MiMeDB: Showing metabocard for UDP-D-apiose (MMDBc0053892)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-05-16 21:37:45 UTC

Update Date

2024-04-30 20:50:39 UTC

Metabolite ID

MMDBc0053892

Metabolite Identification

Common Name

UDP-D-apiose

Description

D-Apiose is a plant-specific branched-chain monosaccharide found in rhamnogalacturonan II (RG-II), apiogalacturonan, and several apioglycosides. Within RG-II, D-apiose serves as the binding site for borate, which leads to the formation of cross-links within the wall. Biochemical studies in duckweed and parsley have established that uridine 5'-diphospho-D-apiose (UDP-D-apiose) is formed from UDP-D-glucuronate by decarboxylation and re-arrangement of the carbon skeleton, leading to ring contraction and branch formation. The enzyme catalyzing this reaction also forms UDP-D-xylose by decarboxylation of UDP-D-glucuronate, and has therefore been named UDP-D-apiose/UDP-D-xylose synthase (PMID: 12969423 ).

Structure

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


  Mrv1652306222023392D          

 40 42  0  0  1  0            999 V2000
    6.0822  -14.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0822  -13.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2651  -10.1501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5737   -4.0041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7932   -5.1022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7802  -10.8176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3677  -14.5621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9552  -10.8176    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.7003  -11.6022    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.4583   -5.1022    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.3677  -12.0871    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.7132   -5.8868    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6532  -13.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1257   -4.6172    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.6532  -14.1496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3677  -12.9121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7667   -4.1757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3677  -15.3871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4703  -10.1501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157  -11.8571    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6737   -4.8472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9388  -12.9121    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -4.0041    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7471   -8.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0819   -9.2139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8102   -7.6435    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    7.5382   -5.8868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    5.8984   -5.7577    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  6  3  1  1  0  0  0
  7  1  1  0  0  0  0
  8  6  1  0  0  0  0
  9  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 14  4  1  1  0  0  0
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 15  7  2  0  0  0  0
 15 13  1  0  0  0  0
 16  2  1  0  0  0  0
 11 16  1  1  0  0  0
 16 13  1  0  0  0  0
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 18  7  1  0  0  0  0
  8 19  1  6  0  0  0
  9 20  1  6  0  0  0
 10 21  1  6  0  0  0
 22 13  2  0  0  0  0
 14 23  1  6  0  0  0
 28  5  1  0  0  0  0
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  6 35  1  6  0  0  0
  8 36  1  1  0  0  0
  9 37  1  1  0  0  0
 10 38  1  1  0  0  0
 11 39  1  6  0  0  0
 12 40  1  6  0  0  0
M  END

HMDB0012301
     RDKit          3D
UDP-D-apiose
 56 58  0  0  0  0  0  0  0  0999 V2000
    9.9131    0.3532    0.6038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7065    0.0554    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8779    0.9867   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5520    0.6272   -0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0668   -0.5659   -0.0442 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -0.9035   -0.2682 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0272   -0.0055   -1.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6832   -0.1682   -0.8668 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9499    1.1563   -0.6526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5901    0.8188   -0.4665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320    2.2147   -0.2175 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.1135    2.4876   -1.4791 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652    3.5501    0.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441    1.9991    1.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4383    0.6943    0.6294 P   0  0  0  0  0  5  0  0  0  0  0  0
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   -7.3915   -1.7180   -0.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4874   -0.9745    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
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    3.8716   -0.8836    1.0068 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1601   -1.9361    1.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
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    8.2696    1.9543   -0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.5849   -1.9195   -0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.6511   -1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
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  1  2  2  0
  2  3  1  0
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 21 22  1  0
 22 23  1  6
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 22 26  1  0
 26 27  1  0
  8 28  1  0
 28 29  1  0
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 30 31  1  0
  5 32  1  0
 32 33  2  0
 32 34  1  0
 34  2  1  0
 30  6  1  0
 26 19  1  0
  3 35  1  0
  4 36  1  0
  6 37  1  6
  8 38  1  6
  9 39  1  0
  9 40  1  0
 13 41  1  0
 17 42  1  0
 19 43  1  6
 21 44  1  0
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 23 46  1  0
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 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  1
 29 53  1  0
 30 54  1  1
 31 55  1  0
 34 56  1  0
M  END


