Cannabis Compound Database: Showing Compound Card for 5-Methylthioribose (CDB004882)

Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Protein target Pathways Concentrations Links References XML

Record Information

Version

1.0

Created at

2020-04-17 18:46:34 UTC

Updated at

2020-11-18 16:38:55 UTC

CannabisDB ID

CDB004882

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

5-Methylthioribose

Description

5-Methylthioribose belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms. 5-Methylthioribose is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Methylthioribose exists in all living organisms, ranging from bacteria to humans. In humans, 5-methylthioribose is involved in the metabolic disorder called hypermethioninemia. Outside of the human body, 5-Methylthioribose has been detected, but not quantified in, several different foods, such as alaska wild rhubarbs, common verbena, greenthread tea, pasta, and irish moss. This could make 5-methylthioribose a potential biomarker for the consumption of these foods. 5-Methylthioribose 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
S-Methyl-5-thio-D-ribose	Kegg
5-(Methylsulfanyl)-D-ribose	Kegg
5-(Methylsulphanyl)-D-ribose	Generator
5-Deoxy-5-(methylthio)ribose	HMDB
5-Methylthio-D-ribose	HMDB
S(5)-Methyl-5-thio-D-ribose	HMDB
S5-Methyl-5-thio-D-ribose	HMDB
5-Methylthioribose	HMDB
5-S-Methyl-5-thio-D-ribose	HMDB
5-S-Methyl-5-thio-beta-D-ribofuranose	HMDB
5-S-Methyl-5-thio-β-D-ribofuranose	HMDB
S-Methyl-5-thio-D-ribofuranose	HMDB

Chemical Formula

C₆H₁₂O₄S

Average Molecular Weight

180.22

Monoisotopic Molecular Weight

180.0456

IUPAC Name

(2R,3R,4S,5S)-5-[(methylsulfanyl)methyl]oxolane-2,3,4-triol

Traditional Name

5-methylthio-D-ribose

CAS Registry Number

624740-12-1

SMILES

CSC[C@H]1O[C@@H](O)[C@H](O)[C@@H]1O

InChI Identifier

InChI=1S/C6H12O4S/c1-11-2-3-4(7)5(8)6(9)10-3/h3-9H,2H2,1H3/t3-,4-,5-,6-/m1/s1

InChI Key

OLVVOVIFTBSBBH-KVTDHHQDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pentoses. These are monosaccharides in which the carbohydrate moiety contains five carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Pentoses

Alternative Parents

Substituents

Pentose monosaccharide
Tetrahydrofuran
Secondary alcohol
Hemiacetal
1,2-diol
Oxacycle
Organoheterocyclic compound
Dialkylthioether
Sulfenyl compound
Thioether
Polyol
Hydrocarbon derivative
Organosulfur compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Cytoplasm

Source:

Biological:

Animal

Microbe:

Escherichia:

Escherichia coli

Plant:

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	-1.4	ALOGPS
logP	-0.82	ChemAxon
logS	-0.01	ALOGPS
pKa (Strongest Acidic)	11.31	ChemAxon
pKa (Strongest Basic)	-3.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	69.92 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	40.79 m³·mol⁻¹	ChemAxon
Polarizability	17.67 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	5-Methylthioribose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0nor-9600000000-757c4b3ed6add1bdc168	Spectrum
Predicted GC-MS	5-Methylthioribose, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0719-9247000000-321d54ddf2f38682b57c	Spectrum
Predicted GC-MS	5-Methylthioribose, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-7914d8991b0a6af1d99f	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-02ai-2900000000-e36191d55523024bf643	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bvj-9500000000-94cbb1e527c7c7e21314	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9200000000-21073f76322842d53a46	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9300000000-89d811f24fdb17e739e8	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-ed328bd35b3fe1440450	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-1900000000-aefd2630eb3d70da8200	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9100000000-57ad8e0e93b83006dc3c	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-789718691297aaebb3ad	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01qa-4900000000-1a70ce18540d6a0916d8	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-8900000000-ca12a9fcff10da622383	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dj-9000000000-e18a37fac06996f6a660	2021-09-25	View Spectrum