NP-MRD: Showing NP-Card for (3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid (NP0334711)

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Record Information

Version

2.0

Created at

2024-09-10 19:38:05 UTC

Updated at

2024-09-10 19:38:05 UTC

NP-MRD ID

NP0334711

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid

Description

Pyruvatoxime, also known as pyruvic oxime, belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl). Pyruvatoxime is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303262014162D          

 49 53  0  0  1  0            999 V2000
    7.3658   -6.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658   -7.6773    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0803   -8.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7948   -7.6773    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7948   -6.8523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0803   -6.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5092   -8.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2237   -7.6773    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2237   -6.8523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5092   -6.4398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9382   -6.4398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9382   -5.6148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2237   -5.2023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5092   -5.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7228   -6.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2077   -6.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7228   -5.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0546   -4.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5103   -7.1823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7948   -6.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2369   -5.9998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0826   -7.2521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9382   -8.0898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7948   -8.3648    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2228   -4.5129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -8.0898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -8.9148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3658   -9.3273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9368   -9.3273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658  -10.1523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9368  -10.1523    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6513  -10.5648    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2224  -10.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803  -10.5648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803   -8.9148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513  -11.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079  -10.1523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224  -11.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9777   -4.5752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7847   -4.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0397   -3.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8466   -3.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4257   -3.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1016   -2.6630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3986   -4.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9086   -2.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1635   -1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9705   -1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6115   -1.0937    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 12 18  1  1  0  0  0
 10 19  1  6  0  0  0
  5 20  1  1  0  0  0
  9 21  1  1  0  0  0
 11 22  1  6  0  0  0
  8 23  1  6  0  0  0
  4 24  1  1  0  0  0
 13 25  1  6  0  0  0
  2 26  1  6  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  1  0  0  0
 30 34  1  1  0  0  0
 28 35  1  6  0  0  0
 32 36  1  6  0  0  0
 37 33  1  0  0  0  0
 38 33  2  0  0  0  0
 39 17  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 39 43  1  6  0  0  0
 44 42  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 47  2  0  0  0  0
M  END


  Mrv1652303262014162D          

 49 53  0  0  1  0            999 V2000
    7.3658   -6.8523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658   -7.6773    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0803   -8.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7948   -7.6773    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.7948   -6.8523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    8.0803   -6.4398    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5092   -8.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2237   -7.6773    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2237   -6.8523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5092   -6.4398    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.9382   -6.4398    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.9382   -5.6148    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.2237   -5.2023    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5092   -5.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7228   -6.6947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2077   -6.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7228   -5.3598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0546   -4.8305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5103   -7.1823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7948   -6.0273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2369   -5.9998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0826   -7.2521    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9382   -8.0898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7948   -8.3648    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2228   -4.5129    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -8.0898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513   -8.9148    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.3658   -9.3273    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.9368   -9.3273    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3658  -10.1523    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9368  -10.1523    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.6513  -10.5648    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.2224  -10.5648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803  -10.5648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0803   -8.9148    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6513  -11.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5079  -10.1523    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224  -11.3898    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9777   -4.5752    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   12.7847   -4.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0397   -3.6191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8466   -3.4476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4257   -3.9622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1016   -2.6630    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3986   -4.0607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9086   -2.4914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1635   -1.7068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9705   -1.5353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6115   -1.0937    0.0000 O   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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  1  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10  5  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 10  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 12  1  0  0  0  0
 12 18  1  1  0  0  0
 10 19  1  6  0  0  0
  5 20  1  1  0  0  0
  9 21  1  1  0  0  0
 11 22  1  6  0  0  0
  8 23  1  6  0  0  0
  4 24  1  1  0  0  0
 13 25  1  6  0  0  0
  2 26  1  6  0  0  0
 27 26  1  1  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 28 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  1  0  0  0
 30 34  1  1  0  0  0
 28 35  1  6  0  0  0
 32 36  1  6  0  0  0
 37 33  1  0  0  0  0
 38 33  2  0  0  0  0
 39 17  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 39 43  1  6  0  0  0
 44 42  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  1  0  0  0  0
 47 46  1  0  0  0  0
 48 47  1  0  0  0  0
 49 47  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0334711

