Human Metabolome Database Version 3.5

Showing metabocard for Koenigicine (HMDB30208)

Record Information
Version 3.5
Creation Date 2012-09-11 11:35:27 -0600
Update Date 2013-06-29 19:20:28 -0600
HMDB ID HMDB30208
Secondary Accession Numbers None
Metabolite Identification
Common Name Koenigicine
Description Koenigicine is found in herbs and spices. Koenigicine is an alkaloid from the leaves of Murraya koenigii (curryleaf tree) Koenigicine belongs to the family of Carbazoles. These are compounds containing a three ring system containing a pyrrole ring fused on either side to a benzene ring.
Structure Thumb
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Display: 2D Structure | 3D Structure
Synonyms
  1. 3,11-Dihydro-8,9-dimethoxy-3,3,5-trimethylpyrano[3,2-a]carbazole, 9CI
  2. Kenidine
  3. Kenigicine
  4. Kenimbidine
  5. Koenidine
  6. Koenigicine
  7. Koenimbidine
Chemical Formula C20H21NO3
Average Molecular Weight 323.3856
Monoisotopic Molecular Weight 323.152143543
IUPAC Name 8,9-dimethoxy-3,3,5-trimethyl-3H,11H-pyrano[3,2-a]carbazole
Traditional IUPAC Name 8,9-dimethoxy-3,3,5-trimethyl-11H-pyrano[3,2-a]carbazole
CAS Registry Number 24123-92-0
SMILES COC1=C(OC)C=C2C(NC3=C4C=CC(C)(C)OC4=C(C)C=C23)=C1
InChI Identifier InChI=1S/C20H21NO3/c1-11-8-14-13-9-16(22-4)17(23-5)10-15(13)21-18(14)12-6-7-20(2,3)24-19(11)12/h6-10,21H,1-5H3
InChI Key IUZVYLWUISSZCS-UHFFFAOYSA-N
Chemical Taxonomy
Kingdom Organic Compounds
Super Class Aromatic Heteropolycyclic Compounds
Class Indoles
Sub Class Carbazoles
Other Descriptors
  • Indoles
Substituents
  • Alkyl Aryl Ether
  • Anisole
  • Benzopyran
  • Pyran
  • Pyrrole
  • Toluene
Direct Parent Carbazoles
Ontology
Status Expected and Not Quantified
Origin
  • Endogenous
  • Food
Biofunction Not Available
Application
  • Nutrient
Cellular locations
  • Membrane
Physical Properties
State Not Available
Experimental Properties
Property Value Reference
Melting Point 224 - 225 °C Not Available
Boiling Point Not Available Not Available
Water Solubility Not Available Not Available
LogP Not Available Not Available
Predicted Properties
Property Value Source
Water Solubility 0.0012 g/L ALOGPS
LogP 5.20 ALOGPS
LogP 4.19 ChemAxon
LogS -5.43 ALOGPS
pKa (strongest acidic) 14.86 ChemAxon
pKa (strongest basic) -4.4 ChemAxon
Hydrogen Acceptor Count 3 ChemAxon
Hydrogen Donor Count 1 ChemAxon
Polar Surface Area 43.48 A2 ChemAxon
Rotatable Bond Count 2 ChemAxon
Refractivity 95.83 ChemAxon
Polarizability 37.12 ChemAxon
Formal Charge 0 ChemAxon
Physiological Charge 0 ChemAxon
Spectra
Not Available
Biological Properties
Cellular Locations
  • Membrane
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
DrugBank Metabolite ID Not Available
Phenol Explorer Compound ID Not Available
Phenol Explorer Metabolite ID Not Available
FoodDB ID FDB002026
KNApSAcK ID Not Available
Chemspider ID 244749 Link_out
KEGG Compound ID Not Available
BioCyc ID Not Available
BiGG ID Not Available
Wikipedia Link Not Available
NuGOwiki Link HMDB30208 Link_out
Metagene Link HMDB30208 Link_out
METLIN ID Not Available
PubChem Compound 278055 Link_out
PDB ID Not Available
ChEBI ID Not Available
References
Synthesis Reference Not Available
Material Safety Data Sheet (MSDS) Not Available
General References
  1. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.