5,6-Dihydroxyindole - ≥95%, used for 5,6-Dihydroxyindole can be used as a building block to synthesize: Eumelanin biopolymers via copolymerization reaction with 2-carboxy-5,6-dihydroxyindoles. 4-[bis(1H-5,6-diacetoxyindol-2-yl)methyl]-1,2-diacetoxybenzene

CAS: 3131-52-0 Cat. No.: D183610 Formule: C₈H₇NO₂ Poids moléculaire: 149.1 Numéro CE: 412-130-9

GRADE & PURITY ≥95%

Synonyms

D-3560 | AC-22682 | 1H-Indole-5,6-diol | BCP02562 | DTXSID20185242 | A5673 | Heptafluorobutyrylchloride | SGNZYJXNUURYCH-UHFFFAOYSA-N | InChI=1/C4H9N/c5-3-4-1-2-4/h4H,1-3,5H2 | BBL102959 | C05578 | DB01811 | Q9207472 | dhi | BDBM50028548 | MLS001006716 |

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

Vue d’ensemble

5,6-Dihydroxyindole is an intermediate in melanogenesis, the production of melanin which is found in our skin, eyes, hair, and inner ear.

Specifications

Synonymes

D-3560 | AC-22682 | 1H-Indole-5,6-diol | BCP02562 | DTXSID20185242 | A5673 | Heptafluorobutyrylchloride | SGNZYJXNUURYCH-UHFFFAOYSA-N | InChI=1/C4H9N/c5-3-4-1-2-4/h4H,1-3,5H2 | BBL102959 | C05578 | DB01811 | Q9207472 | dhi | BDBM50028548 | MLS001006716 |

Spécifications et pureté

≥95%

Application

5,6-Dihydroxyindole can be used as a building block to synthesize: Eumelanin biopolymers via copolymerization reaction with 2-carboxy-5,6-dihydroxyindoles. 4-[bis(1H-5,6-diacetoxyindol-2-yl)methyl]-1,2-diacetoxybenzene by reacting with 3,4-dihydroxybenzal

Conditions de stockage de stockage

Store at 2-8°C,Argon charged

Expédié en

Wet ice

Ce produit nécessite l'expédition en chaîne froide. Les services terrestres et autres services économiques ne sont pas disponibles.

Type d'action

INHIBITOR

Pureté

≥95%

Noms et identifiants

• Pubchem Sid: 504756719
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/504756719
• Sourires canoniques: C1=CNC2=CC(=C(C=C21)O)O
• IUPAC Name: 1H-indole-5,6-diol
• InChIKey: SGNZYJXNUURYCH-UHFFFAOYSA-N
• INCHI: 1S/C8H7NO2/c10-7-3-5-1-2-9-6(5)4-8(7)11/h1-4,9-11H
• Isomères SMILES: C1=CNC2=CC(=C(C=C21)O)O
• Poids moléculaire: 149.1
• Reaxy-Rn: 122055
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=122055&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Classe Indoles and derivatives
      • Subclass Hydroxyindoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Classe: Indoles and derivatives
• Subclass: Hydroxyindoles
• Intermediate Tree Nodes: Not available
• Direct Parent: Hydroxyindoles
• Alternative Parents: Indoles 1-hydroxy-2-unsubstituted benzenoids Pyrroles Heteroaromatic compounds Azacyclic compounds Organopnictogen compounds Organooxygen compounds Organonitrogen compounds Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Hydroxyindole - Indole - 1-hydroxy-2-unsubstituted benzenoid - Benzenoid - Heteroaromatic compound - Pyrrole - Azacycle - Organic nitrogen compound - Organic oxygen compound - Organopnictogen compound - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as hydroxyindoles. These are organic compounds containing an indole moiety that carries a hydroxyl group.
• External Descriptors: a small molecule

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Cibles associées (humaines)

COMT Tclin Catechol O-methyltransferase (404 Activities)

Discover Target: COMT

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mécanismes d'action

Propriétés chimiques et physiques

• Solubilité: Acetone (Slightly), Methanol (Slightly)
• Poids moléculaire: 149.150 g/mol
• XLogP3: 1.300
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 149.048 Da
• Monoisotopic Mass: 149.048 Da
• Topological Polar Surface Area: 56.300 Ų
• Heavy Atom Count: 11
• Formal Charge: 0
• Complexity: 151.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

Références

1. Di Zhou, Ping Fu, Tian Gao, Zhi-Kang Xu, Ling-Shu Wan.  (2023)  Polystyrenes with both hydrophilic and hydrophobic moieties: synthesis and self-assembly behaviors.  Soft Matter,  19  (26): (4916-4925).  [PMID:37340833] [10.1039/D3SM00426K]

2. Tingting Li, Yuanqing Huo, Huifang Ji, Wenjie Yan, Mengni Jia, Changming Xiong, Yunlan Li, Ruiping Zhang.  (2025)  A multifunctional L-arginine-linked melanin Nanozyme for Theranostic applications in liver fibrosis: Non-invasive dual-modal imaging and reactive oxygen species scavenging for Pyroptosis suppression.  JOURNAL OF COLLOID AND INTERFACE SCIENCE,      [PMID:40913811] [10.1016/j.jcis.2025.138872]