Np mrd loader

Record Information
Version2.0
Created at2022-03-17 20:55:31 UTC
Updated at2022-03-17 20:55:31 UTC
NP-MRD IDNP0048376
Secondary Accession NumbersNone
Natural Product Identification
Common NameLucidenic acid H
DescriptionLinalyl oxide, also known as fema 3746, belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Linalyl oxide is an extremely weak basic (essentially neutral) compound (based on its pKa). Linalyl oxide is an alcohol, camphor, and fenchyl tasting compound. Outside of the human body, Linalyl oxide is found, on average, in the highest concentration within corianders. Linalyl oxide has also been detected, but not quantified in, several different foods, such as citrus, figs, gingers, roselles, and tea. Lucidenic acid H is found in Ganoderma lucidum . This could make linalyl oxide a potential biomarker for the consumption of these foods.
Structure
Thumb
Synonyms
ValueSource
2,6-Dimethyl-3,6-oxido-7-octen-2-olHMDB
2-(5-Methyl-5-vinyltetrahydro-2-furanyl)-2-propanolHMDB
2-(Tetrahydro-5-methyl-5-vinyl-2-furyl)propan-2-olHMDB
2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuranHMDB
2-Methyl-2-vinyl-5-(2-hydroxy-2-propyl)tetrahydrofuranHMDB
5-(1-Hydroxy-1-methylethyl)-2-methyl-2-vinyltetrahydrofuranHMDB
5-Ethenyltetrahydro-a,a,5-trimethyl-2-furanmethanol, 9ciHMDB
5-Ethenyltetrahydro-alpha,alpha,5-trimethyl-2-furanmethanolHMDB
alpha,alpha,5-Trimethyl-5-vinyltetrahydrofurfuryl alcoholHMDB
FEMA 3746HMDB
Furan linalool oxideHMDB
Linalool 3,6-oxideHMDB
Linalool oxideHMDB
Tetrahydro-2-methyl-5-(1-hydroxy-1-methylethyl)-2-vinylfuranHMDB
Tetrahydro-alpha,alpha,5-trimethyl-5-vinylfuran-2-methanolHMDB
11,15-dioxo-3beta,7beta-Dihydroxy-5alpha-lanost-8-en-24-Oic acidHMDB
3b,7b,28-Trihydroxy-11,15-dioxo-25,26,27-trisnorlanost-8-en-24-Oic acidHMDB
3b,7b-Dihydroxy-4a-hydroxymethyl-4b,14a-dimethyl-11,15-dioxo-5a-chol-8-en-24-Oic acid, 9ciHMDB
4-[5,9-Dihydroxy-6-(hydroxymethyl)-2,6,11,15-tetramethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]pentanoateGenerator
Lucidenate HGenerator
Chemical FormulaC27H40O7
Average Mass476.6023 Da
Monoisotopic Mass476.27740 Da
IUPAC Name4-[5,9-dihydroxy-6-(hydroxymethyl)-2,6,11,15-tetramethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]pentanoic acid
Traditional Name4-[5,9-dihydroxy-6-(hydroxymethyl)-2,6,11,15-tetramethyl-12,17-dioxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadec-1(10)-en-14-yl]pentanoic acid
CAS Registry Number110241-25-3
SMILES
CC(CCC(O)=O)C1CC(=O)C2(C)C3=C(C(=O)CC12C)C1(C)CCC(O)C(C)(CO)C1CC3O
InChI Identifier
InChI=1S/C27H40O7/c1-14(6-7-21(33)34)15-10-20(32)27(5)23-16(29)11-18-24(2,9-8-19(31)25(18,3)13-28)22(23)17(30)12-26(15,27)4/h14-16,18-19,28-29,31H,6-13H2,1-5H3,(H,33,34)
InChI KeyFWZRMYARQHUFQY-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...
Ganoderma lucidumFungi
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 tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrahydrofurans
Sub ClassNot Available
Direct ParentTetrahydrofurans
Alternative Parents
Substituents
  • Tetrahydrofuran
  • Tertiary alcohol
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic 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
logP2.45ALOGPS
logP1.77ChemAxon
logS-3.5ALOGPS
pKa (Strongest Acidic)4.22ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area132.13 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity126.29 m³·mol⁻¹ChemAxon
Polarizability51.63 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0035907
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB014692
KNApSAcK IDC00010335
Chemspider ID20938
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound22310
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available