Cannabis Compound Database: Showing Compound Card for Camalexin (CDB005323)

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Record Information

Version

1.0

Created at

2020-04-17 19:31:41 UTC

Updated at

2020-12-07 19:11:57 UTC

CannabisDB ID

CDB005323

Secondary Accession Numbers

Not Available

Cannabis Compound 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 is a moderately basic compound (based on its pKa). Outside of the human body, Camalexin has been detected, but not quantified in, fats and oils. This could make camalexin a potential biomarker for the consumption of these foods. An indole phytoalexin that is indole substituted at position 3 by a 1,3-thiazol-2-yl group. Camalexin is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Chemical Formula

C₁₁H₈N₂S

Average Molecular Weight

200.26

Monoisotopic Molecular Weight

200.0408

IUPAC Name

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

Traditional Name

camalexin

CAS Registry Number

135531-86-1

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 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Role

Industrial application:

Household products:

Antimicrobial agent

Biological role:

Nutrient

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	134 - 137 °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
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

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Camalexin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fk9-4930000000-5f05563f279d8367d886	Spectrum
Predicted GC-MS	Camalexin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Camalexin, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0udi-0090000000-c7f68d9bc46c3e59af99	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0aou-5920000000-f4f7ca249e6cebc4f82b	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-0aor-9800000000-a16dc6829b96b2ef1e8c	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-5920000000-f4f7ca249e6cebc4f82b	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-0udi-0090000000-c7f68d9bc46c3e59af99	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0aor-9800000000-cf99f6d5e6ebfa0d8287	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-0udi-0190000000-4174c5bea0756edbddf9	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0aou-5920000000-613c9576f91e6e19e1fa	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-0udi-0090000000-89a698056d18873c926a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-0aor-9800000000-5434bf51c260ad8fb510	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0090000000-3cd372433c90b6d134c8	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0190000000-e7fedbde4f6dff2a326c	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-2900000000-9802dd9f37ef47de5d42	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-a7fa7f4811027562fe9d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-1900000000-af5f20b6dc0ee9225a5d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-6900000000-789da23b5b83cdba7e30	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0090000000-4c066ce5697caa7ee57b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0090000000-4c066ce5697caa7ee57b	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0un9-0930000000-3e508f59a907bafa4a90	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-3c62f9ab28002bcbd8ef	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-0900000000-3c62f9ab28002bcbd8ef	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-0900000000-8642018272fe2e8a990b	2021-09-24	View Spectrum