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@@]12CCC([C@H](C)CCC(=O)NCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@]2([H])C[C@@H](CC[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C32H51NO12/c1-14(4-7-22(36)33-13-23(37)38)17-5-6-18-24-19(12-21(35)32(17,18)3)31(2)9-8-16(10-15(31)11-20(24)34)44-30-27(41)25(39)26(40)28(45-30)29(42)43/h14-21,24-28,30,34-35,39-41H,4-13H2,1-3H3,(H,33,36)(H,37,38)(H,42,43)/t14-,15+,16-,17?,18+,19+,20-,21+,24+,25+,26+,27-,28+,30-,31+,32-/m1/s1

> <INCHI_KEY>
BWWWIHHYPYDOJQ-BSGVGGAOSA-N

> <FORMULA>
C32H51NO12

> <MOLECULAR_WEIGHT>
641.7468

> <EXACT_MASS>
641.341126101

> <JCHEM_ACCEPTOR_COUNT>
12

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
66.73161977488866

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S,4S,5R,6R)-6-{[(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-4-[(carboxymethyl)carbamoyl]butan-2-yl]-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
-0.07334989066666703

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9477196211446253

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.292879777573289

> <JCHEM_PKA_STRONGEST_BASIC>
-0.3964454686803468

> <JCHEM_POLAR_SURFACE_AREA>
223.30999999999997

> <JCHEM_REFRACTIVITY>
155.87350000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.70e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S,4S,5R,6R)-6-{[(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-4-(carboxymethylcarbamoyl)butan-2-yl]-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  C   UNK     0      13.749 -12.791   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.749 -14.331   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.083 -15.101   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.417 -14.331   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.417 -12.791   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.083 -12.021   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.751 -15.101   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.084 -14.331   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.084 -12.791   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      17.751 -12.021   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.418 -12.021   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.418 -10.481   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.084  -9.711   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.751 -10.481   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.883 -12.497   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      22.788 -11.251   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      21.883 -10.005   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.635  -9.017   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0      17.753 -13.407   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0      16.417 -11.251   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0      19.109 -11.200   0.000  0.00  0.00           H+0
HETATM   22  H   UNK     0      20.688 -13.537   0.000  0.00  0.00           H+0
HETATM   23  O   UNK     0      20.418 -15.101   0.000  0.00  0.00           O+0
HETATM   24  H   UNK     0      16.417 -15.614   0.000  0.00  0.00           H+0
HETATM   25  O   UNK     0      19.083  -8.424   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.416 -15.101   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      12.416 -16.641   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      13.749 -17.411   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.082 -17.411   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      13.749 -18.951   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.082 -18.951   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      12.416 -19.721   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.748 -19.721   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      15.083 -19.721   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      15.083 -16.641   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      12.416 -21.261   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       8.415 -18.951   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       9.748 -21.261   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      22.358  -8.540   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      23.865  -8.220   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      24.341  -6.756   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.847  -6.436   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      21.328  -7.396   0.000  0.00  0.00           C+0
HETATM   44  N   UNK     0      26.323  -4.971   0.000  0.00  0.00           N+0
HETATM   45  O   UNK     0      26.877  -7.580   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0      27.829  -4.651   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      28.305  -3.186   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      29.812  -2.866   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      27.275  -2.042   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    7   24                                             
CONECT    5    4    6   10   20                                             
CONECT    6    5    1                                                       
CONECT    7    4    8                                                       
CONECT    8    7    9   23                                                  
CONECT    9    8   10   11   21                                             
CONECT   10    9    5   14   19                                             
CONECT   11    9   12   15   22                                             
CONECT   12   11   13   17   18                                             
CONECT   13   12   14   25                                                  
CONECT   14   13   10                                                       
CONECT   15   11   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12   39                                                  
CONECT   18   12                                                            
CONECT   19   10                                                            
CONECT   20    5                                                            
CONECT   21    9                                                            
CONECT   22   11                                                            
CONECT   23    8                                                            
CONECT   24    4                                                            
CONECT   25   13                                                            
CONECT   26    2   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27   30   35                                                  
CONECT   29   27   31                                                       
CONECT   30   28   32   34                                                  
CONECT   31   29   32   33                                                  
CONECT   32   30   31   36                                                  
CONECT   33   31   37   38                                                  
CONECT   34   30                                                            
CONECT   35   28                                                            
CONECT   36   32                                                            
CONECT   37   33                                                            
CONECT   38   33                                                            
CONECT   39   17   40   43                                                  
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   44   45                                                  
CONECT   43   39                                                            
CONECT   44   42   46                                                       
CONECT   45   42                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48   49                                                  
CONECT   48   47                                                            
CONECT   49   47                                                            
MASTER        0    0    0    0    0    0    0    0   49    0  106    0
END

