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Record Information
Version	2.0
Creation Date	2012-07-30 14:54:54 -0600
Update Date	2015-06-03 17:20:52 -0600
Secondary Accession Numbers	ECMDB21200
Identification
Name:	D-Glycero-D-manno-heptose 1-phosphate
Description	D-glycero-D-manno-heptose 1-phosphate is a member of the chemical class known as Hexoses. These are monosaccharides in which the sugar unit is a hexose. D-Glycero-D-manno-heptose 1-phosphate is involved in the biosynthesis of the lipopolysaccharide core precursor ADP-L-glycero-D-manno-heptose. (PMID 10629197)
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xac478f40> Close
Synonyms:	1-O-Phosphono-D-glycero-Dmanno-heptopyranose D-glycero-b-D-manno-Heptose 1-phosphate D-glycero-b-D-manno-Heptose 1-phosphoric acid D-Glycero-beta-D-manno-Heptose 1-phosphate D-glycero-beta-D-manno-Heptose 1-phosphoric acid D-Glycero-D-manno-Heptose 1-phosphate D-glycero-D-manno-Heptose 1-phosphoric acid D-Glycero-Dmanno-heptopyranose 1-(dihydrogen phosphate) D-glycero-dmanno-Heptopyranose 1-(dihydrogen phosphoric acid) D-glycero-β-D-manno-Heptose 1-phosphate D-glycero-β-D-manno-Heptose 1-phosphoric acid
Chemical Formula:	C7H13O10P
Weight:	Average: 288.1459 Monoisotopic: 288.024633148
InChI Key:	KMEJCSKJXSBBAN-NNPWBXLPSA-L
InChI:	InChI=1S/C7H15O10P/c8-1-2(9)6-4(11)3(10)5(12)7(16-6)17-18(13,14)15/h2-12H,1H2,(H2,13,14,15)/p-2/t2-,3+,4+,5+,6-,7?/m1/s1
CAS number:	Not Available
IUPAC Name:	(3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphate
Traditional IUPAC Name:	(3S,4S,5S,6R)-6-[(1R)-1,2-dihydroxyethyl]-3,4,5-trihydroxyoxan-2-yl phosphate
SMILES:	[H][C@@](O)(CO)[C@@]1([H])OC([H])(OP([O-])([O-])=O)[C@@]([H])(O)[C@@]([H])(O)[C@]1([H])O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as monosaccharide phosphates. These are monosaccharides comprising a phosphated group linked to the carbohydrate unit.
Kingdom	Organic compounds
Super Class	Organic oxygen compounds
Class	Organooxygen compounds
Sub Class	Carbohydrates and carbohydrate conjugates
Direct Parent	Monosaccharide phosphates
Alternative Parents	Oxanes Alkyl phosphates Secondary alcohols Polyols Oxacyclic compounds Primary alcohols Organic oxides Hydrocarbon derivatives Organic anions
Substituents	Monosaccharide phosphate Alkyl phosphate Phosphoric acid ester Oxane Organic phosphoric acid derivative Secondary alcohol Oxacycle Organoheterocyclic compound Polyol Organic oxide Hydrocarbon derivative Primary alcohol Alcohol Organic anion Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	aldoheptose phosphate (CHEBI:60002 )
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 89.7 g/L ALOGPS logP -2.3 ALOGPS logP -3.7 ChemAxon logS -0.56 ALOGPS pKa (Strongest Acidic) 1.16 ChemAxon pKa (Strongest Basic) -3 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 9 ChemAxon Hydrogen Donor Count 5 ChemAxon Polar Surface Area 182.8 Ų ChemAxon Rotatable Bond Count 4 ChemAxon Refractivity 50.52 m³·mol⁻¹ ChemAxon Polarizability 22.96 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Cytoplasm
Reactions:	D-Glycero-D-manno-heptose 1,7-bisphosphate + Water <> D-Glycero-D-manno-heptose 1-phosphate + Phosphate Adenosine triphosphate + D-Glycero-D-manno-heptose 1-phosphate + Hydrogen ion > ADP-D-Glycero-D-manno-heptose + Pyrophosphate Adenosine triphosphate + D-Glycero-D-manno-heptose 1-phosphate <> Pyrophosphate + ADP-D-Glycero-D-manno-heptose Adenosine triphosphate + D-Glycero-D-manno-heptose 1-phosphate + Hydrogen ion > ADP-D-Glycero-D-manno-heptose + Pyrophosphate Adenosine triphosphate + D-Glycero-D-manno-heptose 1-phosphate + Hydrogen ion > ADP-D-Glycero-D-manno-heptose + Pyrophosphate
SMPDB Pathways:	Lipopolysaccharide biosynthesis PW000831
KEGG Pathways:	Lipopolysaccharide biosynthesis ec00540 Metabolic pathways eco01100
EcoCyc Pathways:	Not Available
Concentrations
	Not Available
Spectra
Spectra:	Spectrum Type Description Splash Key Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Positive splash10-000i-1290000000-aaa95c90e2c25ab1eb7a View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0bvi-5390000000-c7c93f6013718fe9653f View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-08or-9300000000-fd0ccf7f1c5b0851e0af View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-000i-5490000000-8f63d602921aa5a4ad22 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-06y9-9240000000-6456aee3da9be9939619 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0bt9-9200000000-e9fe10c075b6dd73eedb View in MoNA 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer 1D NMR 13C NMR Spectrum Not Available View in JSpectraViewer 1D NMR 1H NMR Spectrum Not Available View in JSpectraViewer
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 28137 HMDB ID Not Available Pubchem Compound ID 46878581 Kegg ID C07838 ChemSpider ID 26331785 Wikipedia ID Not Available BioCyc ID Not Available

Enzymes