Showing Compound N-Acetyl-D-glucosamine 6-phosphate (FDB022401)

Record Information

Version

1.0

Creation date

2011-09-21 00:13:26 UTC

Update date

2018-05-28 18:32:44 UTC

Primary ID

FDB022401

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

N-Acetyl-D-glucosamine 6-phosphate

Description

N-Acetyl-D-Glucosamine 6-Phosphate, also known as N-acetyl-D-glucosamine-6-p or GLCNAC6P, belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group. N-Acetyl-D-Glucosamine 6-Phosphate is an extremely weak basic (essentially neutral) compound (based on its pKa). N-Acetyl-D-Glucosamine 6-Phosphate exists in all living species, ranging from bacteria to humans.

CAS Number

18191-20-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Show entries

Search:

Synonym	Source
2-acetamido-2-Deoxy-6-O-ONO-D-glucopyranose	ChEBI
2-Acetamido-2-deoxy-6-O-phosphono-D-glucopyranose	ChEBI
GlcNAc6p	HMDB
N-Acetyl-D-glucosamine 6-ate	ChEBI
N-Acetyl-D-glucosamine 6-ic acid	Generator
N-Acetyl-D-Glucosamine 6-Phosphate	hmdb
N-Acetyl-D-Glucosamine 6-Phosphic acid	hmdb
N-Acetyl-D-glucosamine 6-phosphoric acid	Generator
N-Acetyl-D-glucosamine-6-ate	HMDB
N-Acetyl-D-glucosamine-6-p	HMDB

Showing 1 to 10 of 21 entries

Predicted Properties

Property	Value	Source
Water Solubility	17.6 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3.3	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	-0.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	165.78 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.9 m³·mol⁻¹	ChemAxon
Polarizability	25.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C8H16NO9P

IUPAC name

{[(2R,3S,4R,5R)-5-acetamido-3,4,6-trihydroxyoxan-2-yl]methoxy}phosphonic acid

InChI Identifier

InChI=1S/C8H16NO9P/c1-3(10)9-5-7(12)6(11)4(18-8(5)13)2-17-19(14,15)16/h4-8,11-13H,2H2,1H3,(H,9,10)(H2,14,15,16)/t4-,5-,6-,7-,8?/m1/s1

InChI Key

BRGMHAYQAZFZDJ-RTRLPJTCSA-N

Isomeric SMILES

CC(=O)N[C@H]1C(O)O[C@H](COP(O)(O)=O)[C@@H](O)[C@@H]1O

Average Molecular Weight

301.1877

Monoisotopic Molecular Weight

301.056267627

Classification

Description

Belongs to the class of organic compounds known as acylaminosugars. These are organic compounds containing a sugar linked to a chain through N-acyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbohydrates and carbohydrate conjugates

Direct Parent

Acylaminosugars

Alternative Parents

Substituents

Acylaminosugar
Hexose phosphate
N-acyl-alpha-hexosamine
Monosaccharide phosphate
Monoalkyl phosphate
Monosaccharide
Organic phosphoric acid derivative
Alkyl phosphate
Oxane
Phosphoric acid ester
Acetamide
1,2-diol
Carboxamide group
Hemiacetal
Secondary carboxylic acid amide
Secondary alcohol
Oxacycle
Carboxylic acid derivative
Organoheterocyclic compound
Polyol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Alcohol
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

N-acyl-D-glucosamine 6-phosphate (CHEBI:15784 )

Ontology

Disposition

Source:

Endogenous

Biological location:

Subcellular:

Cytoplasm

Biofluid and excreta:

Saliva

Role

Industrial application:

Pharmaceutical industry:

Pharmaceutical

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Show entries

Search:

Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	Not Available
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	N-Acetyl-D-glucosamine 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000j-2943000000-e2bb568a8e9b660ec0be	Spectrum
GC-MS	N-Acetyl-D-glucosamine 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000j-2934000000-4140d40b85c7474418f6	Spectrum
GC-MS	N-Acetyl-D-glucosamine 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000j-2943000000-e2bb568a8e9b660ec0be	Spectrum
GC-MS	N-Acetyl-D-glucosamine 6-phosphate, non-derivatized, GC-MS Spectrum	splash10-000j-2934000000-4140d40b85c7474418f6	Spectrum
Predicted GC-MS	N-Acetyl-D-glucosamine 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-000t-9730000000-66d6101e8cb0c5ca3fc1	Spectrum
Predicted GC-MS	N-Acetyl-D-glucosamine 6-phosphate, 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fk9-7391350000-2eb6c4c504e0841c1908	Spectrum
Predicted GC-MS	N-Acetyl-D-glucosamine 6-phosphate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0udi-0009000000-50926fdd7300073d5059	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-9412000000-a1461b202e6744bf4f35	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-9000000000-e7ac8ef113fa566a7265	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-0002-9000000000-364ae19f8cdb4e2d51ca	2017-09-14	View Spectrum
MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-004j-9000000000-ecee6a11feb4582407b4	2017-09-14	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-2196000000-8aa0b82454ed7fe1de1b	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0w2a-4591000000-dca968a4092f312565ac	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dm-6900000000-933daf9b2c351b0a86b6	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0v00-5931000000-4a813f2d6d4480fc5e41	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9100000000-8cdef6bcf81376fb24e2	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-a998778a46bb52c7223a	2015-09-15	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f92-9034000000-ec11d92a6d8dc4228cbe	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9010000000-499ace1dadd3a5590458	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-4bf2b9a14f4e1c8fc62a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0393000000-d1dd3875fcda98185905	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-2692000000-6d48d468a379d10f1080	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000t-9200000000-ceb982e51eab41177ff3	2021-09-22	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

389821

ChEMBL ID

Not Available

KEGG Compound ID

C00357

Pubchem Compound ID

440996

Pubchem Substance ID

Not Available

ChEBI ID

15784

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB01062

CRC / DFC (Dictionary of Food Compounds) ID

Not Available

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

34733

KNApSAcK ID

Not Available

HET ID

1FRZ

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Show entries

Search:

Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Show entries

Search:

Name	Gene Name	UniProt ID
Glucosamine 6-phosphate N-acetyltransferase	GNPNAT1	Q96EK6
Glucosamine-6-phosphate isomerase 2	GNPDA2	Q8TDQ7
N-acetyl-D-glucosamine kinase	NAGK	Q9UJ70
Putative N-acetylglucosamine-6-phosphate deacetylase	AMDHD2	Q9Y303