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Human Metabolome Database Version 2.5
Showing metabocard for Leucodopachrome (HMDB04067)
Legend: enzyme field
| Version | 2.5 | ||||||||||||||||||
| Creation Date | 2006-08-13 11:14:47 | ||||||||||||||||||
| Update Date | 2009-05-05 20:59:58 | ||||||||||||||||||
| Accession Number | HMDB04067 | ||||||||||||||||||
| Secondary Accession Numbers | HMDB06340 | ||||||||||||||||||
| Common Name | Leucodopachrome | ||||||||||||||||||
| Description | Leucodopachrome is an indolic intermediate in the melanogenesis pathway, the non-enzymatically product of dopaquinone through cyclization in a reaction whose operation is determined by a pH greater than 4 (melanin synthesis in human pigment cell lysates is maximal at pH 6.8). Leucodopachrome participates in redox exchange with dopaquinone to give the eumelanin precursor dopachrome plus dopa. Dopaquinone (the quinone intermediate resulting from tyrosinase-mediated oxidation of tyrosine, monophenol dihydroxyphenylalanine:oxygen oxidoreductase, EC 1.14.18.1) could be a toxic metabolite in melanin biosynthesis. (PMID: 6807981, 1445949, 413870, 11461115, 11171088, 12755639) | ||||||||||||||||||
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| Chemical IUPAC Name | (2S)-5,6-dihydroxy-2,3-dihydro-1H-indole-2-carboxylic acid | ||||||||||||||||||
| Chemical Formula | C9H9NO4 | ||||||||||||||||||
| Chemical Structure | |||||||||||||||||||
| Chemical Taxonomy |
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| Average Molecular Weight | 195.172 | ||||||||||||||||||
| Monoisotopic Molecular Weight | 195.053162 | ||||||||||||||||||
| Isomeric SMILES | OC(=O)[C@@H]1CC2=CC(O)=C(O)C=C2N1 | ||||||||||||||||||
| Canonical SMILES | OC(=O)C1CC2=CC(O)=C(O)C=C2N1 | ||||||||||||||||||
| KEGG Compound ID | C05604  |
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| BioCyc ID | Not Available | ||||||||||||||||||
| BiGG ID | 46110 |
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| Wikipedia Link | Not Available | ||||||||||||||||||
| NuGOwiki Link | HMDB04067 |
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| Metagene Link | HMDB04067 |
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| METLIN ID | Not Available | ||||||||||||||||||
| PubChem Compound | 161255 |
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| PubChem Substance | 7927 |
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| ChEBI ID | Not Available | ||||||||||||||||||
| CAS Registry Number | 18766-67-1 | ||||||||||||||||||
| InChI Identifier | InChI=1/C9H9NO4/c11-7-2-4-1-6(9(13)14)10-5(4)3-8(7)12/h2-3,6,10-12H,1H2,(H,13,14)/t6-/m0/s1 | ||||||||||||||||||
| Synthesis Reference | Not Available | ||||||||||||||||||
| Melting Point (Experimental) | Not Available | ||||||||||||||||||
| Experimental Water Solubility | Not Available Source: PhysProp | ||||||||||||||||||
| Predicted Water Solubility | 11.4 mg/mL [Predicted by ALOGPS] Calculated using ALOGPS | ||||||||||||||||||
| Physiological Charge | -1 | ||||||||||||||||||
| State | Solid | ||||||||||||||||||
| Experimental LogP/Hydrophobicity | -0.037 Source: PhysProp | ||||||||||||||||||
| Predicted LogP/Hydrophobicity | -1.6 [Predicted by PubChem via XLOGP]; 1.10 [Predicted by ALOGPS] Calculated using ALOGPS | ||||||||||||||||||
| Material Safety Data Sheet (MSDS) | Not Available | ||||||||||||||||||
| MOL File | Show | ||||||||||||||||||
| SDF File | Show | ||||||||||||||||||
| PDB File | Show | ||||||||||||||||||
| 2D Structure | |||||||||||||||||||
| 3D Structure | |||||||||||||||||||
| Experimental PDB ID | Not Available | ||||||||||||||||||
| Experimental 1H NMR Spectrum | Not Available | ||||||||||||||||||
| Experimental 13C NMR Spectrum | Not Available | ||||||||||||||||||
| Experimental 13C HSQC Spectrum | Not Available | ||||||||||||||||||
| Predicted 1H NMR Spectrum |
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| Predicted 13C NMR Spectrum |
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| Mass Spectrum | Not Available | ||||||||||||||||||
| Simplified TOCSY Spectrum | Not Available | ||||||||||||||||||
| BMRB Spectrum | Not Available | ||||||||||||||||||
| Cellular Location | Not Available | ||||||||||||||||||
| Biofluid Location | Not Available | ||||||||||||||||||
| Tissue Location | Not Available | ||||||||||||||||||
| Concentrations (Normal) | Not Available | ||||||||||||||||||
| Concentrations (Abnormal) | Not Available | ||||||||||||||||||
| Associated Disorders | Not Available | ||||||||||||||||||
| OMIM ID | Not Available | ||||||||||||||||||
| Pathways |
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| General References | Not Available |
