NP-MRD: Showing NP-Card for Pygmeine (NP0009311)

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Record Information

Version

1.0

Created at

2020-12-09 06:43:44 UTC

Updated at

2021-07-15 17:02:54 UTC

NP-MRD ID

NP0009311

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Pygmeine

Provided By

NPAtlas

Description

Pygmeine belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Pygmeine is found in Lichina pygmaea. It was first documented in 2010 (PMID: 20570625). Based on a literature review very few articles have been published on Pygmeine (PMID: 34383398) (PMID: 34383397) (PMID: 34383396) (PMID: 34384147).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106343D          

 33 33  0  0  0  0            999 V2000
   -5.0791   -0.2638   -0.6017 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9783   -0.5288    0.3131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6977   -0.5344   -0.5645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5053   -0.9914   -0.1165 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5297    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -0.0693    1.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -1.0227    0.6381 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.8677   -1.3914    0.3603 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -0.4128   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224    0.5101   -1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    1.5966   -1.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106    1.6291   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8861    0.6487    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.3876    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -1.3391    1.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8509    0.8020    1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9153    0.9406    2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.9199    0.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112    0.2601   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7172   -0.0470   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0518   -1.3308    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782    0.6107   -0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9918   -0.9280   -1.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7777   -1.2724   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -2.1356    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.1554    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219   -2.3572    0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    0.5307   -1.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    2.3241   -2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170    2.4331   -1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431    0.7177    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -1.5271    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    1.9905   -0.6771 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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 14  9  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 21  1  1  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
 10 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 15 32  1  0  0  0  0
 18 33  1  0  0  0  0
M  END

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.0791   -0.2638   -0.6017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9783   -0.5288    0.3131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6977   -0.5344   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053   -0.9914   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5297    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -0.0693    1.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -1.0227    0.6381 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8677   -1.3914    0.3603 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -0.4128   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224    0.5101   -1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    1.5966   -1.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106    1.6291   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8861    0.6487    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.3876    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -1.3391    1.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8509    0.8020    1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9153    0.9406    2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.9199    0.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112    0.2601   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7172   -0.0470   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0518   -1.3308    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782    0.6107   -0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9918   -0.9280   -1.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7777   -1.2724   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -2.1356    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.1554    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219   -2.3572    0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    0.5307   -1.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    2.3241   -2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170    2.4331   -1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431    0.7177    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -1.5271    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    1.9905   -0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 18 33  1  0
M  END


  Mrv1652306242106343D          

 33 33  0  0  0  0            999 V2000
   -5.0791   -0.2638   -0.6017 N   0  0  1  0  0  0  0  0  0  0  0  0
   -3.9783   -0.5288    0.3131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6977   -0.5344   -0.5645 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5053   -0.9914   -0.1165 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5297    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -0.0693    1.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -1.0227    0.6381 N   0  0  2  0  0  0  0  0  0  0  0  0
    1.8677   -1.3914    0.3603 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -0.4128   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224    0.5101   -1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    1.5966   -1.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106    1.6291   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8861    0.6487    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.3876    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -1.3391    1.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8509    0.8020    1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9153    0.9406    2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.9199    0.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112    0.2601   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7172   -0.0470   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0518   -1.3308    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782    0.6107   -0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9918   -0.9280   -1.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7777   -1.2724   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -2.1356    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.1554    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219   -2.3572    0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    0.5307   -1.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    2.3241   -2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170    2.4331   -1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431    0.7177    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -1.5271    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    1.9905   -0.6771 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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  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
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
  2 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 14  9  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  2 21  1  1  0  0  0
  3 22  1  0  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  7 26  1  0  0  0  0
  8 27  1  0  0  0  0
 10 28  1  0  0  0  0
 11 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 15 32  1  0  0  0  0
 18 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0009311

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)[C@@]([H])(N([H])[H])C([H])([H])C([H])([H])C(=O)N([H])N([H])C1=C([H])C([H])=C([H])C([H])=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C11H15N3O4/c12-7(11(17)18)5-6-10(16)14-13-8-3-1-2-4-9(8)15/h1-4,7,13,15H,5-6,12H2,(H,14,16)(H,17,18)/t7-/m0/s1

> <INCHI_KEY>
CRSVHQICRXRCEP-ZETCQYMHSA-N

> <FORMULA>
C11H15N3O4

> <MOLECULAR_WEIGHT>
253.258

> <EXACT_MASS>
253.106255975

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.049338519631654

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-[N'-(2-hydroxyphenyl)hydrazinecarbonyl]butanoic acid

