MiMeDB: Showing metabocard for GDP-4-Dehydro-6-L-deoxygalactose (MMDBc0029639)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:35:41 UTC

Update Date

2022-08-31 14:15:46 UTC

Metabolite ID

MMDBc0029639

Metabolite Identification

Common Name

GDP-4-Dehydro-6-L-deoxygalactose

Description

GDP-4-dehydro-6-L-deoxygalactose is a member of the chemical class known as Purine Nucleotide Sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group. GDP-6-deoxy-D-talose biosynthetic pathway involve the enzyme GDP-4-keto-6-deoxy-D-mannose-3-dehydratase, which catalyzes the third step in colitose production, which is the removal of the hydroxyl group at C3' of GDP-4-keto-6-deoxymannose. (PMID 16943443 )

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231219062D          

 38 41  0  0  1  0            999 V2000
    9.9780  -12.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3136  -11.9915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8286  -11.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1642  -10.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6793   -9.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8588   -9.9892    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.0383  -10.0754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9450  -10.8096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7726   -9.1687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4400   -8.6838    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.9249   -9.3512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9551   -8.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1075   -8.1988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8611   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5286   -8.0495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5286   -7.2245    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3132   -6.9695    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.7981   -7.6370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.6231   -7.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3132   -8.3044    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5682   -9.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5682   -6.1849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0832   -5.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5682   -4.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3528   -5.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0672   -4.6924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0672   -3.8674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7817   -5.1049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7817   -5.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4962   -6.3424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0672   -6.3424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3528   -5.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9847  -10.4842    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3202   -9.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4696  -11.1516    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.2901  -11.0653    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1341  -11.9053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6190  -12.5727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
  2  3  1  0  0  0  0
  2 37  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 33  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 10 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  1  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 22 23  1  0  0  0  0
 22 32  1  0  0  0  0
 23 24  2  0  0  0  0
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 25 32  2  0  0  0  0
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 31 32  1  0  0  0  0
 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
M  END

HMDB0001391
     RDKit          3D
GDP-4-Dehydro-6-L-deoxygalactose
 61 64  0  0  0  0  0  0  0  0999 V2000
   -7.9082    2.8878    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9837    1.8291    0.7996 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.1476    0.3871   -0.6788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    0.1051    0.2066 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1476   -0.4950    1.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    1.5290    0.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504   -1.0111   -0.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.2627   -1.6629 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.0001    1.2263   -1.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9274   -0.9829   -3.1783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8948   -0.5320   -1.2071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9375   -1.6540   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3207   -2.0075    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.9664    0.7967 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855   -0.2835   -0.0558 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5393    0.6342    0.6241 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1129    1.6274    1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487    2.3165    1.9149 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2623    1.7372    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6072    2.0049    1.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5127    1.2539    0.9269 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034    0.2258    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0578   -0.5794   -0.5353 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7891   -0.0476   -0.0141 N   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4479   -1.4268   -0.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1139   -1.0406   -1.8510 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.3503   -1.0386 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8175   -2.0789   -2.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1791   -0.7176   -0.3468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7111   -1.8835    0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6283   -0.5047    0.0352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.3406   -0.1616   -1.1254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6908    0.5484    1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3157    0.3383    2.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.8558    2.9086    0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5670    2.1776    1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0617    0.2678    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524    2.3260    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0832    1.8768    1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5253    1.4789    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9328   -0.8938   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9268   -0.8774   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.0982   -0.8526   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.9947    0.5576   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 17 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  4 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 37  2  1  0
 31 15  1  0
 28 18  1  0
 28 21  2  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  1
  4 43  1  0
  8 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  6
 19 50  1  0
 24 51  1  0
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 26 53  1  0
 29 54  1  1
 30 55  1  0
 31 56  1  6
 32 57  1  0
 33 58  1  6
 34 59  1  0
 35 60  1  1
 36 61  1  0
M  END


