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 Formula: C₈H₇NO₂ Molecular Weight: 149.1 EC Number: 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

Overview

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

Specifications

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 |

Specifications & Purity

≥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

Storage

Store at 2-8°C,Argon charged

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Action Type

INHIBITOR

Purity

≥95%

Names and Identifiers

Pubchem Sid

504756719

Pubchem Sid Url

https://pubchem.ncbi.nlm.nih.gov/substance/504756719

Canonical Smiles

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

Isomeric SMILES

C1=CNC2=CC(=C(C=C21)O)O

Molecular Weight

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
    • Class Indoles and derivatives
      • Subclass Hydroxyindoles

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: 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

Associated Targets(Human)

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

Mechanisms of Action

Chemical and Physical Properties

• Solubility: Acetone (Slightly), Methanol (Slightly)
• Molecular Weight: 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