  Mrv1652306222023392D          

 40 42  0  0  1  0            999 V2000
    6.0822  -14.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0822  -13.3246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    4.6532  -14.1496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.3677  -12.9121    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    5.6737   -4.8472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  2  0  0  0  0
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  9  8  1  0  0  0  0
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 15  7  2  0  0  0  0
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 16  2  1  0  0  0  0
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 18  7  1  0  0  0  0
  8 19  1  6  0  0  0
  9 20  1  6  0  0  0
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 22 13  2  0  0  0  0
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 34 32  1  0  0  0  0
  6 35  1  6  0  0  0
  8 36  1  1  0  0  0
  9 37  1  1  0  0  0
 10 38  1  1  0  0  0
 11 39  1  6  0  0  0
 12 40  1  6  0  0  0
M  END
> <DATABASE_ID>
MMDBc0053892

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@]2([H])OC[C@](O)(CO)[C@@]2([H])O)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O

> <INCHI_IDENTIFIER>
InChI=1S/C14H22N2O16P2/c17-4-14(23)5-28-12(10(14)21)31-34(26,27)32-33(24,25)29-3-6-8(19)9(20)11(30-6)16-2-1-7(18)15-13(16)22/h1-2,6,8-12,17,19-21,23H,3-5H2,(H,24,25)(H,26,27)(H,15,18,22)/t6-,8-,9-,10+,11-,12+,14-/m1/s1

> <INCHI_KEY>
SYVORCSTSYHSPN-VPPDZDBCSA-N

> <FORMULA>
C14H22N2O16P2

> <MOLECULAR_WEIGHT>
536.2758

> <EXACT_MASS>
536.04445569

> <JCHEM_ACCEPTOR_COUNT>
14

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
43.56549424457794

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[({[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphinic acid

> <ALOGPS_LOGP>
-0.70

> <JCHEM_LOGP>
-4.134770688666666

> <ALOGPS_LOGS>
-1.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.176305059512126

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.732592905895912

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1423949844966748

> <JCHEM_POLAR_SURFACE_AREA>
274.8

> <JCHEM_REFRACTIVITY>
101.03439999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.95e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy(hydroxy)phosphoryl}oxy([(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012301
     RDKit          3D
UDP-D-apiose
 56 58  0  0  0  0  0  0  0  0999 V2000
    9.9131    0.3532    0.6038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7065    0.0554    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8779    0.9867   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5520    0.6272   -0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0668   -0.5659   -0.0442 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -0.9035   -0.2682 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0272   -0.0055   -1.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6832   -0.1682   -0.8668 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9499    1.1563   -0.6526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5901    0.8188   -0.4665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320    2.2147   -0.2175 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.1135    2.4876   -1.4791 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652    3.5501    0.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441    1.9991    1.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4383    0.6943    0.6294 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3004   -0.3272    1.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -0.0068   -0.8299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520    1.1325    0.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7908    0.3569   -0.3304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4395    1.1286   -1.2825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3832    0.2261   -1.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0075   -0.4026   -0.5767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3915   -1.7180   -0.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2224    0.4336   -0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7750   -0.0936    0.9867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345   -0.2560    0.4507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5212   -1.4752    0.9824 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874   -0.9745    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2702   -2.2995    0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8716   -0.8836    1.0068 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1601   -1.9361    1.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8893   -1.4592    0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199   -2.6163    0.8803 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1953   -1.1445    0.7415 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2696    1.9543   -0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9177    1.3648   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5849   -1.9195   -0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.6511   -1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566    1.6729    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072    1.7333   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8153    3.6949    1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3946   -0.8009   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1543   -0.4162   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1189    0.8101   -2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -0.5247   -2.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6368   -2.3365   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0087    0.3476   -0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9365    1.4882   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2611    0.2553    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2052    0.4525    1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585   -1.5998    0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054   -0.5561    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785   -2.6371    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9318    0.1109    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127   -1.5702    2.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8215   -1.8572    1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  1  0
  8 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  5 32  1  0
 32 33  2  0
 32 34  1  0
 34  2  1  0
 30  6  1  0
 26 19  1  0
  3 35  1  0
  4 36  1  0
  6 37  1  6
  8 38  1  6
  9 39  1  0
  9 40  1  0
 13 41  1  0
 17 42  1  0
 19 43  1  6
 21 44  1  0
 21 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  1
 29 53  1  0
 30 54  1  1
 31 55  1  0
 34 56  1  0
M  END

