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Showing Compound 3alpha-Acetoxy-11-keto-beta-boswellic acid (FDB015602)

Record Information
Version1.0
Creation date2010-04-08 22:11:56 UTC
Update date2019-11-26 03:11:55 UTC
Primary IDFDB015602
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name3alpha-Acetoxy-11-keto-beta-boswellic acid
Description3alpha-Acetoxy-11-keto-beta-boswellic acid, also known as 3α-acetoxy-11-keto-β-boswellate, belongs to the class of organic compounds known as triterpenoids. These are terpene molecules containing six isoprene units. Based on a literature review a small amount of articles have been published on 3alpha-Acetoxy-11-keto-beta-boswellic acid.
CAS Number67416-61-9
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
3a-Acetoxy-11-keto-b-boswellateGenerator
3a-Acetoxy-11-keto-b-boswellic acidGenerator
3alpha-Acetoxy-11-keto-beta-boswellateGenerator
3Α-acetoxy-11-keto-β-boswellateGenerator
3Α-acetoxy-11-keto-β-boswellic acidGenerator
(3R,4R,6AR,6BS,8ar,11R,12S,12ar,14BS)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylateHMDB
Predicted Properties
PropertyValueSource
Water Solubility0.00045 g/LALOGPS
logP5.9ALOGPS
logP6.46ChemAxon
logS-6.1ALOGPS
pKa (Strongest Acidic)4.32ChemAxon
pKa (Strongest Basic)-5.1ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area80.67 ŲChemAxon
Rotatable Bond Count3ChemAxon
Refractivity143.49 m³·mol⁻¹ChemAxon
Polarizability59.04 ųChemAxon
Number of Rings5ChemAxon
BioavailabilityNoChemAxon
Rule of FiveNoChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC32H48O5
IUPAC name(3R,4R,6aR,6bS,8aR,11R,12S,12aR,14bS)-3-(acetyloxy)-4,6a,6b,8a,11,12,14b-heptamethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4-carboxylic acid
InChI IdentifierInChI=1S/C32H48O5/c1-18-9-12-28(4)15-16-30(6)21(25(28)19(18)2)17-22(34)26-29(5)13-11-24(37-20(3)33)32(8,27(35)36)23(29)10-14-31(26,30)7/h17-19,23-26H,9-16H2,1-8H3,(H,35,36)/t18-,19+,23?,24-,25+,26?,28-,29+,30-,31-,32-/m1/s1
InChI KeyHMMGKOVEOFBCAU-MFIYSICPSA-N
Isomeric SMILESC[C@@H]1CC[C@]2(C)CC[C@]3(C)C(=CC(=O)C4[C@@]5(C)CC[C@@H](OC(C)=O)[C@@](C)(C5CC[C@@]34C)C(O)=O)[C@@H]2[C@H]1C
Average Molecular Weight512.7205
Monoisotopic Molecular Weight512.350174646
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
  • 15-hydroxysteroid
  • Hydroxysteroid
  • Steroid
  • Cyclohexenone
  • Dicarboxylic acid or derivatives
  • Carboxylic acid ester
  • Ketone
  • Carboxylic acid derivative
  • Carboxylic acid
  • Organic oxide
  • Carbonyl group
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 74.96%; H 9.44%; O 15.60%DFC
Melting PointMp 271°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +87.3 (c, 4.2 in CHCl3)DFC
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MS3alpha-Acetoxy-11-keto-beta-boswellic acid, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-00l2-1023900000-374d4281e388c097f69eSpectrum
Predicted GC-MS3alpha-Acetoxy-11-keto-beta-boswellic acid, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-01b9-3013190000-33293c5dcf5addaa6cddSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03ka-0000930000-aee9a09e734930cdc2ad2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-106r-0001900000-ac630e78d09d716bdde92016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4r-2302900000-c09d590b534a16c5d2e62016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-02t9-1000950000-649eb66990ff8e87c64d2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-066r-1000900000-aab9e0f247c95f3548822016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-05i3-3000900000-2d2a516b49879d1663362016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03di-0000390000-1b9c1118e9cd9593984f2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-08fr-0011950000-f4ab437a36afa218e1f92021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ox-5971410000-5b078bbadfbaab5d92062021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4i-9000020000-f3b15eadb33448823e1e2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4i-9000040000-e377c5bb703d0def9d492021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9000050000-0c34dd8f0390270221b62021-09-24View Spectrum
NMRNot Available
ChemSpider ID16461918
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID17973666
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36672
CRC / DFC (Dictionary of Food Compounds) IDMTS04-S:KDS65-H
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference