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Record Information
Version	2.0
Creation Date	2015-07-13 12:06:32 -0600
Update Date	2015-08-05 16:22:05 -0600
Secondary Accession Numbers	ECMDB23988
Identification
Name:	alpha-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol
Description	A polyprenyl glucosyl phosphate in which a glucosyl residue is linked to a undecaprenyl group via a diphospho group
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0xa5fe5a4c> Close
Synonyms:	a-D-Glucopyranosyl-diphospho-di-trans,poly-cis-undecaprenol a-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol a-D-Glucosyl di-trans,poly-cis-undecaprenyl diphosphate a-D-Glucosyl di-trans,poly-cis-undecaprenyl diphosphoric acid alpha-D-Glucopyranosyl-diphospho-di-trans,poly-cis-undecaprenol alpha-D-Glucosyl di-trans,poly-cis-undecaprenyl diphosphate alpha-D-Glucosyl di-trans,poly-cis-undecaprenyl diphosphoric acid α-D-glucopyranosyl-diphospho-di-trans,poly-cis-undecaprenol α-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol α-D-glucosyl di-trans,poly-cis-undecaprenyl diphosphate α-D-glucosyl di-trans,poly-cis-undecaprenyl diphosphoric acid
Chemical Formula:	C61H102O12P2
Weight:	Average: 1089.423 Monoisotopic: 1088.68465272
InChI Key:	WADQQVAMGZIDFQ-ZMDJJFASSA-N
InChI:	InChI=1S/C61H102O12P2/c1-46(2)23-13-24-47(3)25-14-26-48(4)27-15-28-49(5)29-16-30-50(6)31-17-32-51(7)33-18-34-52(8)35-19-36-53(9)37-20-38-54(10)39-21-40-55(11)41-22-42-56(12)43-44-70-74(66,67)73-75(68,69)72-61-60(65)59(64)58(63)57(45-62)71-61/h23,25,27,29,31,33,35,37,39,41,43,57-65H,13-22,24,26,28,30,32,34,36,38,40,42,44-45H2,1-12H3,(H,66,67)(H,68,69)/b47-25+,48-27+,49-29-,50-31-,51-33-,52-35-,53-37-,54-39-,55-41-,56-43-/t57-,58-,59+,60-,61-/m1/s1
CAS number:	Not Available
IUPAC Name:	{[hydroxy({[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxy})phosphoryl]oxy}({[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy})phosphinic acid
Traditional IUPAC Name:	{hydroxy[(2Z,6Z,10Z,14Z,18Z,22Z,26Z,30Z,34E,38E)-3,7,11,15,19,23,27,31,35,39,43-undecamethyltetratetraconta-2,6,10,14,18,22,26,30,34,38,42-undecaen-1-yl]oxyphosphoryl}oxy[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphosphinic acid
SMILES:	CC(C)=CCC\C(C)=C\CC\C(C)=C\CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/CC\C(C)=C/COP(O)(=O)OP(O)(=O)O[C@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O
Chemical Taxonomy
Description	belongs to the class of organic compounds known as polyprenyl phospho carbohydrates. These are polyprenyl phosphates with a carbohydrate moiety attached to it.
Kingdom	Organic compounds
Super Class	Lipids and lipid-like molecules
Class	Prenol lipids
Sub Class	Polyprenols
Direct Parent	Polyprenyl phospho carbohydrates
Alternative Parents	Polyterpenoids Bactoprenol diphosphates Polyprenyl monophosphates Hexoses Organic pyrophosphates Monosaccharide phosphates Isoprenoid phosphates Monoalkyl phosphates Oxanes Secondary alcohols Polyols Oxacyclic compounds Primary alcohols Organic oxides Hydrocarbon derivatives
Substituents	Polyterpenoid Polyprenyl phospho carbohydrate Bactoprenol diphosphate Polyprenyl monophosphate Polyprenyl phosphate skeleton Hexose monosaccharide Isoprenoid phosphate Monosaccharide phosphate Organic pyrophosphate Monoalkyl phosphate Alkyl phosphate Monosaccharide Organic phosphoric acid derivative Oxane Phosphoric acid ester Secondary alcohol Organoheterocyclic compound Oxacycle Polyol Alcohol Organooxygen compound Organic oxygen compound Primary alcohol Organic oxide Hydrocarbon derivative Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	polyprenyl glucosyl phosphate (CHEBI:61253 )
Physical Properties
State:	Not Available
Charge:	-2
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.00056 g/L ALOGPS logP 8.3 ALOGPS logP 14.86 ChemAxon logS -6.3 ALOGPS pKa (Strongest Acidic) 1.73 ChemAxon pKa (Strongest Basic) -3 ChemAxon Physiological Charge -2 ChemAxon Hydrogen Acceptor Count 9 ChemAxon Hydrogen Donor Count 6 ChemAxon Polar Surface Area 192.44 Ų ChemAxon Rotatable Bond Count 38 ChemAxon Refractivity 319.3 m³·mol⁻¹ ChemAxon Polarizability 126.08 ų ChemAxon Number of Rings 1 ChemAxon Bioavailability 0 ChemAxon Rule of Five Yes ChemAxon Ghose Filter Yes ChemAxon Veber's Rule Yes ChemAxon MDDR-like Rule Yes ChemAxon
Biological Properties
Cellular Locations:	Membrane
Reactions:	UDP-Glucose + Di-trans,poly-cis-undecaprenyl phosphate <> Uridine 5'-monophosphate + alpha-D-Glucopyranosyl-diphospho-ditrans,octacis-undecaprenol
SMPDB Pathways:	Not Available
KEGG Pathways:	Not Available
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 splash10-054k-3100000619-e77ef20489ad2551e9b8 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-0002-1010000911-f3ee803d2acd75d8959c View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-0002-3500000903-288fcca72253cf061894 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-000i-9312000004-10482fd33dc5b0e092dd View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-0a73-8905000213-ab2c9e6f007b198ffe50 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-0a6u-4900000000-2ec6217a5033988e10e0 View in MoNA
References
References:	Not Available
Synthesis Reference:	Not Available
Material Safety Data Sheet (MSDS)	Not Available
Links
External Links:	Resource Link CHEBI ID 61253 HMDB ID Not Available Pubchem Compound ID 50909867 Kegg ID C19772 ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID Not Available