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54-06-8 molecular structure
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3-hydroxy-1-methyl-2,3,5,6-tetrahydro-1H-indole-5,6-dione

ChemBase ID: 108184
Molecular Formular: C9H9NO3
Molecular Mass: 179.17266
Monoisotopic Mass: 179.05824315
SMILES and InChIs

SMILES:
CN1CC(O)C2=CC(=O)C(=O)C=C12
Canonical SMILES:
OC1CN(C2=CC(=O)C(=O)C=C12)C
InChI:
InChI=1S/C9H9NO3/c1-10-4-9(13)5-2-7(11)8(12)3-6(5)10/h2-3,9,13H,4H2,1H3
InChIKey:
RPHLQSHHTJORHI-UHFFFAOYSA-N

Cite this record

CBID:108184 http://www.chembase.cn/molecule-108184.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3-hydroxy-1-methyl-2,3,5,6-tetrahydro-1H-indole-5,6-dione
IUPAC Traditional name
adrenochrome
Synonyms
Adrenochrome
3-Hydroxy-1-methyl-5,6-indolinedione,2,3-Dihydro-3-hydroxy-1-methyl-1H-indole-5,6-dione
D,L-Adrenochrome
L-ADRENOCHROME, FREE BASE
3-Hydroxy-1-methyl-5,6-indolinedione
Adrenochrome
CAS Number
54-06-8
EC Number
200-192-8
MDL Number
MFCD00069732
PubChem SID
162094056
24891016
PubChem CID
5898
Chemspider ID
5687
Wikipedia Title
Adrenochrome

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 14.092155  H Acceptors
H Donor LogD (pH = 5.5) -0.3232714 
LogD (pH = 7.4) -0.31320494  Log P -0.31307498 
Molar Refractivity 48.556 cm3 Polarizability 17.325603 Å3
Polar Surface Area 57.61 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
50 mg in 1 mL 1M Sodium Hydroxide Gives a Dark Brown Solution expand Show data source
Apperance
Red Solid expand Show data source
Melting Point
>110°C (dec.) expand Show data source
Boiling Point
(decomposes, 115-120 °C) expand Show data source
Density
3.264 g/cm3 expand Show data source
Storage Condition
Amber Vial, -20°C Freezer, Under Inert Atmosphere expand Show data source
RTECS
NM1925000 expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Certificate of Analysis
Download expand Show data source
Download expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Wikipedia Wikipedia Sigma Aldrich Sigma Aldrich TRC TRC
MP Biomedicals - 05206373 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - A5752 external link
Other Notes
Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. A5752.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.
Toronto Research Chemicals - A305250 external link
The substance mainly responsible for the red colours produced during the mild oxidation of adrenaline

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • Costa, V., et al.: Chem. Res. Toxicol., 20, 1183 (2007)
  • • Sotomayor-Zarate, R., et al.: Biol Reproduc., 78, 673 (2007)
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PATENTS

PATENTS

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INTERNET

INTERNET

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