NP-MRD: Showing NP-Card for Pentopyranic acid (NP0023697)

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Record Information

Version

2.0

Created at

2021-01-06 08:45:14 UTC

Updated at

2021-07-15 17:42:27 UTC

NP-MRD ID

NP0023697

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pentopyranic acid

Provided By

NPAtlas

Description

Pentopyranic acid is also known as pentopyranate. Pentopyranic acid is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Pentopyranic acid is found in Streptomyces griseochromogenes and Streptomyces lividans. Pentopyranic acid was first documented in 1976 (PMID: 956050). Based on a literature review very few articles have been published on Pentopyranic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120433D          

 33 34  0  0  0  0            999 V2000
    5.4592    0.2837    0.2144 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603    0.2319   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622    0.3042    0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146    0.2539    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.1353   -0.5400 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.0851   -0.7813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6886    1.0551   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    1.0076   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6933    2.1566    0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    2.2060    0.6740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834    3.1807    1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601   -0.3130    0.6508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7757   -0.3485    1.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0809   -1.3726   -0.3691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5359   -2.6190   -0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -1.3161   -0.4424 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1552   -2.2093   -1.4052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241    0.0667   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -0.0444   -2.7289 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587    0.1142   -1.3007 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    1.0456    0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.4698   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035    0.3996    2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978    0.3098    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.2184   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.9672   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808    4.1643    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -0.4183    1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -0.6106    1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361   -1.0137   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4251   -2.7411   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -1.6220    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5992   -3.0875   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20  2  2  0  0  0  0
 16  6  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  6  0  0  0
  8 26  1  6  0  0  0
 11 27  1  0  0  0  0
 12 28  1  1  0  0  0
 13 29  1  0  0  0  0
 14 30  1  6  0  0  0
 15 31  1  0  0  0  0
 16 32  1  1  0  0  0
 17 33  1  0  0  0  0
M  END

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    5.4592    0.2837    0.2144 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603    0.2319   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622    0.3042    0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146    0.2539    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.1353   -0.5400 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.0851   -0.7813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6886    1.0551   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    1.0076   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6933    2.1566    0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    2.2060    0.6740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834    3.1807    1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601   -0.3130    0.6508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7757   -0.3485    1.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0809   -1.3726   -0.3691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5359   -2.6190   -0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -1.3161   -0.4424 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1552   -2.2093   -1.4052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241    0.0667   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -0.0444   -2.7289 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587    0.1142   -1.3007 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    1.0456    0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.4698   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035    0.3996    2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978    0.3098    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.2184   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.9672   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808    4.1643    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -0.4183    1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -0.6106    1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361   -1.0137   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4251   -2.7411   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -1.6220    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5992   -3.0875   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  2  0
 16  6  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  6
  8 26  1  6
 11 27  1  0
 12 28  1  1
 13 29  1  0
 14 30  1  6
 15 31  1  0
 16 32  1  1
 17 33  1  0
M  END


  Mrv1652306242120433D          

 33 34  0  0  0  0            999 V2000
    5.4592    0.2837    0.2144 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603    0.2319   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622    0.3042    0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146    0.2539    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.1353   -0.5400 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.0851   -0.7813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6886    1.0551   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    1.0076   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6933    2.1566    0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    2.2060    0.6740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834    3.1807    1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601   -0.3130    0.6508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7757   -0.3485    1.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0809   -1.3726   -0.3691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5359   -2.6190   -0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -1.3161   -0.4424 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1552   -2.2093   -1.4052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241    0.0667   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -0.0444   -2.7289 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587    0.1142   -1.3007 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    1.0456    0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.4698   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035    0.3996    2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978    0.3098    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.2184   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.9672   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808    4.1643    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -0.4183    1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -0.6106    1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361   -1.0137   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4251   -2.7411   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -1.6220    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5992   -3.0875   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  8 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20  2  2  0  0  0  0
 16  6  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  6  0  0  0
  8 26  1  6  0  0  0
 11 27  1  0  0  0  0
 12 28  1  1  0  0  0
 13 29  1  0  0  0  0
 14 30  1  6  0  0  0
 15 31  1  0  0  0  0
 16 32  1  1  0  0  0
 17 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0023697

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]1([H])O[C@@]([H])(N2C([H])=C([H])C(=NC2=O)N([H])[H])[C@]([H])(O[H])[C@@]([H])(O[H])[C@]1([H])O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C10H13N3O7/c11-3-1-2-13(10(19)12-3)8-6(16)4(14)5(15)7(20-8)9(17)18/h1-2,4-8,14-16H,(H,17,18)(H2,11,12,19)/t4-,5-,6+,7-,8+/m0/s1

