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Human Metabolome Database Version 3.5

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Showing metabocard for 3-Methylene-indolenine (HMDB11664)

Record Information
Version 3.5
Creation Date 2009-02-03 04:51:29 -0700
Update Date 2013-02-08 17:27:06 -0700
HMDB ID HMDB11664
Secondary Accession Numbers None
Metabolite Identification
Common Name 3-Methylene-indolenine
Description 3-Methylene-indolenine is an electrophilic molecule produced by the action of cytochrome P450 2F1 on 3-methylindole (3MI). 3-Methylindole (3MI) is a naturally occurring pulmonary toxin that requires metabolic activation. In particular, 3MI-induced pneumotoxicity arises from cytochrome P-450-catalyzed dehydrogenation of 3MI to an electrophilic methylene imine (3-methyleneindolenine), which covalently binds to cellular macromolecules. Members of the CYP2F gene subfamily are selectively expressed in lung tissues and have been implicated as important catalysts in the formation of reactive intermediates from several pneumotoxic chemicals. (PMID: 10383923 Link_out).
Structure Thumb
Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure
Synonyms
  1. 3-Methylene-3H-Indole
  2. 3-Methyleneindolenine
Chemical Formula C9H7N
Average Molecular Weight 129.1586
Monoisotopic Molecular Weight 129.057849229
IUPAC Name 3-methylidene-3H-indole
Traditional IUPAC Name 3-methylideneindole
CAS Registry Number 40642-83-9
SMILES C=C1C=NC2=CC=CC=C12
InChI Identifier InChI=1S/C9H7N/c1-7-6-10-9-5-3-2-4-8(7)9/h2-6H,1H2
InChI Key BCNUXXXHEIUHJB-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Indoles
Sub Class N/A
Other Descriptors
  • N/A
Substituents
  • Pyrrole
Direct Parent Indoles
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
Biofunction Not Available
Application Not Available
Cellular locations Not Available
Physical Properties
State Solid
Experimental Properties
Property Value Reference
Melting Point Not Available Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
LogP 2.40 ALOGPS
LogP 2.23 ChemAxon
LogS -2.74 ALOGPS
pKa (strongest basic) 5.31 ChemAxon
Hydrogen Acceptor Count 1 ChemAxon
Hydrogen Donor Count 0 ChemAxon
Polar Surface Area 12.36 A2 ChemAxon
Rotatable Bond Count 0 ChemAxon
Refractivity 43.51 ChemAxon
Polarizability 14.08 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations Not Available
Biofluid Locations Not Available
Tissue Location Not Available
Pathways Not Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease References None
Associated OMIM IDs None
DrugBank ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB028355
KNApSAcK ID Not Available
Chemspider ID 148991 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB11664 Link_out
Metagene Link HMDB11664 Link_out
METLIN ID Not Available
PubChem Compound 170404 Link_out
PDB ID Not Available
ChEBI ID 63905 Link_out
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References Not Available