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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:19 UTC
Update Date2021-10-13 06:27:27 UTC
HMDB IDHMDB0032861
Secondary Accession Numbers
  • HMDB32861
Metabolite Identification
Common Name2-Methoxynaphthalene
DescriptionArabinogalactan is found in soy bean. Emulsifier, stabiliser Approximately one of the three arabinosyl chains attached to the galactan chain contains succinyl groups. Although one succinyl group is most common, up to three succinyl groups per released arabinan fragment can be found on oligo-arabinans. However, arabinan fragments substituted with GalNH2 are not succinylated. Importantly, in the case of M. tuberculosis, and most likely in all slow growers, both positive charge (protonated GalNH2 as GalNH3+) and negative charge (succinyl) are present in the middle regions of the arabinan, specifically at O-2 of the inner 3,5- -D-Araf units. The succinyl residues are on the non-mycolylated chain. Recently a complete primary model of arabinogalactan has been proposed. Arabinogalactan is a biopolymer consisting of arabinose and galactose monosaccharides. Two classes of arabinogalctans are found in nature: plant arabinogalactan and microbial arabinogalactan. In plants, it is a major constituents of many gums, including gum arabic, gum gutti and so on. It occasionally attached to proteins and the resulted proteoglycan functions as signaling molecules betweens cells as well as glue to seal wounded part of plants. The microbial arabinogalactan is a major structural component of the mycobacterial cell wall. Both the arabinose and galactose are solely in the furanose configuration. The galactan portion of the microbial arabinogalactan is linear, consisting of approximately 30 units with alternating -(1-5) and -(1-6) glycosidic linkages. The arabinan chain, which consist of about 30 residues, are attached at three branch points within the galactan chain (believed to be at residues 8, 10 and 12).The arabinan portion of the polymer is a complex branched structure, usually capped with mycolic acids. The arabinan glycosidic linkages are -(1-3), -(1-5), and -(1-2). The non-reducing end of arabinogalactan is covalently attached to the mycolic acids of the outer membrane. The hydrophobicity of mycolic acids is a barrier to drug entry. Additionally, the mycolyl arabinogalactan peptidiglycan is responsible for aspects of disease pathogenesis and much of the antibody response in infections. The mycolyl substituents are selectively and equally distributed on the 5-hydroxyl functions of terminal- and the penultimate 2-linked Araf residues. The mycolyl residues are clustered in groups of four on the non reducing terminal pentaarabinosyl unit ( -Araf-(1 2)- -Araf)2-3,5- -Araf. Thus, the major part (66%) of the pentaarabinosyl units are substituted by mycolic acids, leaving the unsubstituted minor region (33%), that is available for interaction with the immune system.
Structure
Data?1563862318
Synonyms
ValueSource
2-Methoxy-naphthaleneChEMBL, HMDB
2-Naphthol methyl etherHMDB
2-Naphthyl methyl etherHMDB
b-Naphthyl methyl etherHMDB
beta -MethoxynaphthaleneHMDB
beta -Naphthol methyl etherHMDB
beta -Naphthyl methyl etherHMDB
beta-MethoxynaphthaleneHMDB
beta-Naphthol mether etherHMDB
beta-Naphthol methyl etherHMDB
beta-Naphthyl methyl etherHMDB
Jara jaraHMDB
Methyl 2-naphthyl etherHMDB
Methyl beta -naphthyl etherHMDB
Methyl beta-naphthyl etherHMDB
NerolinHMDB
Nerolin yara yaraHMDB
Yara yaraHMDB
Yara-yaraHMDB
Yura yaraHMDB
Chemical FormulaC11H10O
Average Molecular Weight158.1965
Monoisotopic Molecular Weight158.073164942
IUPAC Name2-methoxynaphthalene
Traditional Namenaphthalene, 2-methoxy-
CAS Registry Number93-04-9
SMILES
COC1=CC2=C(C=CC=C2)C=C1
InChI Identifier
InChI=1S/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3
InChI KeyLUZDYPLAQQGJEA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • Anisole
  • Alkyl aryl ether
  • Ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point72 °CNot Available
Boiling Point274.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility75.88 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.47Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.065 g/LALOGPS
logP10(3.37) g/LALOGPS
logP10(2.81) g/LChemAxon
logS10(-3.4) g/LALOGPS
pKa (Strongest Basic)-4.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity48.97 m³·mol⁻¹ChemAxon
Polarizability17.62 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+134.85231661259
DarkChem[M-H]-133.63131661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
2-MethoxynaphthaleneCOC1=CC2=C(C=CC=C2)C=C12217.6Standard polar33892256
2-MethoxynaphthaleneCOC1=CC2=C(C=CC=C2)C=C11422.6Standard non polar33892256
2-MethoxynaphthaleneCOC1=CC2=C(C=CC=C2)C=C11456.0Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 2-Methoxynaphthalene EI-B (Non-derivatized)splash10-0aor-1900000000-1c20535f4a69bcfc204d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methoxynaphthalene EI-B (Non-derivatized)splash10-0aor-2900000000-84b3e0628bd2f527ae1b2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methoxynaphthalene EI-B (Non-derivatized)splash10-0aor-1900000000-1c20535f4a69bcfc204d2018-05-18HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 2-Methoxynaphthalene EI-B (Non-derivatized)splash10-0aor-2900000000-84b3e0628bd2f527ae1b2018-05-18HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxynaphthalene GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-0900000000-ccf8c9adde7dafebe8592017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 2-Methoxynaphthalene GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 10V, Positive-QTOFsplash10-0a4i-0900000000-b1ad72aed00419e872cd2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 20V, Positive-QTOFsplash10-0a4i-0900000000-6482b5288c37c635e9fa2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 40V, Positive-QTOFsplash10-0fbc-0900000000-67946d6a51ce2f9115312016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 10V, Negative-QTOFsplash10-0a4i-0900000000-7f5929f25f4a347a587f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 20V, Negative-QTOFsplash10-0a4i-0900000000-ad2ccbae645853cd88b62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 40V, Negative-QTOFsplash10-0006-0900000000-99f2122554947d4689642016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 10V, Negative-QTOFsplash10-0a4i-0900000000-8c3e029a7181e41a403f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 20V, Negative-QTOFsplash10-0a4i-0900000000-8c3e029a7181e41a403f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 40V, Negative-QTOFsplash10-004i-0900000000-6d505baa78133ad369862021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 10V, Positive-QTOFsplash10-0a4i-0900000000-05067fadfe9b6e8215552021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 20V, Positive-QTOFsplash10-0a4i-0900000000-6a99e14fce415d83a7702021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 2-Methoxynaphthalene 40V, Positive-QTOFsplash10-004i-3900000000-b02e217f39d8ec711ef42021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB020188
KNApSAcK IDNot Available
Chemspider ID6852
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkΒ-Naphthol methyl ether
METLIN IDNot Available
PubChem Compound7119
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1012112
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .