Record Information
Version1.0
Creation date2010-04-08 22:04:36 UTC
Update date2018-05-28 23:02:01 UTC
Primary IDFDB000515
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameThaumatin
Descriptionobtained from ripe miracle berry fruits (Thaumatococcus daniellii). Sweetener (5,000 times sweeter than sucrose), flavour enhancer for coffee, peppermint flavours etc. Permitted in EU at 50-400 ppm in chewing gum, vitamin preparations and some other sugar-free products. Use limited by slow contact and persistence of sensation Thaumatin has been approved as a sweetener in the European Union (E957), Israel, and Japan. In the United States, it is a Generally Recognized as Safe flavoring agent (FEMA GRAS 3732).; Thaumatin is a low-calorie (virtually calorie-free) protein sweetener and flavour modifier. The substance is often used primarily for its flavour modifying properties and not exclusively as a sweetener.; Thaumatin production is induced in katemfe in response to an attack upon the plant by viroid pathogens. Several members of the thaumatin protein family display significant in vitro inhibition of hyphal growth and sporulation by various fungi. The thaumatin protein is considered a prototype for a pathogen-response protein domain. This thaumatin domain has been found in species as diverse as rice and Caenorhabditis elegans. Thaumatins are pathogenesis related (PR) proteins, which are induced by various agents ranging from ethylene to pathogens, are structurally diverse and apparently ubiquitous in plants: they include thaumatin, osmotin, tobacco major and minor PR proteins, alpha-amylase/trypsin inhibitor, and P21 and PWIR2 soybean and wheat leaf proteins. The proteins are involved in systematically acquired resistance and stress response in plants, although their precise role is unknown. Thaumatin is an intensely sweet tasting protein (on a molar basis about 100,000 times as sweet as sucrose) found in the West African shrub Thaumatococcus daniellii: it is induced by attack by viroids, which are single-stranded unencapsulated RNA molecules that do not code for protein.
CAS Number53850-34-3
Structure
Thumb
Synonyms
SynonymSource
(10E)-12-Oxododecenoic acidChEBI
(e)-12-Oxododec-10-enoic acidChEBI
12-oxo-(e)-10-Dodecenoic acidChEBI
12-oxo-10E-Dodecenoic acidChEBI
12-oxo-10t-12:1ChEBI
12-oxo-10t-C12:1ChEBI
12-oxo-Dodec-10t-enoic acidChEBI
12-oxo-Dodec-10t-ensaeureChEBI
12-oxo-trans-Dodec-10-enoic acidChEBI
Delta(10)-ODAChEBI
(10E)-12-OxododecenoateGenerator
(e)-12-Oxododec-10-enoateGenerator
12-oxo-(e)-10-DodecenoateGenerator
12-oxo-10E-DodecenoateGenerator
12-oxo-Dodec-10t-enoateGenerator
12-oxo-trans-Dodec-10-enoateGenerator
Δ(10)-odaGenerator
(10E)-12-Oxododec-10-enoic acidHMDB
(e)-12-oxo-10-Dodecanoic acidHMDB
12-oxo-(e)-10-Dodecanoic acidHMDB
12-oxo-10(e)-Dodecenoic acidHMDB
Delta10-OdaHMDB
Traumatic half aldehydeHMDB
E957db_source
FEMA 3732db_source
Talindb_source
Predicted Properties
PropertyValueSource
Water Solubility0.054 g/LALOGPS
logP3.77ALOGPS
logP3ChemAxon
logS-3.6ALOGPS
pKa (Strongest Acidic)5.02ChemAxon
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area54.37 ŲChemAxon
Rotatable Bond Count10ChemAxon
Refractivity60.51 m³·mol⁻¹ChemAxon
Polarizability25.05 ųChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC12H20O3
IUPAC name(10E)-12-oxododec-10-enoic acid
InChI IdentifierInChI=1S/C12H20O3/c13-11-9-7-5-3-1-2-4-6-8-10-12(14)15/h7,9,11H,1-6,8,10H2,(H,14,15)/b9-7+
InChI KeyINMKWUNQKOWGEZ-VQHVLOKHSA-N
Isomeric SMILESOC(=O)CCCCCCCC\C=C\C=O
Average Molecular Weight212.2854
Monoisotopic Molecular Weight212.141244506
Classification
Description belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassFatty Acyls
Sub ClassFatty acids and conjugates
Direct ParentMedium-chain fatty acids
Alternative Parents
Substituents
  • Medium-chain fatty acid
  • Unsaturated fatty acid
  • Straight chain fatty acid
  • Enal
  • Alpha,beta-unsaturated aldehyde
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aldehyde
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-014l-9800000000-e91d63cf99240043eabcView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-01b9-6910000000-8c26fbae7ce390a0e804View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-01ot-0940000000-8e002e2aca49fd6b8a3cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00kb-3910000000-9748676f4f3e0badfac0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-9300000000-ee8bde2ddb5026f542f2View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0290000000-7a8e70d96d3e2962c74fView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-2970000000-372427e004604dc03366View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9300000000-761606c9fc574656db49View in MoNA
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDBDC48-H:BDC48-H
EAFUS ID3648
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1037751
SuperScent IDNot Available
Wikipedia IDThaumatin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
odorless
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference