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Record Information
Version2.0
Created at2022-03-17 20:57:24 UTC
Updated at2022-03-17 20:57:24 UTC
NP-MRD IDNP0048497
Secondary Accession NumbersNone
Natural Product Identification
Common NameGanosporelactone B
Description7-Epizucchini factor A belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid. Zucchini Factor A is a triterpenoid ester (esterified with p-aminobenzoic acid) that can be isolated from the seeds of zucchini, water melons, pumpkins and cucumbers. In some cases these multiflorane esters constitute up to 0.2% Of the chemical constituents of these seeds. 7-Epizucchini factor A is a moderately basic compound (based on its pKa). Outside of the human body, 7-Epizucchini factor A has been detected, but not quantified in, fruits. This could make 7-epizucchini factor a a potential biomarker for the consumption of these foods. Zucchini factor A is a constituent of Cucurbita maxima and Cucurbita pepo.
Structure
Thumb
Synonyms
ValueSource
Ganosporelactone bMeSH
Chemical FormulaC30H42O7
Average Mass514.6503 Da
Monoisotopic Mass514.29305 Da
IUPAC Name10',16',20'-trihydroxy-2',4,7',9',13',17',17'-heptamethylspiro[oxolane-2,5'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-1'(12')-ene-3',5,11'-trione
Traditional Name10',16',20'-trihydroxy-2',4,7',9',13',17',17'-heptamethylspiro[oxolane-2,5'-pentacyclo[10.8.0.0²,⁹.0⁴,⁸.0¹³,¹⁸]icosan]-1'(12')-ene-3',5,11'-trione
CAS Registry Number138008-05-6
SMILES
CC1CC2(CC(C)C(=O)O2)C2C1C1(C)C(O)C(=O)C3=C(C(O)CC4C(C)(C)C(O)CCC34C)C1(C)C2=O
InChI Identifier
InChI=1S/C30H42O7/c1-13-11-30(12-14(2)25(36)37-30)21-18(13)28(6)24(35)22(33)20-19(29(28,7)23(21)34)15(31)10-16-26(3,4)17(32)8-9-27(16,20)5/h13-18,21,24,31-32,35H,8-12H2,1-7H3
InChI KeyFLFQDUNKJSXJOT-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzoic acid esters. These are ester derivatives of benzoic acid.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassBenzoic acids and derivatives
Direct ParentBenzoic acid esters
Alternative Parents
Substituents
  • Aminobenzoic acid or derivatives
  • Benzoate ester
  • Benzoyl
  • Aniline or substituted anilines
  • Dicarboxylic acid or derivatives
  • Amino acid or derivatives
  • Secondary alcohol
  • Carboxylic acid ester
  • Carboxylic acid derivative
  • Alcohol
  • Organonitrogen compound
  • Organooxygen compound
  • Primary amine
  • Hydrocarbon derivative
  • Organic oxide
  • Organopnictogen compound
  • Organic oxygen compound
  • Organic nitrogen compound
  • Amine
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
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
logP2.78ALOGPS
logP2.75ChemAxon
logS-4.4ALOGPS
pKa (Strongest Acidic)12.89ChemAxon
pKa (Strongest Basic)-0.81ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area121.13 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity135.78 m³·mol⁻¹ChemAxon
Polarizability55.88 ųChemAxon
Number of Rings6ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0036405
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB015284
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound131751984
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available