> <INCHI_KEY>
CHKIQPXDGYGCHW-YOWKYNACSA-N

> <FORMULA>
C10H13N3O7

> <MOLECULAR_WEIGHT>
287.228

> <EXACT_MASS>
287.075349771

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.666366196033

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
-2.47

> <JCHEM_LOGP>
-3.107577688333333

> <ALOGPS_LOGS>
-0.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.463161441151986

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3378778516560907

> <JCHEM_PKA_STRONGEST_BASIC>
-0.2717381048986732

> <JCHEM_POLAR_SURFACE_AREA>
165.90999999999997

> <JCHEM_REFRACTIVITY>
60.37469999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.90e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-6-(4-amino-2-oxopyrimidin-1-yl)-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 34  0  0  0  0  0  0  0  0999 V2000
    5.4592    0.2837    0.2144 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603    0.2319   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622    0.3042    0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146    0.2539    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.1353   -0.5400 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.0851   -0.7813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6886    1.0551   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    1.0076   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6933    2.1566    0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    2.2060    0.6740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834    3.1807    1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601   -0.3130    0.6508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7757   -0.3485    1.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0809   -1.3726   -0.3691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5359   -2.6190   -0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -1.3161   -0.4424 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1552   -2.2093   -1.4052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241    0.0667   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -0.0444   -2.7289 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587    0.1142   -1.3007 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    1.0456    0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.4698   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035    0.3996    2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978    0.3098    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.2184   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.9672   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808    4.1643    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -0.4183    1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -0.6106    1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361   -1.0137   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4251   -2.7411   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -1.6220    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5992   -3.0875   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  2  0
 16  6  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  6
  8 26  1  6
 11 27  1  0
 12 28  1  1
 13 29  1  0
 14 30  1  6
 15 31  1  0
 16 32  1  1
 17 33  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  N   UNK     0       5.459   0.284   0.214  0.00  0.00           N+0
HETATM    2  C   UNK     0       4.060   0.232  -0.058  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.162   0.304   0.986  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.815   0.254   0.717  0.00  0.00           C+0
HETATM    5  N   UNK     0       1.333   0.135  -0.540  0.00  0.00           N+0
HETATM    6  C   UNK     0      -0.118   0.085  -0.781  0.00  0.00           C+0
HETATM    7  O   UNK     0      -0.689   1.055  -0.014  0.00  0.00           O+0
HETATM    8  C   UNK     0      -2.071   1.008  -0.026  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.693   2.157   0.633  0.00  0.00           C+0
HETATM   10  O   UNK     0      -3.951   2.206   0.674  0.00  0.00           O+0
HETATM   11  O   UNK     0      -1.983   3.181   1.207  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.460  -0.313   0.651  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.776  -0.349   1.015  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.081  -1.373  -0.369  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.536  -2.619  -0.053  0.00  0.00           O+0
HETATM   16  C   UNK     0      -0.552  -1.316  -0.442  0.00  0.00           C+0
HETATM   17  O   UNK     0      -0.155  -2.209  -1.405  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.224   0.067  -1.538  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.826  -0.044  -2.729  0.00  0.00           O+0
HETATM   20  N   UNK     0       3.559   0.114  -1.301  0.00  0.00           N+0
HETATM   21  H   UNK     0       5.906   1.046   0.776  0.00  0.00           H+0
HETATM   22  H   UNK     0       6.099  -0.470  -0.156  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.503   0.400   2.007  0.00  0.00           H+0
HETATM   24  H   UNK     0       1.098   0.310   1.529  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.245   0.218  -1.871  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.415   0.967  -1.065  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.081   4.164   0.967  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.747  -0.418   1.505  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.842  -0.611   1.978  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.436  -1.014  -1.374  0.00  0.00           H+0
HETATM   31  H   UNK     0      -3.425  -2.741  -0.500  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.188  -1.622   0.548  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.599  -3.087  -1.185  0.00  0.00           H+0
CONECT    1    2   21   22                                                  
CONECT    2    1    3   20                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6   18                                                  
CONECT    6    5    7   16   25                                             
CONECT    7    6    8                                                       
CONECT    8    7    9   12   26                                             
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   27                                                       
CONECT   12    8   13   14   28                                             
CONECT   13   12   29                                                       
CONECT   14   12   15   16   30                                             
CONECT   15   14   31                                                       
CONECT   16   14   17    6   32                                             
CONECT   17   16   33                                                       
CONECT   18    5   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    2                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
CONECT   26    8                                                            
CONECT   27   11                                                            
CONECT   28   12                                                            
CONECT   29   13                                                            
CONECT   30   14                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   68    0
END

