ADP-D-glycero-β-D-manno-heptose (PAMDB110123)

IdentificationTaxonomyPhysical PropertiesBiological PropertiesSpectraConcentrationsLinksReferencesEnzymes Transporters
Proteins (3280)
Record Information
Version 1.0
Update Date 1/22/2018 11:54:54 AM
Metabolite IDPAMDB110123
Identification
Name: ADP-D-glycero-β-D-manno-heptose
Description:Dianion of ADP-D-glycero-β-D-manno-heptose arising from deprotonation of both free OH groups of the diphosphate.
Structure
Thumb
🔍MOLSDFPDBSMILESInChIView Structure
Synonyms:
  • 2-[[[5-[(6-amino-9H-purin-9-yl)]-3,4-dihydroxy-tetrahydrofuran- 2-yl]methoxy-hydroxy-phosphinoyl]oxy-hydroxy-phosphinoyl]oxy-6- (1,2-dihydroxyethyl)tetrahydropyran-3,4,5-triol
  • ADP-D-β-D-heptose
Chemical Formula: C17H25N5O16P2
Average Molecular Weight: 617.36
Monoisotopic Molecular Weight: 619.0928028663
InChI Key: KMSFWBYFWSKGGR-FQBROAFUSA-L
InChI: InChI=1S/C17H27N5O16P2/c18-14-7-15(20-3-19-14)22(4-21-7)16-11(28)8(25)6(35-16)2-34-39(30,31)38-40(32,33)37-17-12(29)9(26)10(27)13(36-17)5(24)1-23/h3-6,8-13,16-17,23-29H,1-2H2,(H,30,31)(H,32,33)(H2,18,19,20)/p-2/t5-,6-,8-,9+,10+,11-,12+,13-,16-,17+/m1/s1
CAS number: 1961-73-5
IUPAC Name:adenine 5'-[3-(D-glycero-β-D-manno-heptopyranosyl) diphosphate]
Traditional IUPAC Name: 6-(1,2-dihydroxyethyl)oxane-2,3,4,5-tetrol
SMILES:C(C([CH]4(OC(OP(OP(OCC3(C(C(C(N2(C1(=C(C(=NC=N1)N)N=C2)))O3)O)O))([O-])=O)(=O)[O-])C(C(C4O)O)O))O)O
Chemical Taxonomy
Taxonomy DescriptionThis compound belongs to the class of chemical entities known as monosaccharides. These are compounds containing one carbohydrate unit not glycosidically linked to another such unit, and no set of two or more glycosidically linked carbohydrate units. Monosaccharides have the general formula CnH2nOn.
Kingdom Chemical entities
Super ClassOrganic compounds
Class Organic oxygen compounds
Sub ClassOrganooxygen compounds
Direct Parent Monosaccharides
Alternative Parents
Substituents
  • Oxane
  • Monosaccharide
  • Secondary alcohol
  • Hemiacetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Hydrocarbon derivative
  • Primary alcohol
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular Framework Aliphatic heteromonocyclic compounds
External Descriptors
Physical Properties
State: Not Available
Charge:-2
Melting point: Not Available
Experimental Properties:
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility485.0 mg/mLALOGPS
logP-2.8ALOGPS
logP-3.6ChemAxon
logS0.36ALOGPS
pKa (Strongest Acidic)11.29ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area130.61 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity41.89 m3·mol-1ChemAxon
Polarizability19.1 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Biological Properties
Cellular Locations: Not Available
Reactions:
Hydrogen ion + D-glycero-β-D-manno-heptose 1-phosphate + ATP → ADP-D-glycero-β-D-manno-heptose + diphosphate
Pathways:
  • ADP-L-glycero-β-D-manno-heptose biosynthesisPWY0-1241
    Spectra
    Spectra:
    Spectrum TypeDescriptionSplash Key
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-2950000000-6dd2020f9b2ab517b3a6View in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-5910000000-fdc8e1d97eb46adb50e3View in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0c0r-9300000000-061c4bac0a9c98f44b6fView in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-03dl-2950000000-6dd2020f9b2ab517b3a6View in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-03dl-5910000000-fdc8e1d97eb46adb50e3View in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0c0r-9300000000-061c4bac0a9c98f44b6fView in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4j-4930000000-2b56904bb1b46ac9f71eView in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4m-8910000000-a34a96c41ed67b9115d1View in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9200000000-f20e98d2287469373496View in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0a4j-4930000000-2b56904bb1b46ac9f71eView in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4m-8910000000-a34a96c41ed67b9115d1View in MoNA
    Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-052f-9200000000-f20e98d2287469373496View in MoNA
    References
    References:
    • Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.
    Synthesis Reference: Not Available
    Material Safety Data Sheet (MSDS) Not Available
    External Links:
    ResourceLink
    CAS119-61-9
    ChEBI59967
    HMDBHMDB29952
    IAF126048160
    KEGGC06397
    PubChem46173177