  Mrv0541 02231219062D          

 38 41  0  0  1  0            999 V2000
    9.9780  -12.7452    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3136  -11.9915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8286  -11.3241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1642  -10.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6793   -9.9029    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8588   -9.9892    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    8.0383  -10.0754    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4400   -8.6838    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.9249   -9.3512    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9551   -8.0163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1075   -8.1988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8611   -8.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   12.7981   -7.6370    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.6231   -7.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3132   -8.3044    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.5682   -9.0890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5682   -6.1849    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.0832   -5.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5682   -4.8500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3528   -5.1049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.7817   -5.1049    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.7817   -5.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4962   -6.3424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.0672   -6.3424    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3528   -5.9299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9847  -10.4842    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.3202   -9.7305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   11.6190  -12.5727    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  0  0  0
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  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 33  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  6  9  1  0  0  0  0
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 15 20  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 22  1  1  0  0  0
 18 19  1  6  0  0  0
 18 20  1  0  0  0  0
 20 21  1  6  0  0  0
 22 23  1  0  0  0  0
 22 32  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 32  2  0  0  0  0
 26 27  2  0  0  0  0
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 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
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 33 34  1  1  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  0  0  0  0
 37 38  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029639

> <DATABASE_NAME>
MIME

> <SMILES>
C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OCC2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@H](O)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5?,8+,9+,10+,11-,14+,15?/m0/s1

> <INCHI_KEY>
PNHLMHWWFOPQLK-GTXIGXBOSA-N

> <FORMULA>
C16H23N5O15P2

> <MOLECULAR_WEIGHT>
587.3258

> <EXACT_MASS>
587.066588115

> <JCHEM_ACCEPTOR_COUNT>
15

> <JCHEM_AVERAGE_POLARIZABILITY>
49.23640721182073

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(3S,4S,6S)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy})phosphinic acid

> <ALOGPS_LOGP>
-1.57

> <JCHEM_LOGP>
-3.8358209100502565

> <ALOGPS_LOGS>
-1.92

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
1.9187618016523595

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.3106253219983657

> <JCHEM_PKA_STRONGEST_BASIC>
3.185909451986589

> <JCHEM_POLAR_SURFACE_AREA>
304.04

> <JCHEM_REFRACTIVITY>
116.20089999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy[(3S,4S,6S)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001391
     RDKit          3D
GDP-4-Dehydro-6-L-deoxygalactose
 61 64  0  0  0  0  0  0  0  0999 V2000
   -7.9082    2.8878    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9837    1.8291    0.7996 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9091    1.6666   -0.0653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2970    0.4319    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1476    0.3871   -0.6788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    0.1051    0.2066 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1476   -0.4950    1.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    1.5290    0.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504   -1.0111   -0.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.2627   -1.6629 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.0001    1.2263   -1.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9274   -0.9829   -3.1783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8948   -0.5320   -1.2071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9375   -1.6540   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3207   -2.0075    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.9664    0.7967 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855   -0.2835   -0.0558 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5393    0.6342    0.6241 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1129    1.6274    1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487    2.3165    1.9149 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2623    1.7372    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6072    2.0049    1.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9238    2.9709    2.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5127    1.2539    0.9269 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034    0.2258    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0578   -0.5794   -0.5353 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7891   -0.0476   -0.0141 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8628    0.6776    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479   -1.4268   -0.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1139   -1.0406   -1.8510 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.3503   -1.0386 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8175   -2.0789   -2.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1791   -0.7176   -0.3468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7111   -1.8835    0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6283   -0.5047    0.0352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.3406   -0.1616   -1.1254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6908    0.5484    1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3157    0.3383    2.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1253    2.7978   -0.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3757    3.8700    0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8558    2.9086    0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5670    2.1776    1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0617    0.2678    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524    2.3260    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0862   -1.9656   -3.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -2.5672   -0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2605   -1.5123    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724   -2.8943    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0878    0.1835   -0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0832    1.8768    1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5253    1.4789    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9328   -0.8938   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9268   -0.8774   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0744   -1.9804    0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7727   -1.7549   -2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.4268   -1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9956   -1.1525   -2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0982   -0.8526   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4446   -2.4984    0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0378   -1.4805    0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9947    0.5576   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 17 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  4 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 37  2  1  0
 31 15  1  0
 28 18  1  0
 28 21  2  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  1
  4 43  1  0
  8 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  6
 19 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 29 54  1  1
 30 55  1  0
 31 56  1  6
 32 57  1  0
 33 58  1  6
 34 59  1  0
 35 60  1  1
 36 61  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      18.626 -23.791   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.252 -22.384   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      18.347 -21.138   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      18.973 -19.731   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      18.068 -18.485   0.000  0.00  0.00           O+0
HETATM    6  P   UNK     0      16.536 -18.647   0.000  0.00  0.00           P+0
HETATM    7  O   UNK     0      15.005 -18.807   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      16.697 -20.178   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      16.376 -17.115   0.000  0.00  0.00           O+0
HETATM   10  P   UNK     0      17.621 -16.210   0.000  0.00  0.00           P+0
HETATM   11  O   UNK     0      18.526 -17.456   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      16.716 -14.964   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      18.867 -15.304   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      20.274 -15.931   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.520 -15.026   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      21.520 -13.486   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      22.985 -13.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.890 -14.256   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      25.430 -14.256   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      22.985 -15.502   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      23.461 -16.966   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      23.461 -11.545   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      22.555 -10.299   0.000  0.00  0.00           C+0
HETATM   24  N   UNK     0      23.461  -9.053   0.000  0.00  0.00           N+0
HETATM   25  C   UNK     0      24.925  -9.529   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      26.259  -8.759   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      26.259  -7.219   0.000  0.00  0.00           O+0
HETATM   28  N   UNK     0      27.593  -9.529   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      27.593 -11.069   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      28.926 -11.839   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0      26.259 -11.839   0.000  0.00  0.00           N+0
HETATM   32  C   UNK     0      24.925 -11.069   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      20.505 -19.571   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      21.131 -18.164   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      21.410 -20.816   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      22.942 -20.655   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      20.784 -22.223   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      21.689 -23.469   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   37                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   33                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8    9                                             
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    6   10                                                       
CONECT   10    9   11   12   13                                             
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   10   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   20                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   15   18   21                                                  
CONECT   21   20                                                            
CONECT   22   17   23   32                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   32                                                  
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   22   25   31                                                  
CONECT   33    4   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37                                                  
CONECT   36   35                                                            
CONECT   37    2   35   38                                                  
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   82    0
END

