ContaminantDB: Ascorbigen

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-25 21:05:04 UTC

Update Date

2016-11-09 01:17:43 UTC

Accession Number

CHEM023476

Identification

Common Name

Ascorbigen

Class

Small Molecule

Description

Present in plants, especies cabbage and other crucifers. Ascorbigen is found in many foods, some of which are mung bean, guava, brassicas, and bitter gourd.

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-C-(1H-indol-3-Ylmethyl)-3-hexulofuranosonic acid g-lactone, 9ci	HMDB

Chemical Formula

C₁₅H₁₅NO₆

Average Molecular Mass

305.283 g/mol

Monoisotopic Mass

305.090 g/mol

CAS Registry Number

8075-98-7

IUPAC Name

3,3a,6-trihydroxy-3-(1H-indol-3-ylmethyl)-hexahydrofuro[3,2-b]furan-2-one

Traditional Name

3,3a,6-trihydroxy-3-(1H-indol-3-ylmethyl)-dihydro-5H-furo[3,2-b]furan-2-one

SMILES

OC1COC2(O)C1OC(=O)C2(O)CC1=CNC2=CC=CC=C12

InChI Identifier

InChI=1S/C15H15NO6/c17-11-7-21-15(20)12(11)22-13(18)14(15,19)5-8-6-16-10-4-2-1-3-9(8)10/h1-4,6,11-12,16-17,19-20H,5,7H2

InChI Key

OMSJCIOTCFHSIT-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as isosorbides. These are organic polycyclic compounds containing an isosorbide(1,4-Dianhydrosorbitol) moiety, which consists of two -oxolan-3-ol rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Furofurans

Sub Class

Isosorbides

Direct Parent

Isosorbides

Alternative Parents

Substituents

Isosorbide
3-alkylindole
Indole
Indole or derivatives
Gamma butyrolactone
Monosaccharide
Substituted pyrrole
Benzenoid
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Pyrrole
Carboxylic acid ester
Hemiacetal
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Azacycle
Polyol
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

an indole-phytolexin (CPDQT-426 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	7.79 g/L	ALOGPS
logP	0.49	ALOGPS
logP	0.41	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	9.65	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.01 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	73.15 m³·mol⁻¹	ChemAxon
Polarizability	29.13 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9640000000-ebafd13f557941194a24	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-0040-8290400000-85ab052d313cd85c1fcc	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0859000000-1820214eaab9fa8999d3	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0900000000-ef82110695953a06c772	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-2900000000-e7ad584b1157d19a0f1d	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0umi-1904000000-fe95df475a0a16900240	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0aec-2900000000-4fc178aaf38e9bbfca30	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9600000000-aaa0f976bcdd3b278871	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0029839

FooDB ID

FDB001054

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

317840

ChEBI ID

Not Available

PubChem Compound ID

358022

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. Katay G, Ott PG, Katay E, Magyar D, Tyihak E: Potential role of formaldehyde in the mechanism of action of ascorbigens on the basis of BioArena studies. Biomed Chromatogr. 2009 Apr;23(4):412-8. doi: 10.1002/bmc.1133.

2. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.

Ascorbigen (CHEM023476)

Structure for CHEM023476: Ascorbigen