5,6-Dihydroxyindole (BioCAD00000004974)
Metabolite Card
Formula: C8H7NO2 (149.0477)
SMILES: OC1=C(O)C=C2C=CNC2=C1
Synonyms [en]
5,6-Dihydroxyindole; DHI; dopamine lutine; 1H-indole-5,6-diol; Calcein Redtrade mark (sodium salt); Z3OC8499KG
Last reviewed on 2024-06-28.
Cite this Page
5,6-Dihydroxyindole. 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: BioCAD00000004974). Licensed
under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).
Note
5,6-Dihydroxyindole is a substrate for Tyrosinase.
DBLinks
- CAS Registry Number: 3131-52-0
- PubChem CID: 114683
- ChEBI: 27404
- HMDB: HMDB0004058
- LipidMaps:
- KEGG: C05578
- BioCyc: DIHYDROXYINDOLE
- NCBI MeSH: 5,6-dihydroxyindole
- Wikipedia: 5,6-Dihydroxyindole
Other DBLinks
- CAS Registry Number: 25656-67-1
- CAS Registry Number: 3131-52-0
- PubChem: 114683
- ChEBI: ChEBI:27404
- HMDB: HMDB0004058
- HMDB: HMDB04058
- KEGG: C05578
- BioCyc: DIHYDROXYINDOLE
- NCBI MeSH: 5,6-dihydroxyindole
- Wikipedia: 5,6-Dihydroxyindole
- DrugBank: DB01811
- RefMet: RM0205098
- Metlin: METLIN_7009
- Coconut NaturalProduct: CNP0083566.0
Class / Ontology
- WishartLab ClassyFire: [Hydroxyindoles] Hydroxyindoles
- RefMet: [Simple indole alkaloids] Simple indole alkaloids
- ChEBI: [CHEBI:27404] 5,6-dihydroxyindole
- Coconut NaturalProduct: [Simple indole alkaloids] Simple indole alkaloids
| ID | EC Number | Name |
|---|---|---|
| KEGG:R03674 | C01693<=>C05578 + C00011 | |
| KEGG:R04884 | 1.14.18.1 | 5,6-dihydroxyindole:oxygen oxidoreductase |
| KEGG:R04885 | 4.1.1.- | C05578 + C00011<=>C05604 |
| KEGG:R07313 | 4.1.1.84 | D-dopachrome carboxy-lyase |
| Rhea:RHEA:18442 | 4.1.1.84 | D-dopachrome + H+ => 5,6-dihydroxyindole + CO2 |
| Rhea:RHEA:18443 | 4.1.1.84 | 5,6-dihydroxyindole + CO2 => D-dopachrome + H+ |
| Rhea:RHEA:18444 | 4.1.1.84 | D-dopachrome + H+ <=> 5,6-dihydroxyindole + CO2 |
| Rhea:RHEA:33516 | 2 5,6-dihydroxyindole + O2 => 2 indole-5,6-quinone + 2 H2O | |
| Rhea:RHEA:33517 | 2 indole-5,6-quinone + 2 H2O => 2 5,6-dihydroxyindole + O2 | |
| Rhea:RHEA:33518 | 2 5,6-dihydroxyindole + O2 <=> 2 indole-5,6-quinone + 2 H2O | |
| Rhea:RHEA:70200 | dopaminechrome => 5,6-dihydroxyindole | |
| Rhea:RHEA:70201 | 5,6-dihydroxyindole => dopaminechrome | |
| Rhea:RHEA:70202 | dopaminechrome <=> 5,6-dihydroxyindole | |
| BioCyc:4.1.1.84-RXN | 4.1.1.84 | D-DOPACHROME + PROTON --> DIHYDROXYINDOLE + CARBON-DIOXIDE |
| BioCyc:RXN-11403 | PROTON + L-DOPACHROME --> DIHYDROXYINDOLE + CARBON-DIOXIDE | |
| BioCyc:RXN-11408 | CPD-12373 + CPD-12374 + 56-DIHYDROXYINDOLE-2-CARBOXYLATE + DIHYDROXYINDOLE --> CPD-12378 | |
| BioCyc:RXN-11404 | DIHYDROXYINDOLE + OXYGEN-MOLECULE + Donor-H2 --> CPD-12373 + 2 WATER + Acceptor |