COMPND    HMDB0001391
HETATM    1  C1  UNL     1      -7.908   2.888   0.288  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.984   1.829   0.800  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.909   1.667  -0.065  1.00  0.00           O  
HETATM    4  C3  UNL     1      -5.297   0.432   0.092  1.00  0.00           C  
HETATM    5  O2  UNL     1      -4.148   0.387  -0.679  1.00  0.00           O  
HETATM    6  P1  UNL     1      -2.755   0.105   0.207  1.00  0.00           P  
HETATM    7  O3  UNL     1      -3.148  -0.495   1.539  1.00  0.00           O  
HETATM    8  O4  UNL     1      -1.902   1.529   0.518  1.00  0.00           O  
HETATM    9  O5  UNL     1      -1.750  -1.011  -0.570  1.00  0.00           O  
HETATM   10  P2  UNL     1      -0.712  -0.263  -1.663  1.00  0.00           P  
HETATM   11  O6  UNL     1      -1.000   1.226  -1.775  1.00  0.00           O  
HETATM   12  O7  UNL     1      -0.927  -0.983  -3.178  1.00  0.00           O  
HETATM   13  O8  UNL     1       0.895  -0.532  -1.207  1.00  0.00           O  
HETATM   14  C4  UNL     1       0.937  -1.654  -0.423  1.00  0.00           C  
HETATM   15  C5  UNL     1       2.321  -2.007   0.054  1.00  0.00           C  
HETATM   16  O9  UNL     1       2.823  -0.966   0.797  1.00  0.00           O  
HETATM   17  C6  UNL     1       3.686  -0.284  -0.056  1.00  0.00           C  
HETATM   18  N1  UNL     1       4.539   0.634   0.624  1.00  0.00           N  
HETATM   19  C7  UNL     1       4.113   1.627   1.422  1.00  0.00           C  
HETATM   20  N2  UNL     1       5.149   2.317   1.915  1.00  0.00           N  
HETATM   21  C8  UNL     1       6.262   1.737   1.409  1.00  0.00           C  
HETATM   22  C9  UNL     1       7.607   2.005   1.557  1.00  0.00           C  
HETATM   23  O10 UNL     1       7.924   2.971   2.300  1.00  0.00           O  
HETATM   24  N3  UNL     1       8.513   1.254   0.927  1.00  0.00           N  
HETATM   25  C10 UNL     1       8.103   0.226   0.140  1.00  0.00           C  
HETATM   26  N4  UNL     1       9.058  -0.579  -0.535  1.00  0.00           N  
HETATM   27  N5  UNL     1       6.789  -0.048  -0.014  1.00  0.00           N  
HETATM   28  C11 UNL     1       5.863   0.678   0.597  1.00  0.00           C  
HETATM   29  C12 UNL     1       4.448  -1.427  -0.702  1.00  0.00           C  
HETATM   30  O11 UNL     1       5.114  -1.041  -1.851  1.00  0.00           O  
HETATM   31  C13 UNL     1       3.267  -2.350  -1.039  1.00  0.00           C  
HETATM   32  O12 UNL     1       2.817  -2.079  -2.307  1.00  0.00           O  
HETATM   33  C14 UNL     1      -6.179  -0.718  -0.347  1.00  0.00           C  
HETATM   34  O13 UNL     1      -5.711  -1.883   0.259  1.00  0.00           O  
HETATM   35  C15 UNL     1      -7.628  -0.505   0.035  1.00  0.00           C  