RDKit          3D

33 34  0  0  0  0  0  0  0  0999 V2000
    5.4592    0.2837    0.2144 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603    0.2319   -0.0582 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1622    0.3042    0.9857 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8146    0.2539    0.7171 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3329    0.1353   -0.5400 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1180    0.0851   -0.7813 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6886    1.0551   -0.0135 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0715    1.0076   -0.0261 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6933    2.1566    0.6329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    2.2060    0.6740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9834    3.1807    1.2073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4601   -0.3130    0.6508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7757   -0.3485    1.0147 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0809   -1.3726   -0.3691 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5359   -2.6190   -0.0532 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5520   -1.3161   -0.4424 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1552   -2.2093   -1.4052 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2241    0.0667   -1.5384 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8257   -0.0444   -2.7289 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5587    0.1142   -1.3007 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9056    1.0456    0.7763 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0993   -0.4698   -0.1561 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5035    0.3996    2.0068 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0978    0.3098    1.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2448    0.2184   -1.8710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4154    0.9672   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808    4.1643    0.9667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7473   -0.4183    1.5050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8422   -0.6106    1.9783 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4361   -1.0137   -1.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4251   -2.7411   -0.4999 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1877   -1.6220    0.5481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5992   -3.0875   -1.1848 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  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  2  0
  9 11  1  0
  8 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 20  2  2  0
 16  6  1  0
  1 21  1  0
  1 22  1  0
  3 23  1  0
  4 24  1  0
  6 25  1  6
  8 26  1  6
 11 27  1  0
 12 28  1  1
 13 29  1  0
 14 30  1  6
 15 31  1  0
 16 32  1  1
 17 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
1-(beta-D-Glucopyranosyluronic acid)cytosine	ChEBI
1-(beta-D-Glucuronosyl)cytosine	ChEBI
Cytosyl-beta-D-glucuronic acid	ChEBI
1-(b-D-Glucopyranosyluronate)cytosine	Generator
1-(b-D-Glucopyranosyluronic acid)cytosine	Generator
1-(beta-D-Glucopyranosyluronate)cytosine	Generator
1-(Β-D-glucopyranosyluronate)cytosine	Generator
1-(Β-D-glucopyranosyluronic acid)cytosine	Generator
1-(b-D-Glucuronosyl)cytosine	Generator
1-(Β-D-glucuronosyl)cytosine	Generator
Cytosyl-b-D-glucuronate	Generator
Cytosyl-b-D-glucuronic acid	Generator
Cytosyl-beta-D-glucuronate	Generator
Cytosyl-β-D-glucuronate	Generator
Cytosyl-β-D-glucuronic acid	Generator
Pentopyranate	Generator
Pentopyranic acid	ChEBI
Cytosylglucuronate	Generator

Chemical Formula

C₁₀H₁₃N₃O₇

Average Mass

287.2280 Da

Monoisotopic Mass

287.07535 Da

IUPAC Name

(2S,3S,4S,5R,6R)-6-(4-amino-2-oxo-1,2-dihydropyrimidin-1-yl)-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6R)-6-(4-amino-2-oxopyrimidin-1-yl)-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NC1=NC(=O)N(C=C1)[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C10H13N3O7/c11-3-1-2-13(10(19)12-3)8-6(16)4(14)5(15)7(20-8)9(17)18/h1-2,4-8,14-16H,(H,17,18)(H2,11,12,19)/t4-,5-,6+,7-,8+/m0/s1

InChI Key

CHKIQPXDGYGCHW-YOWKYNACSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces griseochromogenes	NPAtlas	956050
Streptomyces lividans	LOTUS Database	35616633

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-2.5	ALOGPS
logP	-3.1	ChemAxon
logS	-0.87	ALOGPS
pKa (Strongest Acidic)	3.34	ChemAxon
pKa (Strongest Basic)	-0.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	165.91 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.37 m³·mol⁻¹	ChemAxon
Polarizability	25.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA017479

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

166325

KEGG Compound ID

Not Available

BioCyc ID

CPD-17160

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

191536

PDB ID

Not Available

ChEBI ID

132133

Good Scents ID

Not Available

References

General References

Seto H, Furihata K, Yonehara H: Studies on the biosynthesis of blasticidin S. V. Isolation and structure of pentopyranic acid. J Antibiot (Tokyo). 1976 May;29(5):595-6. doi: 10.7164/antibiotics.29.595. [PubMed:956050 ]

Showing NP-Card for Pentopyranic acid (NP0023697)

MOL for NP0023697 (Pentopyranic acid)

3D MOL for NP0023697 (Pentopyranic acid)

3D SDF for NP0023697 (Pentopyranic acid)

3D-SDF for NP0023697 (Pentopyranic acid)

PDB for NP0023697 (Pentopyranic acid)

3D PDB for NP0023697 (Pentopyranic acid)

SMILES for NP0023697 (Pentopyranic acid)

INCHI for NP0023697 (Pentopyranic acid)

Structure for NP0023697 (Pentopyranic acid)

3D Structure for NP0023697 (Pentopyranic acid)