> <ALOGPS_LOGP>
-1.56

> <JCHEM_LOGP>
-2.2027768412615636

> <ALOGPS_LOGS>
-2.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.988108759484492

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7116250200907004

> <JCHEM_PKA_STRONGEST_BASIC>
9.20913070011228

> <JCHEM_POLAR_SURFACE_AREA>
124.68000000000002

> <JCHEM_REFRACTIVITY>
64.77140000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-[N'-(2-hydroxyphenyl)hydrazinecarbonyl]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.0791   -0.2638   -0.6017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9783   -0.5288    0.3131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6977   -0.5344   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053   -0.9914   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5297    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -0.0693    1.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -1.0227    0.6381 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8677   -1.3914    0.3603 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -0.4128   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224    0.5101   -1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    1.5966   -1.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106    1.6291   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8861    0.6487    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.3876    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -1.3391    1.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8509    0.8020    1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9153    0.9406    2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.9199    0.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112    0.2601   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7172   -0.0470   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0518   -1.3308    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782    0.6107   -0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9918   -0.9280   -1.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7777   -1.2724   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -2.1356    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.1554    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219   -2.3572    0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    0.5307   -1.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    2.3241   -2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170    2.4331   -1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431    0.7177    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -1.5271    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    1.9905   -0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 18 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      -5.079  -0.264  -0.602  0.00  0.00           N+0
HETATM    2  C   UNK     0      -3.978  -0.529   0.313  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.698  -0.534  -0.565  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.505  -0.991  -0.117  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.599  -0.530   1.107  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.078  -0.069   1.871  0.00  0.00           O+0
HETATM    7  N   UNK     0       0.675  -1.023   0.638  0.00  0.00           N+0
HETATM    8  N   UNK     0       1.868  -1.391   0.360  0.00  0.00           N+0
HETATM    9  C   UNK     0       2.801  -0.413  -0.233  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.422   0.510  -1.108  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.294   1.597  -1.413  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.511   1.629  -0.777  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.886   0.649   0.121  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.019  -0.388   0.405  0.00  0.00           C+0
HETATM   15  O   UNK     0       4.313  -1.339   1.308  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.851   0.802   1.054  0.00  0.00           C+0
HETATM   17  O   UNK     0      -3.915   0.941   2.286  0.00  0.00           O+0
HETATM   18  O   UNK     0      -3.619   1.920   0.285  0.00  0.00           O+0
HETATM   19  H   UNK     0      -5.811   0.260  -0.220  0.00  0.00           H+0
HETATM   20  H   UNK     0      -4.717  -0.047  -1.512  0.00  0.00           H+0
HETATM   21  H   UNK     0      -4.052  -1.331   0.999  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.578   0.611  -0.841  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.992  -0.928  -1.593  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.778  -1.272  -0.898  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.673  -2.136   0.296  0.00  0.00           H+0
HETATM   26  H   UNK     0       1.161   0.155   1.192  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.322  -2.357   0.542  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.485   0.531  -1.648  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.002   2.324  -2.158  0.00  0.00           H+0
HETATM   30  H   UNK     0       5.217   2.433  -1.013  0.00  0.00           H+0
HETATM   31  H   UNK     0       5.843   0.718   0.668  0.00  0.00           H+0
HETATM   32  H   UNK     0       5.064  -1.527   1.899  0.00  0.00           H+0
HETATM   33  H   UNK     0      -3.961   1.990  -0.677  0.00  0.00           H+0
CONECT    1    2   19   20                                                  
CONECT    2    1    3   16   21                                             
CONECT    3    2    4   22   23                                             
CONECT    4    3    5   24   25                                             
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   26                                                  
CONECT    8    7    9   27                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11   28                                                  
CONECT   11   10   12   29                                                  
CONECT   12   11   13   30                                                  
CONECT   13   12   14   31                                                  
CONECT   14   13   15    9                                                  
CONECT   15   14   32                                                       
CONECT   16    2   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   33                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    2                                                            
CONECT   22    3                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    7                                                            
CONECT   27    8                                                            
CONECT   28   10                                                            
CONECT   29   11                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   15                                                            
CONECT   33   18                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   66    0
END