HETATM   36  O14 UNL     1      -8.341  -0.162  -1.125  1.00  0.00           O  
HETATM   37  C16 UNL     1      -7.691   0.548   1.062  1.00  0.00           C  
HETATM   38  O15 UNL     1      -8.316   0.338   2.088  1.00  0.00           O  
HETATM   39  H1  UNL     1      -8.125   2.798  -0.803  1.00  0.00           H  
HETATM   40  H2  UNL     1      -7.376   3.870   0.407  1.00  0.00           H  
HETATM   41  H3  UNL     1      -8.856   2.909   0.863  1.00  0.00           H  
HETATM   42  H4  UNL     1      -6.567   2.178   1.766  1.00  0.00           H  
HETATM   43  H5  UNL     1      -5.062   0.268   1.172  1.00  0.00           H  
HETATM   44  H6  UNL     1      -2.352   2.326   0.132  1.00  0.00           H  
HETATM   45  H7  UNL     1      -1.086  -1.966  -3.052  1.00  0.00           H  
HETATM   46  H8  UNL     1       0.544  -2.567  -0.956  1.00  0.00           H  
HETATM   47  H9  UNL     1       0.260  -1.512   0.444  1.00  0.00           H  
HETATM   48  H10 UNL     1       2.272  -2.894   0.742  1.00  0.00           H  
HETATM   49  H11 UNL     1       3.088   0.184  -0.866  1.00  0.00           H  
HETATM   50  H12 UNL     1       3.083   1.877   1.665  1.00  0.00           H  
HETATM   51  H13 UNL     1       9.525   1.479   1.057  1.00  0.00           H  
HETATM   52  H14 UNL     1       8.933  -0.894  -1.523  1.00  0.00           H  
HETATM   53  H15 UNL     1       9.927  -0.877  -0.035  1.00  0.00           H  
HETATM   54  H16 UNL     1       5.074  -1.980   0.017  1.00  0.00           H  
HETATM   55  H17 UNL     1       5.773  -1.755  -2.053  1.00  0.00           H  
HETATM   56  H18 UNL     1       3.602  -3.427  -1.023  1.00  0.00           H  
HETATM   57  H19 UNL     1       2.996  -1.153  -2.602  1.00  0.00           H  
HETATM   58  H20 UNL     1      -6.098  -0.853  -1.445  1.00  0.00           H  
HETATM   59  H21 UNL     1      -6.445  -2.498   0.441  1.00  0.00           H  
HETATM   60  H22 UNL     1      -8.038  -1.480   0.393  1.00  0.00           H  
HETATM   61  H23 UNL     1      -8.995   0.558  -0.965  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3   37   42
CONECT    3    4
CONECT    4    5   33   43
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   44
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   45
CONECT   13   14
CONECT   14   15   46   47
CONECT   15   16   31   48
CONECT   16   17
CONECT   17   18   29   49
CONECT   18   19   28
CONECT   19   20   20   50
CONECT   20   21
CONECT   21   22   28   28
CONECT   22   23   23   24
CONECT   24   25   51
CONECT   25   26   27   27
CONECT   26   52   53
CONECT   27   28
CONECT   29   30   31   54
CONECT   30   55
CONECT   31   32   56
CONECT   32   57
CONECT   33   34   35   58
CONECT   34   59
CONECT   35   36   37   60
CONECT   36   61
CONECT   37   38   38
END

