-amino-4-oxopentanoic acid |
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| InChI Identifier | InChI=1S/C5H9NO3/c6-3-4(7)1-2-5(8)9/h1-3,6H2,(H,8,9) |
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| InChI Key | ZGXJTSGNIOSYLO-UHFFFAOYSA-N |
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| Isomeric SMILES | NCC(=O)CCC(O)=O |
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| Average Molecular Weight | 131.1299 |
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| Monoisotopic Molecular Weight | 131.058243159 |
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| Chemical Taxonomy |
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| Description | Belongs to the class of organic compounds known as delta amino acids and derivatives. Delta amino acids and derivatives are compounds containing a carboxylic acid group and an amino group at the C5 carbon atom. |
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| Kingdom | Organic compounds |
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| Super Class | Organic acids and derivatives |
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| Class | Carboxylic acids and derivatives |
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| Sub Class | Amino acids, peptides, and analogues |
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| Direct Parent | Delta amino acids and derivatives |
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| Alternative Parents | |
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| Substituents | - Delta amino acid or derivatives
- Gamma-keto acid
- Short-chain keto acid
- Keto acid
- Alpha-aminoketone
- Amino acid
- Ketone
- Carboxylic acid
- Monocarboxylic acid or derivatives
- Organonitrogen compound
- Organic nitrogen compound
- Primary aliphatic amine
- Hydrocarbon derivative
- Organic oxide
- Organopnictogen compound
- Organic oxygen compound
- Carbonyl group
- Amine
- Organooxygen compound
- Primary amine
- Aliphatic acyclic compound
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| Molecular Framework | Aliphatic acyclic compounds |
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| External Descriptors | |
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| Physico-Chemical Properties - Experimental |
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| Property | Value | Reference |
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| Experimental logP | Not Available | |
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| Experimental Water Solubility | Not Available | |
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| Melting Point | Not Available | |
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| Foods of Origin |
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| Food | Content Range | Average | Reference |
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| Food | | | Reference |
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| Production Data |
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| Production Method | commercial |
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| Production Method Reference | Not Available |
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| Production Method Reference File | Not Available |
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| Quantity Available | Production upon request, up to 500 mg |
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| Delivery Time | Not Available |
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| Storage Form | solid |
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| Storage Conditions | -80°C |
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| Stability | Not Available |
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| Purity | Not Available |
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| Spectra |
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| Spectral Data Upon Request | Not Available |
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| Provider Information |
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| Commercial Vendors |
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| AKSci | 1451AA |
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