RDKit          3D

33 33  0  0  0  0  0  0  0  0999 V2000
   -5.0791   -0.2638   -0.6017 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9783   -0.5288    0.3131 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6977   -0.5344   -0.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5053   -0.9914   -0.1165 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5987   -0.5297    1.1068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0776   -0.0693    1.8714 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6752   -1.0227    0.6381 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8677   -1.3914    0.3603 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8012   -0.4128   -0.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4224    0.5101   -1.1082 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941    1.5966   -1.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106    1.6291   -0.7767 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8861    0.6487    0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0189   -0.3876    0.4046 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126   -1.3391    1.3076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8509    0.8020    1.0539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9153    0.9406    2.2856 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6187    1.9199    0.2854 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8112    0.2601   -0.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7172   -0.0470   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0518   -1.3308    0.9986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5782    0.6107   -0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9918   -0.9280   -1.5932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7777   -1.2724   -0.8975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6727   -2.1356    0.2956 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1605    0.1554    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3219   -2.3572    0.5416 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4850    0.5307   -1.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0019    2.3241   -2.1578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2170    2.4331   -1.0130 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8431    0.7177    0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645   -1.5271    1.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9605    1.9905   -0.6771 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
  2 16  1  0
 16 17  2  0
 16 18  1  0
 14  9  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  7 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 15 32  1  0
 18 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
(2S)-2-Amino-4-[(2-hydroxyphenyl)-C-hydroxycarbonohydrazonoyl]butanoate	Generator

Chemical Formula

C₁₁H₁₅N₃O₄

Average Mass

253.2580 Da

Monoisotopic Mass

253.10626 Da

IUPAC Name

(2S)-2-amino-4-[N'-(2-hydroxyphenyl)hydrazinecarbonyl]butanoic acid

Traditional Name

(2S)-2-amino-4-[N'-(2-hydroxyphenyl)hydrazinecarbonyl]butanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CCC(=O)NNC1=CC=CC=C1O)C(O)=O

InChI Identifier

InChI=1S/C11H15N3O4/c12-7(11(17)18)5-6-10(16)14-13-8-3-1-2-4-9(8)15/h1-4,7,13,15H,5-6,12H2,(H,14,16)(H,17,18)/t7-/m0/s1

InChI Key

CRSVHQICRXRCEP-ZETCQYMHSA-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
Lichina pygmaea	NPAtlas	20570625

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
Alpha-amino acid
L-alpha-amino acid
Phenylhydrazine
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Carboxylic acid hydrazide
Amino acid
Monocarboxylic acid or derivatives
Carboxylic acid
Organic nitrogen compound
Amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Carbonyl group
Organic oxide
Primary amine
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	-1.6	ALOGPS
logP	-2.2	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	1.71	ChemAxon
pKa (Strongest Basic)	9.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	124.68 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	64.77 m³·mol⁻¹	ChemAxon
Polarizability	25.05 Å³	ChemAxon
Number of Rings	1	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

NPA015687

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

25029992

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46911433

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Roullier C, Chollet-Krugler M, Weghe Pv, Devehat FL, Boustie J: A novel aryl-hydrazide from the marine lichen Lichina pygmaea: isolation, synthesis of derivatives, and cytotoxicity assays. Bioorg Med Chem Lett. 2010 Aug 1;20(15):4582-6. doi: 10.1016/j.bmcl.2010.06.013. Epub 2010 Jun 8. [PubMed:20570625 ]
Mitchell PM: The cost-effectiveness of what in health and care?. 2021 Feb. [PubMed:34383398 ]
Authors unspecified: Ozanimod. 2012. [PubMed:34383397 ]
Authors unspecified: Ponesimod. 2012. [PubMed:34383396 ]
Lee J, Cho Y, Choi KH, Hwang I, Oh YL: Metastatic leiomyosarcoma of the thyroid gland: cytologic findings and differential diagnosis. J Pathol Transl Med. 2021 Aug 13. pii: jptm.2021.06.23. doi: 10.4132/jptm.2021.06.23. [PubMed:34384147 ]

Showing NP-Card for Pygmeine (NP0009311)

MOL for NP0009311 (Pygmeine)

3D MOL for NP0009311 (Pygmeine)

3D SDF for NP0009311 (Pygmeine)

3D-SDF for NP0009311 (Pygmeine)

PDB for NP0009311 (Pygmeine)

3D PDB for NP0009311 (Pygmeine)

SMILES for NP0009311 (Pygmeine)

INCHI for NP0009311 (Pygmeine)

Structure for NP0009311 (Pygmeine)

3D Structure for NP0009311 (Pygmeine)