HMDB0001391
     RDKit          3D
GDP-4-Dehydro-6-L-deoxygalactose
 61 64  0  0  0  0  0  0  0  0999 V2000
   -7.9082    2.8878    0.2878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9837    1.8291    0.7996 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.9091    1.6666   -0.0653 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2970    0.4319    0.0919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1476    0.3871   -0.6788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7555    0.1051    0.2066 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1476   -0.4950    1.5392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9017    1.5290    0.5177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7504   -1.0111   -0.5698 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.2627   -1.6629 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.0001    1.2263   -1.7747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9274   -0.9829   -3.1783 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8948   -0.5320   -1.2071 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9375   -1.6540   -0.4225 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3207   -2.0075    0.0541 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8233   -0.9664    0.7967 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6855   -0.2835   -0.0558 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5393    0.6342    0.6241 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1129    1.6274    1.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1487    2.3165    1.9149 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2623    1.7372    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6072    2.0049    1.5573 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9238    2.9709    2.3000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5127    1.2539    0.9269 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.1034    0.2258    0.1398 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0578   -0.5794   -0.5353 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7891   -0.0476   -0.0141 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8628    0.6776    0.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4479   -1.4268   -0.7016 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.1139   -1.0406   -1.8510 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2668   -2.3503   -1.0386 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8175   -2.0789   -2.3073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1791   -0.7176   -0.3468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7111   -1.8835    0.2590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6283   -0.5047    0.0352 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.3406   -0.1616   -1.1254 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6908    0.5484    1.0622 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3157    0.3383    2.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1253    2.7978   -0.8028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3757    3.8700    0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8558    2.9086    0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5670    2.1776    1.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0617    0.2678    1.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3524    2.3260    0.1321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0862   -1.9656   -3.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5440   -2.5672   -0.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2605   -1.5123    0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2724   -2.8943    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0878    0.1835   -0.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0832    1.8768    1.6653 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5253    1.4789    1.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9328   -0.8938   -1.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9268   -0.8774   -0.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0744   -1.9804    0.0167 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7727   -1.7549   -2.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6020   -3.4268   -1.0231 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9956   -1.1525   -2.6016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0982   -0.8526   -1.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4446   -2.4984    0.4409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0378   -1.4805    0.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9947    0.5576   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 25 27  2  0
 27 28  1  0
 17 29  1  0
 29 30  1  0
 29 31  1  0
 31 32  1  0
  4 33  1  0
 33 34  1  0
 33 35  1  0
 35 36  1  0
 35 37  1  0
 37 38  2  0
 37  2  1  0
 31 15  1  0
 28 18  1  0
 28 21  2  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  2 42  1  1
  4 43  1  0
  8 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 17 49  1  6
 19 50  1  0
 24 51  1  0
 26 52  1  0
 26 53  1  0
 29 54  1  1
 30 55  1  0
 31 56  1  6
 32 57  1  0
 33 58  1  6
 34 59  1  0
 35 60  1  1
 36 61  1  0
M  END

