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Record Information
Version	2.0
Creation Date	2012-07-30 14:55:24 -0600
Update Date	2015-06-03 17:21:13 -0600
Secondary Accession Numbers	ECMDB21353
Identification
Name:	Rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate
Description	Rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate belongs to the class of Polyterpenes. These are terpenes consisting of more than eight isoprene units.
Structure	MOLSDFPDBSMILESInChI × Structure for #<Compound:0x6e107c64> Close
Synonyms:	Rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate Rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphoric acid
Chemical Formula:	C69H113NO16P2
Weight:	Average: 1274.5801 Monoisotopic: 1273.753459597
InChI Key:	ORYXFVQODWYDMG-JXWMOMLFSA-L
InChI:	InChI=1S/C69H115NO16P2/c1-48(2)25-15-26-49(3)27-16-28-50(4)29-17-30-51(5)31-18-32-52(6)33-19-34-53(7)35-20-36-54(8)37-21-38-55(9)39-22-40-56(10)41-23-42-57(11)43-24-44-58(12)45-46-81-87(77,78)86-88(79,80)85-68-62(70-60(14)72)67(64(74)61(47-71)83-68)84-69-66(76)65(75)63(73)59(13)82-69/h25,27,29,31,33,35,37,39,41,43,45,59,61-69,71,73-76H,15-24,26,28,30,32,34,36,38,40,42,44,46-47H2,1-14H3,(H,70,72)(H,77,78)(H,79,80)/p-2/b49-27+,50-29+,51-31+,52-33+,53-35+,54-37+,55-39+,56-41+,57-43+,58-45+
CAS number:	Not Available
IUPAC Name:	N-(5-hydroxy-2-{[hydroxy({[(2E,6E,10E,14E,18E,22E,26E,30E,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 phosphonato]oxy})phosphoryl]oxy}-6-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl)ethanecarboximidate
Traditional IUPAC Name:	N-[5-hydroxy-2-({hydroxy[(2E,6E,10E,14E,18E,22E,26E,30E,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 phosphonato]oxyphosphoryl}oxy)-6-(hydroxymethyl)-4-[(3,4,5-trihydroxy-6-methyloxan-2-yl)oxy]oxan-3-yl]ethanecarboximidate
SMILES:	[H]\C(CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])CC\C(C)=C(/[H])COP([O-])(=O)OP(O)(=O)OC1OC(CO)C(O)C(OC2OC(C)C(O)C(O)C2O)C1N=C(C)[O-])=C(\C)CCC=C(C)C
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 N-acyl-alpha-hexosamines Disaccharide phosphates O-glycosyl compounds Organic pyrophosphates Isoprenoid phosphates Oxanes Alkyl phosphates Acetamides Secondary carboxylic acid amides Secondary alcohols Polyols Oxacyclic compounds Acetals Primary alcohols Organopnictogen compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds Organic anions
Substituents	Polyterpenoid Bactoprenol diphosphate Polyprenyl phospho carbohydrate Polyprenyl monophosphate Polyprenyl phosphate skeleton N-acyl-alpha-hexosamine Disaccharide phosphate O-glycosyl compound Glycosyl compound Disaccharide Organic pyrophosphate Isoprenoid phosphate Alkyl phosphate Phosphoric acid ester Oxane Organic phosphoric acid derivative Acetamide Secondary carboxylic acid amide Secondary alcohol Carboxamide group Oxacycle Organoheterocyclic compound Polyol Carboxylic acid derivative Acetal Organic nitrogen compound Organic oxygen compound Organopnictogen compound Organic oxide Hydrocarbon derivative Primary alcohol Organooxygen compound Organonitrogen compound Carbonyl group Alcohol Organic anion Aliphatic heteromonocyclic compound
Molecular Framework	Aliphatic heteromonocyclic compounds
External Descriptors	Not Available
Physical Properties
State:	Not Available
Charge:	-1
Melting point:	Not Available
Experimental Properties:	Property Value Source
Predicted Properties	Property Value Source Water Solubility 0.00061 g/L ALOGPS logP 7.55 ALOGPS logP 14.67 ChemAxon logS -6.3 ALOGPS pKa (Strongest Acidic) 1.73 ChemAxon pKa (Strongest Basic) -3.6 ChemAxon Physiological Charge -1 ChemAxon Hydrogen Acceptor Count 14 ChemAxon Hydrogen Donor Count 6 ChemAxon Polar Surface Area 269.38 Ų ChemAxon Rotatable Bond Count 41 ChemAxon Refractivity 371.22 m³·mol⁻¹ ChemAxon Polarizability 146.3 ų ChemAxon Number of Rings 2 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:	Acetyl-CoA + Rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate > O-Acetyl-rhamanosyl-N-acetylglucosamyl-undecaprenyl diphosphate + Coenzyme A
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 splash10-00di-1191000000-4c573748055c8a027454 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Positive splash10-00kr-1290000100-2faa418f4134cdfea684 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Positive splash10-007a-9551000200-073c6cff3b847c619d79 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 10V, Negative splash10-00di-7294000000-11198f05594658b01f9b View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 20V, Negative splash10-05fs-7494000000-9858b9097fa2048b3459 View in MoNA Predicted LC-MS/MS Predicted LC-MS/MS Spectrum - 40V, Negative splash10-03l4-9621000000-388e62205de9fe9dc9d9 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 Not Available HMDB ID Not Available Pubchem Compound ID 46173416 Kegg ID Not Available ChemSpider ID Not Available Wikipedia ID Not Available BioCyc ID CPD0-2289 EcoCyc ID CPD0-2289

Enzymes