MiMeDB: Showing metabocard for Camalexin (MMDBc0052906)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:08:42 UTC

Update Date

2024-04-30 20:44:13 UTC

Metabolite ID

MMDBc0052906

Metabolite Identification

Common Name

Camalexin

Description

Camalexin belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. Camalexin has been detected, but not quantified in, several different foods, such as soft-necked garlics (Allium sativum L. var. sativum), chanterelles (Cantharellus cibarius), spelts (Triticum spelta), cardamoms (Elettaria cardamomum), and sour oranges (Citrus × aurantium). This could make camalexin a potential biomarker for the consumption of these foods. Camalexin is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review a significant number of articles have been published on Camalexin.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv1652309042000392D          

 14 16  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -1.2640    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992   -0.1841    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3687   -0.5966    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  5  2  0  0  0  0
  8  3  2  0  0  0  0
  9  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  4  2  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  5  1  0  0  0  0
 12 11  2  0  0  0  0
 13  7  1  0  0  0  0
 13 10  1  0  0  0  0
 14  6  1  0  0  0  0
 14 11  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0052906

> <DATABASE_NAME>
MIME

> <SMILES>
N1C=C(C2=NC=CS2)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13H

> <INCHI_KEY>
IYODIJVWGPRBGQ-UHFFFAOYSA-N

> <FORMULA>
C11H8N2S

> <MOLECULAR_WEIGHT>
200.26

> <EXACT_MASS>
200.040818956

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
22

> <JCHEM_AVERAGE_POLARIZABILITY>
21.102464372415042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-(1,3-thiazol-2-yl)-1H-indole

> <ALOGPS_LOGP>
2.81

> <JCHEM_LOGP>
2.7555708386666664

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.900110879083563

> <JCHEM_PKA_STRONGEST_BASIC>
2.388510424205063

> <JCHEM_POLAR_SURFACE_AREA>
28.68

> <JCHEM_REFRACTIVITY>
67.4545

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.48e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
camalexin

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.185  -1.884   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.650  -2.359   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       0.185  -0.344   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   14  S   UNK     0       2.555  -1.114   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    8                                                       
CONECT    4    2   10                                                       
CONECT    5    6   12                                                       
CONECT    6    5   14                                                       
CONECT    7    9   13                                                       
CONECT    8    3    9   10                                                  
CONECT    9    7    8   11                                                  
CONECT   10    4    8   13                                                  
CONECT   11    9   12   14                                                  
CONECT   12    5   11                                                       
CONECT   13    7   10                                                       
CONECT   14    6   11                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END

Synonyms

Value	Source
3-Thiazol-2'-yl-indole	ChEBI
2-(3-Indolyl)thiazole	HMDB
3-Thiazol-2'-ylindole	MeSH, HMDB

Molecular Formula

C₁₁H₈N₂S

Average Mass

200.26

Monoisotopic Mass

200.040818956

IUPAC Name

3-(1,3-thiazol-2-yl)-1H-indole

Traditional Name

camalexin

CAS Registry Number

Not Available

SMILES

N1C=C(C2=NC=CS2)C2=CC=CC=C12

InChI Identifier

InChI=1S/C11H8N2S/c1-2-4-10-8(3-1)9(7-13-10)11-12-5-6-14-11/h1-7,13H

InChI Key

IYODIJVWGPRBGQ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

Indoles

Alternative Parents

Substituents

Indole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Thiazole
Pyrrole
Azole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

1,3-thiazole (CHEBI:22990 )
indole phytoalexin (CHEBI:22990 )
an indole-phytolexin (THIAZOL-YL-INDOLE )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.065 g/L	ALOGPS
logP	2.81	ALOGPS
logP	2.76	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	13.9	ChemAxon
pKa (Strongest Basic)	2.39	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	28.68 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	67.45 m³·mol⁻¹	ChemAxon
Polarizability	21.1 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-4930000000-5f05563f279d8367d886	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0090000000-c7f68d9bc46c3e59af99	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0aou-5920000000-f4f7ca249e6cebc4f82b	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0aor-9800000000-a16dc6829b96b2ef1e8c	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-5920000000-f4f7ca249e6cebc4f82b	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-0udi-0090000000-c7f68d9bc46c3e59af99	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0aor-9800000000-cf99f6d5e6ebfa0d8287	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0udi-0190000000-4174c5bea0756edbddf9	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-5920000000-613c9576f91e6e19e1fa	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-0udi-0090000000-89a698056d18873c926a	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0aor-9800000000-5434bf51c260ad8fb510	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0090000000-3cd372433c90b6d134c8	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0190000000-e7fedbde4f6dff2a326c	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-2900000000-9802dd9f37ef47de5d42	2016-08-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-a7fa7f4811027562fe9d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-1900000000-af5f20b6dc0ee9225a5d	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-6900000000-789da23b5b83cdba7e30	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0090000000-4c066ce5697caa7ee57b	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0090000000-4c066ce5697caa7ee57b	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0un9-0930000000-3e508f59a907bafa4a90	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-3c62f9ab28002bcbd8ef	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-3c62f9ab28002bcbd8ef	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-0900000000-8642018272fe2e8a990b	2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Basidiomycota	9	Human feces
Eukaryota/Fungi	Ascomycota	3

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0038631

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB018026

KNApSAcK ID

C00007330

Chemspider ID

552646

KEGG Compound ID

Not Available

BioCyc ID

THIAZOL-YL-INDOLE

BiGG ID

Not Available

Wikipedia Link

Camalexin

METLIN ID

Not Available

PubChem Compound

636970

PDB ID

Not Available

ChEBI ID

22990

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Pedras MS, Liu J: Designer phytoalexins: probing camalexin detoxification pathways in the phytopathogen Rhizoctonia solani. Org Biomol Chem. 2004 Apr 7;2(7):1070-6. doi: 10.1039/b400031e. Epub 2004 Mar 8. [PubMed:15034631 ]
Song JT, Lu H, McDowell JM, Greenberg JT: A key role for ALD1 in activation of local and systemic defenses in Arabidopsis. Plant J. 2004 Oct;40(2):200-12. doi: 10.1111/j.1365-313X.2004.02200.x. [PubMed:15447647 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for Camalexin (MMDBc0052906)

MOL for #<Metabolite:0x00007fecd91e92b8>

3D MOL for #<Metabolite:0x00007fecd91e92b8>

3D SDF for #<Metabolite:0x00007fecd91e92b8>

3D-SDF for #<Metabolite:0x00007fecd91e92b8>

PDB for #<Metabolite:0x00007fecd91e92b8>

3D PDB for #<Metabolite:0x00007fecd91e92b8>

SMILES for #<Metabolite:0x00007fecd91e92b8>

INCHI for #<Metabolite:0x00007fecd91e92b8>

Structure for #<Metabolite:0x00007fecd91e92b8>

3D Structure for #<Metabolite:0x00007fecd91e92b8>