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0      11.353 -26.413   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.353 -24.873   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.695 -18.947   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.271  -7.474   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.547  -9.524   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.790 -20.193   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.020 -27.183   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.250 -20.193   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.774 -21.657   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.055  -9.524   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.020 -22.563   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.531 -10.989   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.686 -24.873   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.301  -8.619   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       8.686 -26.413   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0      10.020 -24.103   0.000  0.00  0.00           N+0
HETATM   17  O   UNK     0      10.765  -7.795   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      10.020 -28.723   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.345 -18.947   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.309 -22.133   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      10.591  -9.048   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       7.352 -24.103   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      14.332  -7.474   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      10.728 -15.389   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      13.220 -17.199   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      10.846 -14.268   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      13.659 -13.015   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      14.071 -10.989   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      11.069 -17.540   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.266 -21.657   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      11.626 -12.235   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      12.879 -15.048   0.000  0.00  0.00           O+0
HETATM   33  P   UNK     0      11.974 -16.294   0.000  0.00  0.00           P+0
HETATM   34  P   UNK     0      12.253 -13.641   0.000  0.00  0.00           P+0
HETATM   35  H   UNK     0      10.091 -18.821   0.000  0.00  0.00           H+0
HETATM   36  H   UNK     0       7.729 -20.434   0.000  0.00  0.00           H+0
HETATM   37  H   UNK     0       8.533 -23.178   0.000  0.00  0.00           H+0
HETATM   38  H   UNK     0      11.815  -8.003   0.000  0.00  0.00           H+0
HETATM   39  H   UNK     0      11.392 -23.262   0.000  0.00  0.00           H+0
HETATM   40  H   UNK     0      11.010 -10.748   0.000  0.00  0.00           H+0
CONECT    1    2    7                                                       
CONECT    2    1   16                                                       
CONECT    3    6   29                                                       
CONECT    4   14   17                                                       
CONECT    5   14   28                                                       
CONECT    6    3    8   30   35                                             
CONECT    7    1   15   18                                                  
CONECT    8    6    9   19   36                                             
CONECT    9    8   11   20   37                                             
CONECT   10   12   14   21   38                                             
CONECT   11    9   16   30   39                                             
CONECT   12   10   28   31   40                                             
CONECT   13   15   16   22                                                  
CONECT   14    4    5   10   23                                             
CONECT   15    7   13                                                       
CONECT   16    2   11   13                                                  
CONECT   17    4                                                            
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20    9                                                            
CONECT   21   10                                                            
CONECT   22   13                                                            
CONECT   23   14                                                            
CONECT   24   33                                                            
CONECT   25   33                                                            
CONECT   26   34                                                            
CONECT   27   34                                                            
CONECT   28    5   12                                                       
CONECT   29    3   33                                                       
CONECT   30    6   11                                                       
CONECT   31   12   34                                                       
CONECT   32   33   34                                                       
CONECT   33   24   25   29   32                                             
CONECT   34   26   27   31   32                                             
CONECT   35    6                                                            
CONECT   36    8                                                            
CONECT   37    9                                                            
CONECT   38   10                                                            
CONECT   39   11                                                            
CONECT   40   12                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   84    0
END

