Np mrd loader

Record Information
Version2.0
Created at2022-03-17 20:54:47 UTC
Updated at2022-03-17 20:54:47 UTC
NP-MRD IDNP0048333
Secondary Accession NumbersNone
Natural Product Identification
Common Namegamma-Taraxasterol
DescriptionGamma-Taraxasterol, also known as γ-taraxasterol or calendol, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Gamma-Taraxasterol is an extremely weak basic (essentially neutral) compound (based on its pKa). Outside of the human body, gamma-Taraxasterol is found, on average, in the highest concentration within figs. Gamma-Taraxasterol has also been detected, but not quantified in, several different foods, such as alcoholic beverages, beverages, burdocks, shea tree, and dandelions. gamma-Taraxasterol is found in Achillea millefolium, Actinidia chinensis, Arabidopsis thaliana, Arnica montana, Calendula officinalis, Cynara cardunculus, Helianthus annuus, Ixeris chinensis, Petasites tricholobus, Picradeniopsis xylopoda, Picris hieracioides and Saussurea petrovii. This could make gamma-taraxasterol a potential biomarker for the consumption of these foods.
Structure
Thumb
Synonyms
ValueSource
g-TaraxasterolGenerator
Γ-taraxasterolGenerator
(3beta,18alpha,19alpha)-Urs-20-en-3-olHMDB
CalendolHMDB
HeterolupeolHMDB
LupaneHMDB
PseudotaraxasterolHMDB
Psi-taroxosterolHMDB
Y-taraxasterolHMDB
Chemical FormulaC30H50O
Average Mass426.7174 Da
Monoisotopic Mass426.38617 Da
IUPAC Name4,4,6a,6b,8a,11,12,14b-octamethyl-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol
Traditional Name4,4,6a,6b,8a,11,12,14b-octamethyl-2,3,4a,5,6,7,8,9,12,12a,12b,13,14,14a-tetradecahydro-1H-picen-3-ol
CAS Registry Number464-98-2
SMILES
CC1C2C3CCC4C5(C)CCC(O)C(C)(C)C5CCC4(C)C3(C)CCC2(C)CC=C1C
InChI Identifier
InChI=1S/C30H50O/c1-19-11-14-27(5)17-18-29(7)21(25(27)20(19)2)9-10-23-28(6)15-13-24(31)26(3,4)22(28)12-16-30(23,29)8/h11,20-25,31H,9-10,12-18H2,1-8H3
InChI KeyNGFFRJBGMSPDMS-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Achillea millefoliumLOTUS Database
Actinidia chinensisLOTUS Database
Arabidopsis thalianaLOTUS Database
Arctium lappaFooDB
Arnica montanaLOTUS Database
Calendula officinalisLOTUS Database
Coffea arabica L.FooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Coffea canephoraFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Cynara cardunculusLOTUS Database
Ficus caricaFooDB
Glycine maxFooDB
Helianthus annuusLOTUS Database
Ixeris chinensisLOTUS Database
Petasites tricholobusLOTUS Database
Picradeniopsis xylopodaLOTUS Database
Picris hieracioidesLOTUS Database
Saussurea petroviiLOTUS Database
Taraxacum officinaleFooDB
Vitellaria paradoxaFooDB
Chemical Taxonomy
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
  • Cyclic alcohol
  • Secondary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.39ALOGPS
logP7.39ChemAxon
logS-7ALOGPS
pKa (Strongest Acidic)19.49ChemAxon
pKa (Strongest Basic)-0.84ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity131.98 m³·mol⁻¹ChemAxon
Polarizability54 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035809
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014565
KNApSAcK IDC00035375
Chemspider ID525903
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound604983
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General References