Synonyms

Value	Source
GDP-4-dehydro-6-Deoxy-D-talose	HMDB
GDP-4-keto-6-Deoxymannose	HMDB
GDP-4-keto-6-L-Deoxygalactose	HMDB
GDP-4-oxo-6-Deoxy-D-mannose	HMDB
GDP-4-oxo-6-Deoxymannose	HMDB

Molecular Formula

C₁₆H₂₃N₅O₁₅P₂

Average Mass

587.3258

Monoisotopic Mass

587.066588115

IUPAC Name

[({[(3S,4R,5R)-5-(2-amino-6-oxo-6,9-dihydro-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy]({[(3S,4S,6S)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxy})phosphinic acid

Traditional Name

{[(3S,4R,5R)-5-(2-amino-6-oxo-1H-purin-9-yl)-3,4-dihydroxyoxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy[(3S,4S,6S)-3,4-dihydroxy-6-methyl-5-oxooxan-2-yl]oxyphosphinic acid

CAS Registry Number

Not Available

SMILES

C[C@@H]1OC(OP(O)(=O)OP(O)(=O)OCC2O[C@H]([C@H](O)[C@@H]2O)N2C=NC3=C2N=C(N)NC3=O)[C@@H](O)[C@H](O)C1=O

InChI Identifier

InChI=1S/C16H23N5O15P2/c1-4-7(22)9(24)11(26)15(33-4)35-38(30,31)36-37(28,29)32-2-5-8(23)10(25)14(34-5)21-3-18-6-12(21)19-16(17)20-13(6)27/h3-5,8-11,14-15,23-26H,2H2,1H3,(H,28,29)(H,30,31)(H3,17,19,20,27)/t4-,5?,8+,9+,10+,11-,14+,15?/m0/s1

InChI Key

PNHLMHWWFOPQLK-GTXIGXBOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as purine nucleotide sugars. These are purine nucleotides bound to a saccharide derivative through the terminal phosphate group.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine nucleotide sugars

Direct Parent

Purine nucleotide sugars

Alternative Parents

Substituents

Purine nucleotide sugar
Purine ribonucleoside diphosphate
Purine ribonucleoside monophosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
6-oxopurine
Hypoxanthine
Monosaccharide phosphate
Organic pyrophosphate
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Pyrimidone
Pyrimidine
Alkyl phosphate
Phosphoric acid ester
Oxane
Monosaccharide
Organic phosphoric acid derivative
N-substituted imidazole
Tetrahydrofuran
Vinylogous amide
Azole
Imidazole
Heteroaromatic compound
Cyclic ketone
Secondary alcohol
Ketone
Organoheterocyclic compound
Azacycle
Oxacycle
Hydrocarbon derivative
Primary amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	7.05 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-3.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.31	ChemAxon
pKa (Strongest Basic)	3.19	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	15	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	304.04 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	116.2 m³·mol⁻¹	ChemAxon
Polarizability	49.24 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mo-7594640000-f6eaffb3b87a7209c04d	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00mo-9743164000-196418a634de72b316e5	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("GDP-4-Dehydro-6-L-deoxygalactose,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_10) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0910420000-d4b0c993be64c341f034	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-0910000000-6e10a0a93e602e764439	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-1900000000-33560ab7e7ed4b57128a	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0f79-3901480000-e05d5fed827c08b827d2	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-2901000000-f073950ebf8da46c8600	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0pdl-3900000000-3b0fb036f8c743a446da	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0900030000-a9251fc5a1b28bbacc54	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0udi-2911220000-4e86fd74cab914f8c823	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0zgr-9631000000-4a357d49912c73e87853	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000090000-45b44004cbf29fe6aa8f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-072c-7902450000-9b1901584b05fbc14f34	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-05fr-2721910000-5a19390a8eaa546bc477	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018855	Guanosine diphosphate mannose	GDP-4-Dehydro-6-L-deoxygalactose	GDP-mannose 4,6-dehydratase	Hydration/dehydration of C-O bond	PathBank	31602464

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0001391

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022598

KNApSAcK ID

Not Available

Chemspider ID

35013031

KEGG Compound ID

C14830

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

136948341

PDB ID

Not Available

ChEBI ID

16955

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Wishart DS, Li C, Marcu A, Badran H, Pon A, Budinski Z, Patron J, Lipton D, Cao X, Oler E, Li K, Paccoud M, Hong C, Guo AC, Chan C, Wei W, Ramirez-Gaona M: PathBank: a comprehensive pathway database for model organisms. Nucleic Acids Res. 2020 Jan 8;48(D1):D470-D478. doi: 10.1093/nar/gkz861. [PubMed:31602464 ]

Showing metabocard for GDP-4-Dehydro-6-L-deoxygalactose (MMDBc0029639)

MOL for #<Metabolite:0x00007fa4b19b8e28>

3D MOL for #<Metabolite:0x00007fa4b19b8e28>

3D SDF for #<Metabolite:0x00007fa4b19b8e28>

3D-SDF for #<Metabolite:0x00007fa4b19b8e28>

PDB for #<Metabolite:0x00007fa4b19b8e28>

3D PDB for #<Metabolite:0x00007fa4b19b8e28>

SMILES for #<Metabolite:0x00007fa4b19b8e28>

INCHI for #<Metabolite:0x00007fa4b19b8e28>

Structure for #<Metabolite:0x00007fa4b19b8e28>

3D Structure for #<Metabolite:0x00007fa4b19b8e28>