COMPND    HMDB0012301
HETATM    1  O1  UNL     1       9.913   0.353   0.604  1.00  0.00           O  
HETATM    2  C1  UNL     1       8.707   0.055   0.404  1.00  0.00           C  
HETATM    3  C2  UNL     1       7.878   0.987  -0.179  1.00  0.00           C  
HETATM    4  C3  UNL     1       6.552   0.627  -0.386  1.00  0.00           C  
HETATM    5  N1  UNL     1       6.067  -0.566  -0.044  1.00  0.00           N  
HETATM    6  C4  UNL     1       4.707  -0.904  -0.268  1.00  0.00           C  
HETATM    7  O2  UNL     1       4.027  -0.006  -1.064  1.00  0.00           O  
HETATM    8  C5  UNL     1       2.683  -0.168  -0.867  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.950   1.156  -0.653  1.00  0.00           C  
HETATM   10  O3  UNL     1       0.590   0.819  -0.466  1.00  0.00           O  
HETATM   11  P1  UNL     1      -0.332   2.215  -0.218  1.00  0.00           P  
HETATM   12  O4  UNL     1      -1.114   2.488  -1.479  1.00  0.00           O  
HETATM   13  O5  UNL     1       0.665   3.550   0.076  1.00  0.00           O  
HETATM   14  O6  UNL     1      -1.444   1.999   1.045  1.00  0.00           O  
HETATM   15  P2  UNL     1      -2.438   0.694   0.629  1.00  0.00           P  
HETATM   16  O7  UNL     1      -2.300  -0.327   1.759  1.00  0.00           O  
HETATM   17  O8  UNL     1      -1.975  -0.007  -0.830  1.00  0.00           O  
HETATM   18  O9  UNL     1      -4.052   1.132   0.553  1.00  0.00           O  
HETATM   19  C7  UNL     1      -4.791   0.357  -0.330  1.00  0.00           C  
HETATM   20  O10 UNL     1      -5.440   1.129  -1.283  1.00  0.00           O  
HETATM   21  C8  UNL     1      -6.383   0.226  -1.817  1.00  0.00           C  
HETATM   22  C9  UNL     1      -7.007  -0.403  -0.577  1.00  0.00           C  
HETATM   23  O11 UNL     1      -7.391  -1.718  -0.800  1.00  0.00           O  
HETATM   24  C10 UNL     1      -8.222   0.434  -0.180  1.00  0.00           C  
HETATM   25  O12 UNL     1      -8.775  -0.094   0.987  1.00  0.00           O  
HETATM   26  C11 UNL     1      -5.934  -0.256   0.451  1.00  0.00           C  
HETATM   27  O13 UNL     1      -5.521  -1.475   0.982  1.00  0.00           O  
HETATM   28  C12 UNL     1       2.487  -0.975   0.395  1.00  0.00           C  
HETATM   29  O14 UNL     1       2.270  -2.300   0.066  1.00  0.00           O  
HETATM   30  C13 UNL     1       3.872  -0.884   1.007  1.00  0.00           C  
HETATM   31  O15 UNL     1       4.160  -1.936   1.844  1.00  0.00           O  
HETATM   32  C14 UNL     1       6.889  -1.459   0.523  1.00  0.00           C  
HETATM   33  O16 UNL     1       6.520  -2.616   0.880  1.00  0.00           O  
HETATM   34  N2  UNL     1       8.195  -1.144   0.742  1.00  0.00           N  
HETATM   35  H1  UNL     1       8.270   1.954  -0.457  1.00  0.00           H  
HETATM   36  H2  UNL     1       5.918   1.365  -0.842  1.00  0.00           H  
HETATM   37  H3  UNL     1       4.585  -1.920  -0.694  1.00  0.00           H  
HETATM   38  H4  UNL     1       2.166  -0.651  -1.733  1.00  0.00           H  
HETATM   39  H5  UNL     1       2.357   1.673   0.228  1.00  0.00           H  
HETATM   40  H6  UNL     1       2.007   1.733  -1.587  1.00  0.00           H  
HETATM   41  H7  UNL     1       0.815   3.695   1.059  1.00  0.00           H  
HETATM   42  H8  UNL     1      -1.395  -0.801  -0.703  1.00  0.00           H  
HETATM   43  H9  UNL     1      -4.154  -0.416  -0.822  1.00  0.00           H  
HETATM   44  H10 UNL     1      -7.119   0.810  -2.391  1.00  0.00           H  
HETATM   45  H11 UNL     1      -5.905  -0.525  -2.470  1.00  0.00           H  
HETATM   46  H12 UNL     1      -6.637  -2.336  -0.746  1.00  0.00           H  
HETATM   47  H13 UNL     1      -9.009   0.348  -0.967  1.00  0.00           H  
HETATM   48  H14 UNL     1      -7.936   1.488  -0.084  1.00  0.00           H  
HETATM   49  H15 UNL     1      -8.261   0.255   1.751  1.00  0.00           H  
HETATM   50  H16 UNL     1      -6.205   0.452   1.269  1.00  0.00           H  
HETATM   51  H17 UNL     1      -4.558  -1.600   0.839  1.00  0.00           H  
HETATM   52  H18 UNL     1       1.705  -0.556   1.054  1.00  0.00           H  
HETATM   53  H19 UNL     1       1.479  -2.637   0.591  1.00  0.00           H  
HETATM   54  H20 UNL     1       3.932   0.111   1.506  1.00  0.00           H  
HETATM   55  H21 UNL     1       4.113  -1.570   2.785  1.00  0.00           H  
HETATM   56  H22 UNL     1       8.822  -1.857   1.186  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   34
CONECT    3    4    4   35
CONECT    4    5   36
CONECT    5    6   32
CONECT    6    7   30   37
CONECT    7    8
CONECT    8    9   28   38
CONECT    9   10   39   40
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   41
CONECT   14   15
CONECT   15   16   16   17   18
CONECT   17   42
CONECT   18   19
CONECT   19   20   26   43
CONECT   20   21
CONECT   21   22   44   45
CONECT   22   23   24   26
CONECT   23   46
CONECT   24   25   47   48
CONECT   25   49
CONECT   26   27   50
CONECT   27   51
CONECT   28   29   30   52
CONECT   29   53
CONECT   30   31   54
CONECT   31   55
CONECT   32   33   33   34
CONECT   34   56
END

