Showing Compound Arabinogalactan (FDB020188)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:51 UTC

Update date

2019-11-26 03:18:36 UTC

Primary ID

FDB020188

Secondary Accession Numbers

FDB010839

Chemical Information

FooDB Name

Arabinogalactan

Description

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.

CAS Number

93-04-9

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Synonym	Source
2-Methoxy-naphthalene	ChEMBL, HMDB
2-Naphthol methyl ether	HMDB
2-Naphthyl methyl ether	HMDB
b-Naphthyl methyl ether	HMDB
beta -Methoxynaphthalene	HMDB
beta -Naphthol methyl ether	HMDB
beta -Naphthyl methyl ether	HMDB
beta-Methoxynaphthalene	HMDB
beta-Naphthol mether ether	HMDB
beta-Naphthol methyl ether	HMDB
beta-Naphthyl methyl ether	HMDB
Jara jara	HMDB
Methyl 2-naphthyl ether	HMDB
Methyl beta -naphthyl ether	HMDB
Methyl beta-naphthyl ether	HMDB
Nerolin	HMDB
Nerolin yara yara	HMDB
Yara yara	HMDB
Yara-yara	HMDB
Yura yara	HMDB
Arabino galactan	biospider
Arabinogalactoglycan	biospider
D-Galacto-L-arabinan	db_source
FEMA 3254	db_source
Galacto-l-arabinan, l-	biospider
Galactoarabinan	biospider
Larch gum	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.065 g/L	ALOGPS
logP	3.37	ALOGPS
logP	2.81	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	48.97 m³·mol⁻¹	ChemAxon
Polarizability	17.62 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C11H10O

IUPAC name

2-methoxynaphthalene

InChI Identifier

InChI=1S/C11H10O/c1-12-11-7-6-9-4-2-3-5-10(9)8-11/h2-8H,1H3

InChI Key

LUZDYPLAQQGJEA-UHFFFAOYSA-N

Isomeric SMILES

COC1=CC2=C(C=CC=C2)C=C1

Average Molecular Weight

158.1965

Monoisotopic Molecular Weight

158.073164942

Classification

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.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Naphthalenes

Sub Class

Not Available

Direct Parent

Naphthalenes

Alternative Parents

Substituents

Naphthalene
Anisole
Alkyl aryl ether
Ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homopolycyclic compound

Molecular Framework

Aromatic homopolycyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Biological location:

Subcellular:

Source:

Food

Biological:

Plant:

Glycine max

Role

Biological role:

Nutrient

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	2-Methoxynaphthalene, non-derivatized, GC-MS Spectrum	splash10-0aor-1900000000-1c20535f4a69bcfc204d	Spectrum
GC-MS	2-Methoxynaphthalene, non-derivatized, GC-MS Spectrum	splash10-0aor-2900000000-84b3e0628bd2f527ae1b	Spectrum
GC-MS	2-Methoxynaphthalene, non-derivatized, GC-MS Spectrum	splash10-0aor-1900000000-1c20535f4a69bcfc204d	Spectrum
GC-MS	2-Methoxynaphthalene, non-derivatized, GC-MS Spectrum	splash10-0aor-2900000000-84b3e0628bd2f527ae1b	Spectrum
Predicted GC-MS	2-Methoxynaphthalene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-0900000000-ccf8c9adde7dafebe859	Spectrum
Predicted GC-MS	2-Methoxynaphthalene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-b1ad72aed00419e872cd	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0900000000-6482b5288c37c635e9fa	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fbc-0900000000-67946d6a51ce2f911531	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-7f5929f25f4a347a587f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-ad2ccbae645853cd88b6	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-0900000000-99f2122554947d468964	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0900000000-8c3e029a7181e41a403f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-0900000000-8c3e029a7181e41a403f	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-0900000000-6d505baa78133ad36986	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-0900000000-05067fadfe9b6e821555	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-0900000000-6a99e14fce415d83a770	Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-3900000000-b02e217f39d8ec711ef4	Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB32861

CRC / DFC (Dictionary of Food Compounds) ID

MLO07-X:MLO07-X

EAFUS ID

246

Dr. Duke ID

ARABINOGALACTAN

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Arabinogalactan

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Descriptor	ID	Definition	Reference
anti complementary			DUKE
anti leishmanic	33281	A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.	DUKE
immunostimulant	50847	A substance that augments, stimulates, activates, potentiates, or modulates the immune response at either the cellular or humoral level. A classical agent (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contains bacterial antigens. It could also be endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Its mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy is related to its antigen-specific immunoadjuvanticity.	DUKE
interferonogenic			DUKE
mitogenic			DUKE
phagocytotic			DUKE