Record Information
Version1.0
Creation date2010-04-08 22:11:00 UTC
Update date2018-05-29 01:08:52 UTC
Primary IDFDB013958
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameNorambreinolide
DescriptionIt is used to enhance the flavour of beverages and foodstuffs. Flavouring ingredient. Constituent of labdanum oil and clary sage (Salvia sclarea). Norambreinolide is found in herbs and spices.
CAS Number564-20-5
Structure
Thumb
Synonyms
SynonymSource
(+)-NorambreinolideHMDB
12-NorambreinolideHMDB
3a,6,6,9a-Tetramethyl-decahydro-naphtho[2,1-b]furan-2-oneHMDB
3a,6,6,9a-Tetramethyldecahydronaphtho[2,1-b]furan-2(1H)-oneHMDB
DecahydrotetramethylnaphthofuranoneHMDB
FEMA 3794HMDB
NorambreinolidHMDB
Norambreinolide dormHMDB
SclareolideHMDB
(+)-norambreinolidebiospider
Norambreinolidedb_source
Norambreinolide, (+)-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.0029 g/LALOGPS
logP4.29ALOGPS
logP3.6ChemAxon
logS-4.9ALOGPS
pKa (Strongest Basic)-7.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.3 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity71.16 m³·mol⁻¹ChemAxon
Polarizability29.23 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC16H26O2
IUPAC name3a,6,6,9a-tetramethyl-dodecahydronaphtho[2,1-b]furan-2-one
InChI IdentifierInChI=1S/C16H26O2/c1-14(2)7-5-8-15(3)11(14)6-9-16(4)12(15)10-13(17)18-16/h11-12H,5-10H2,1-4H3
InChI KeyIMKJGXCIJJXALX-UHFFFAOYSA-N
Isomeric SMILESCC12CCC3C(C)(C)CCCC3(C)C1CC(=O)O2
Average Molecular Weight250.3764
Monoisotopic Molecular Weight250.193280076
Classification
Description belongs to the class of organic compounds known as naphthofurans. Naphthofurans are compounds containing a furan ring fused to a naphthalene moiety. Furan is a 5 membered- ring aromatic ring with four carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassNaphthofurans
Sub ClassNot Available
Direct ParentNaphthofurans
Alternative Parents
Substituents
  • Naphthofuran
  • Gamma butyrolactone
  • Tetrahydrofuran
  • Lactone
  • Carboxylic acid ester
  • Oxacycle
  • Monocarboxylic acid or derivatives
  • Carboxylic acid derivative
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Aliphatic heteropolycyclic compound
Molecular FrameworkAliphatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
OntologyShould have ontology for this compound
Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 76.75%; H 10.47%; O 12.78%DFC
Melting PointMp 122-125°DFC
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]D +42 (c, 0.25 in CHCl3)DFC
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, Positivesplash10-0kg9-1970000000-9bb3c07c120cdf287074View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0190000000-79e30f095ad019575c6aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-2590000000-79b3ccd278824dce9431View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-052p-9630000000-2432ca12bbc5b792f12dView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-0090000000-902bb4c0ff306165a7b0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-052b-0090000000-1f61b09bb60147aa9497View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udu-9870000000-ad9c2baccef8d25f02b1View in MoNA
ChemSpider ID55077
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61129
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB35293
CRC / DFC (Dictionary of Food Compounds) IDJLR05-D:JLR06-E
EAFUS ID3385
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Flavornet IDNot Available
GoodScent IDrw1038441
SuperScent IDNot Available
Wikipedia IDNorambreinolide
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
dry
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
paper
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
woody
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
ambergris
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
labdanum
  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