HMDB0012301
     RDKit          3D
UDP-D-apiose
 56 58  0  0  0  0  0  0  0  0999 V2000
    9.9131    0.3532    0.6038 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7065    0.0554    0.4042 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8779    0.9867   -0.1791 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5520    0.6272   -0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0668   -0.5659   -0.0442 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7073   -0.9035   -0.2682 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.0272   -0.0055   -1.0636 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6832   -0.1682   -0.8668 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9499    1.1563   -0.6526 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5901    0.8188   -0.4665 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320    2.2147   -0.2175 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.1135    2.4876   -1.4791 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6652    3.5501    0.0758 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4441    1.9991    1.0446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4383    0.6943    0.6294 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3004   -0.3272    1.7588 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9747   -0.0068   -0.8299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0520    1.1325    0.5528 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7908    0.3569   -0.3304 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4395    1.1286   -1.2825 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3832    0.2261   -1.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0075   -0.4026   -0.5767 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.3915   -1.7180   -0.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2224    0.4336   -0.1796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7750   -0.0936    0.9867 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9345   -0.2560    0.4507 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.5212   -1.4752    0.9824 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4874   -0.9745    0.3954 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2702   -2.2995    0.0657 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8716   -0.8836    1.0068 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1601   -1.9361    1.8444 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8893   -1.4592    0.5226 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5199   -2.6163    0.8803 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1953   -1.1445    0.7415 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.2696    1.9543   -0.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9177    1.3648   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5849   -1.9195   -0.6942 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -0.6511   -1.7330 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3566    1.6729    0.2281 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0072    1.7333   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8153    3.6949    1.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3946   -0.8009   -0.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1543   -0.4162   -0.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1189    0.8101   -2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9050   -0.5247   -2.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6368   -2.3365   -0.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0087    0.3476   -0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9365    1.4882   -0.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2611    0.2553    1.7513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2052    0.4525    1.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5585   -1.5998    0.8395 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054   -0.5561    1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4785   -2.6371    0.5913 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9318    0.1109    1.5059 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1127   -1.5702    2.7849 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8215   -1.8572    1.1859 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 15 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  6
 22 24  1  0
 24 25  1  0
 22 26  1  0
 26 27  1  0
  8 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
  5 32  1  0
 32 33  2  0
 32 34  1  0
 34  2  1  0
 30  6  1  0
 26 19  1  0
  3 35  1  0
  4 36  1  0
  6 37  1  6
  8 38  1  6
  9 39  1  0
  9 40  1  0
 13 41  1  0
 17 42  1  0
 19 43  1  6
 21 44  1  0
 21 45  1  0
 23 46  1  0
 24 47  1  0
 24 48  1  0
 25 49  1  0
 26 50  1  1
 27 51  1  0
 28 52  1  1
 29 53  1  0
 30 54  1  1
 31 55  1  0
 34 56  1  0
M  END

Synonyms

Value	Source
UDP-Apiose	MeSH
Uridine 5'-(alpha-D-apio-D-furanosyl pyrophosphate)	MeSH
[({[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphinate	Generator

Molecular Formula

C₁₄H₂₂N₂O₁₆P₂

Average Mass

536.2758

Monoisotopic Mass

536.04445569

IUPAC Name

[({[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy}(hydroxy)phosphoryl)oxy]({[(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxo-1,2-dihydropyrimidin-1-yl)oxolan-2-yl]methoxy})phosphinic acid