View in JSmol

Synonyms

Value	Source
2-(Hydroxyimino)propanoate	HMDB
2-(Hydroxyimino)propanoic acid	HMDB
2-Oximinopropanoate	HMDB
2-Oximinopropanoic acid	HMDB
Pyruvate oxime	HMDB
Pyruvic oxime	HMDB
2-Oximinopropanoic acid, ion (1-)	HMDB
(2E)-2-(Hydroxyimino)propanoate	HMDB
Glycocholic acid 3-glucuronide	HMDB
(3a,5b,7a,12a)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-b-D-glucopyranosiduronate	Generator

Chemical Formula

C₃₂H₅₁NO₁₂

Average Mass

641.7468 Da

Monoisotopic Mass

641.34113 Da

IUPAC Name

(2S,3S,4S,5R,6R)-6-{[(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-4-[(carboxymethyl)carbamoyl]butan-2-yl]-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

Traditional Name

(2S,3S,4S,5R,6R)-6-{[(1S,2S,5R,7R,9R,10R,11S,15R,16S)-14-[(2R)-4-(carboxymethylcarbamoyl)butan-2-yl]-9,16-dihydroxy-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-yl]oxy}-3,4,5-trihydroxyoxane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

[H][C@@]12CCC([C@H](C)CCC(=O)NCC(O)=O)[C@@]1(C)[C@@H](O)C[C@@]1([H])[C@@]2([H])[C@H](O)C[C@]2([H])C[C@@H](CC[C@]12C)O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI Identifier

InChI=1S/C32H51NO12/c1-14(4-7-22(36)33-13-23(37)38)17-5-6-18-24-19(12-21(35)32(17,18)3)31(2)9-8-16(10-15(31)11-20(24)34)44-30-27(41)25(39)26(40)28(45-30)29(42)43/h14-21,24-28,30,34-35,39-41H,4-13H2,1-3H3,(H,33,36)(H,37,38)(H,42,43)/t14-,15+,16-,17?,18+,19+,20-,21+,24+,25+,26+,27-,28+,30-,31+,32-/m1/s1

InChI Key

BWWWIHHYPYDOJQ-BSGVGGAOSA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketoximes. These are organic compounds with the general formula RC(R')=NOH (R,R' = organyl).

Kingdom

Organic compounds

Super Class

Organic nitrogen compounds

Class

Organonitrogen compounds

Sub Class

Oximes

Direct Parent

Ketoximes

Alternative Parents

Substituents

Ketoxime
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

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	0.76	ALOGPS
logP	-0.073	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	3.29	ChemAxon
pKa (Strongest Basic)	-0.4	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	12	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	223.31 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	155.87 m³·mol⁻¹	ChemAxon
Polarizability	66.73 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0002455

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023008

KNApSAcK ID

Not Available

Chemspider ID

4925178

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6687

PubChem Compound

6419427

PDB ID

KG7

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for (3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid (NP0334711)

MOL for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

3D MOL for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

3D SDF for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

3D-SDF for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

PDB for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

3D PDB for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

SMILES for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

INCHI for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

Structure for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)

3D Structure for NP0334711 ((3alpha,5beta,7alpha,12alpha)-24-[(Carboxymethyl)amino]-1,12-dihydroxy-24-oxocholan-3-yl-beta-D-glucopyranosiduronic acid)