Canmetcon
Record Information
Version1.0
Creation date2010-04-08 22:12:07 UTC
Update date2018-05-29 01:23:07 UTC
Primary IDFDB015893
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameCapsorubin
DescriptionConstituent of paprika (Capsicum annuum). Potential nutriceutical Capsorubin is one of the main colouring constituant of paprika oleoresin (paprika extract). Capsorubin is found in many foods, some of which are orange bell pepper, yellow bell pepper, green bell pepper, and italian sweet red pepper.
CAS Number470-38-2
Structure
Thumb
Synonyms
SynonymSource
(3S,5R,3's,5'r)-3,3'-Dihydroxy-kappa,kappa-carotene-6,6'-dioneChEBI
all-trans-CapsorubinChEBI
3,3'-Dihydroxy-K,K-carotene-6,6'-dioneHMDB
e160 (Capsorubin)HMDB
3,3'-Dihyroxy-kappa,kappa-carotene-6,6'-dioneMeSH
(3S,5R,3'S,5'r)-3,3'-dihydroxy-kappa,kappa-carotene-6,6'-dioneChEBI
3,3'-Dihydroxy-k,k-carotene-6,6'-dionedb_source
E160 (Capsorubin)db_source
Predicted Properties
PropertyValueSource
Water Solubility0.00073 g/LALOGPS
logP7.43ALOGPS
logP8.66ChemAxon
logS-5.9ALOGPS
pKa (Strongest Acidic)14.91ChemAxon
pKa (Strongest Basic)-2.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area74.6 ŲChemAxon
Rotatable Bond Count12ChemAxon
Refractivity194.98 m³·mol⁻¹ChemAxon
Polarizability74.42 ųChemAxon
Number of Rings2ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC40H56O4
IUPAC name(2E,4E,6E,8E,10E,12E,14E,16E,18E)-1,20-bis[(1R,4S)-4-hydroxy-1,2,2-trimethylcyclopentyl]-4,8,13,17-tetramethylicosa-2,4,6,8,10,12,14,16,18-nonaene-1,20-dione
InChI IdentifierInChI=1S/C40H56O4/c1-29(17-13-19-31(3)21-23-35(43)39(9)27-33(41)25-37(39,5)6)15-11-12-16-30(2)18-14-20-32(4)22-24-36(44)40(10)28-34(42)26-38(40,7)8/h11-24,33-34,41-42H,25-28H2,1-10H3/b12-11+,17-13+,18-14+,23-21+,24-22+,29-15+,30-16+,31-19+,32-20+/t33-,34-,39-,40-/m0/s1
InChI KeyGVOIABOMXKDDGU-YUURSNASSA-N
Isomeric SMILESC\C(\C=C\C=C(/C)\C=C\C(=O)[C@]1(C)C[C@@H](O)CC1(C)C)=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C(=O)[C@]1(C)C[C@@H](O)CC1(C)C
Average Molecular Weight600.884
Monoisotopic Molecular Weight600.417860283
Classification
Description belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassPrenol lipids
Sub ClassTriterpenoids
Direct ParentTriterpenoids
Alternative Parents
Substituents
  • Triterpenoid
  • Cyclopentanol
  • Alpha,beta-unsaturated ketone
  • Enone
  • Cyclic alcohol
  • Acryloyl-group
  • Secondary alcohol
  • Ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homomonocyclic compound
Molecular FrameworkAliphatic homomonocyclic compounds
External Descriptors
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 79.96%; H 9.39%; O 10.65%DFC
Melting PointMp 201°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV Data542 () (CS2)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-05g0-5100590000-fad54212543d1f512984View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-0aba-5200339000-ff900d90febfca9895c5View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0f89-0212395000-f19755cd410fc84063a3View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-02aj-0546961000-158fc904cfdc70c93f7bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-056r-0734910000-c2dc526d491dfb9ce812View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0100090000-d7846c55efda3484365bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0002-0300390000-5b288631aba89082ff43View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0zir-1700490000-523df8c61745082684d9View in MoNA
ChemSpider ID4444641
ChEMBL IDNot Available
KEGG Compound IDC08585
Pubchem Compound ID5281229
Pubchem Substance IDNot Available
ChEBI ID3378
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36924
CRC / DFC (Dictionary of Food Compounds) IDKKH47-X:KKH47-X
EAFUS IDNot Available
Dr. Duke IDCAPSORUBIN
BIGG IDNot Available
KNApSAcK IDC00003764
HET IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDPaprika_oleoresin
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / Bioactivities
DescriptorIDDefinitionReference
colorant37958 DUKE
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.