Traditional Name

{[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy(hydroxy)phosphoryl}oxy([(2R,3S,4R,5R)-3,4-dihydroxy-5-(4-hydroxy-2-oxopyrimidin-1-yl)oxolan-2-yl]methoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@]1(COP(O)(=O)OP(O)(=O)O[C@]2([H])OC[C@](O)(CO)[C@@]2([H])O)O[C@@]([H])(N2C=CC(O)=NC2=O)[C@]([H])(O)[C@]1([H])O

InChI Identifier

InChI=1S/C14H22N2O16P2/c17-4-14(23)5-28-12(10(14)21)31-34(26,27)32-33(24,25)29-3-6-8(19)9(20)11(30-6)16-2-1-7(18)15-13(16)22/h1-2,6,8-12,17,19-21,23H,3-5H2,(H,24,25)(H,26,27)(H,15,18,22)/t6-,8-,9-,10+,11-,12+,14-/m1/s1

InChI Key

SYVORCSTSYHSPN-VPPDZDBCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrimidine ribonucleoside diphosphates. These are pyrimidine ribonucleotides with diphosphate group linked to the ribose moiety.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Pyrimidine nucleotides

Sub Class

Pyrimidine ribonucleotides

Direct Parent

Pyrimidine ribonucleoside diphosphates

Alternative Parents

Substituents

Pyrimidine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
Pyrimidone
Monoalkyl phosphate
Hydropyrimidine
Monosaccharide
Organic phosphoric acid derivative
Phosphoric acid ester
Pyrimidine
Alkyl phosphate
Vinylogous amide
Heteroaromatic compound
Tetrahydrofuran
Tertiary alcohol
Secondary alcohol
Lactam
Urea
Azacycle
Oxacycle
Organoheterocyclic compound
Alcohol
Organic oxide
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxygen compound
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	19.5 g/L	ALOGPS
logP	-0.7	ALOGPS
logP	-4.1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.73	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	14	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	274.8 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	101.03 m³·mol⁻¹	ChemAxon
Polarizability	43.57 Å³	ChemAxon
Number of Rings	3	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	splash10-0a4i-7644590000-9057d8ed31f50e9a99c6	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-01b9-8001209000-465c481e28d06373cfa5	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_16) - 70eV, Positive	Not Available	2021-10-13	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-0901110000-f76d25f46131ce59ad0e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-3910000000-9030d650ff99164a047c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-4900000000-156bb85e162785682af7	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01p6-4411790000-097298b9bde8b801e092	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01ox-9753210000-7b8a1d2f0a08bfa57674	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06r6-4900000000-ddd397cf6a1ccecec79e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4r-0000960000-ed43e7655a9965e52127	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0bvu-1893860000-4b4f9d53fc899ec8189c	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-2922000000-49c3b52de84d534d8693	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0000090000-ea6246f6d98035ff4c44	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0bwi-8816960000-cb8f4173981f38279af2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-053u-3629000000-160d619e4a84b5569870	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

Not Available

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
Eukaryota/Fungi	Basidiomycota	8	Human feces
Eukaryota/Fungi	Ascomycota	2

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

HMDB0012301

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB028924

KNApSAcK ID

Not Available

Chemspider ID

35032431

KEGG Compound ID

C01623

BioCyc ID

UDP-APIOSE

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25202307

PDB ID

Not Available

ChEBI ID

15933

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Molhoj M, Verma R, Reiter WD: The biosynthesis of the branched-chain sugar d-apiose in plants: functional cloning and characterization of a UDP-d-apiose/UDP-d-xylose synthase from Arabidopsis. Plant J. 2003 Sep;35(6):693-703. doi: 10.1046/j.1365-313x.2003.01841.x. [PubMed:12969423 ]

Showing metabocard for UDP-D-apiose (MMDBc0053892)

MOL for #<Metabolite:0x00007fecf12fc520>

3D MOL for #<Metabolite:0x00007fecf12fc520>

3D SDF for #<Metabolite:0x00007fecf12fc520>

3D-SDF for #<Metabolite:0x00007fecf12fc520>

PDB for #<Metabolite:0x00007fecf12fc520>

3D PDB for #<Metabolite:0x00007fecf12fc520>

SMILES for #<Metabolite:0x00007fecf12fc520>

INCHI for #<Metabolite:0x00007fecf12fc520>

Structure for #<Metabolite:0x00007fecf12fc520>

3D Structure for #<Metabolite:0x00007fecf12fc520>