NP-MRD: Showing NP-Card for (2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid (NP0290528)

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Record Information

Version

2.0

Created at

2022-09-09 21:15:28 UTC

Updated at

2022-09-09 21:15:29 UTC

NP-MRD ID

NP0290528

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

Description

Cathestatin B belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Cathestatin B 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. (2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid is found in Microascus longirostris and Penicillium citrinum. Based on a literature review very few articles have been published on cathestatin B.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092223152D          

 26 27  0  0  1  0            999 V2000
    0.0000   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5408   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -5.6645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1283   -6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -6.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427   -6.9020    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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  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
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
  9 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 21 19  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END

     RDKit          3D

 49 50  0  0  0  0  0  0  0  0999 V2000
   -7.5523    1.6210    0.6811 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3311    0.8536    0.4590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4115    1.7291   -0.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1185    1.0510   -0.6400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4090    0.6807    0.6150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1370    0.0278    0.3733 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273    0.6029   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2133    1.9245   -0.5208 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1359   -0.1260   -0.3655 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.0163   -1.5465    0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1720   -2.3673   -0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1082   -2.4285    0.9600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2561   -3.2033    0.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4704   -3.9288   -0.3064 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6306   -4.6847   -0.3764 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5483   -3.8840   -1.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3980   -3.0976   -1.1847 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1778    0.5826    0.3365 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3258    0.8487   -0.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6298    0.4375   -1.4239 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3205    1.5797    0.6675 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5270    0.7725    0.8543 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5094    2.0597    0.0680 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.4310    2.9919    0.7206 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3566    3.3284    1.9304 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4612    3.5559   -0.0157 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3906    1.1661    0.2723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4877    2.5936    0.3351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8778    0.6092    1.4436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6213   -0.0596   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8656    2.0593   -1.2949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2583    2.6810    0.2421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4282    1.6785   -1.2428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2970    0.1304   -1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0191   -0.0788    1.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2275    1.5392    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4578    2.5470   -0.2274 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4342   -0.1132   -1.4513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3243   -1.4852    1.1888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8629   -2.0127   -0.4190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9931   -1.8794    1.8833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9541   -3.2114    1.6601 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8442   -5.2401   -1.1937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7483   -4.4641   -2.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7059   -3.0955   -2.0103 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2802   -0.3558   -1.5125 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9479    2.0366    1.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6971    1.8565   -1.0036 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3705    3.7182    0.4277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  9 18  1  0
 18 19  2  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 26  1  0
 24 25  2  0
 17 11  1  0
 23 21  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  9 38  1  6
 10 39  1  0
 10 40  1  0
 12 41  1  0
 13 42  1  0
 15 43  1  0
 16 44  1  0
 17 45  1  0
 20 46  1  0
 21 47  1  1
 23 48  1  6
 26 49  1  0
M  END


  Mrv1652309092223152D          

 26 27  0  0  1  0            999 V2000
    0.0000   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -4.5375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    6.5408   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1283   -5.6645    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.1283   -6.4895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4138   -6.9020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8427   -6.9020    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
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  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
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
  9 18  1  6  0  0  0
 18 19  2  0  0  0  0
 19 20  1  4  0  0  0
 21 19  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  6  0  0  0
 24 25  2  0  0  0  0
 24 26  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0290528

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCCN=C(O)[C@H](CC1=CC=C(O)C=C1)N=C(O)[C@H]1O[C@@H]1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H23N3O6/c18-7-1-2-8-19-15(22)12(9-10-3-5-11(21)6-4-10)20-16(23)13-14(26-13)17(24)25/h3-6,12-14,21H,1-2,7-9,18H2,(H,19,22)(H,20,23)(H,24,25)/t12-,13-,14-/m0/s1

> <INCHI_KEY>
JAJMETBQBCMJSZ-IHRRRGAJSA-N

> <FORMULA>
C17H23N3O6

> <MOLECULAR_WEIGHT>
365.386

> <EXACT_MASS>
365.158685473

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
49

> <JCHEM_AVERAGE_POLARIZABILITY>
37.39080087416801

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-3-{[(1S)-1-[(4-aminobutyl)-C-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

> <JCHEM_LOGP>
-4.180567091960026

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.7714793000604296

> <JCHEM_PKA_STRONGEST_ACIDIC>
-4.729236190355729

> <JCHEM_PKA_STRONGEST_BASIC>
12.156197583424774

> <JCHEM_POLAR_SURFACE_AREA>
161.26

> <JCHEM_REFRACTIVITY>
91.8227

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-3-{[(1S)-1-[(4-aminobutyl)-C-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  N   UNK     0       0.000  -9.240   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.334  -8.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  -8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       6.668  -8.470   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.335  -6.160   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003  -2.310   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      13.337  -1.540   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      12.003  -3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.669  -4.620   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       9.336  -6.930   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       8.002  -9.240   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.209  -9.240   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      11.439 -10.574   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.439 -12.114   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      10.106 -12.884   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      12.773 -12.884   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   18                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   11                                                       
CONECT   18    9   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21   23                                                       
CONECT   23   22   21   24                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₃N₃O₆

Average Mass

365.3860 Da

Monoisotopic Mass

365.15869 Da

IUPAC Name

(2S,3S)-3-{[(1S)-1-[(4-aminobutyl)-C-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

Traditional Name

(2S,3S)-3-{[(1S)-1-[(4-aminobutyl)-C-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-C-hydroxycarbonimidoyl}oxirane-2-carboxylic acid

CAS Registry Number

Not Available

SMILES

NCCCCN=C(O)[C@H](CC1=CC=C(O)C=C1)N=C(O)[C@H]1O[C@@H]1C(O)=O

InChI Identifier

InChI=1S/C17H23N3O6/c18-7-1-2-8-19-15(22)12(9-10-3-5-11(21)6-4-10)20-16(23)13-14(26-13)17(24)25/h3-6,12-14,21H,1-2,7-9,18H2,(H,19,22)(H,20,23)(H,24,25)/t12-,13-,14-/m0/s1

InChI Key

JAJMETBQBCMJSZ-IHRRRGAJSA-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, 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
Microascus longirostris	LOTUS Database	35616633
Penicillium citrinum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tyrosine and derivatives. Tyrosine and derivatives are compounds containing tyrosine or a derivative thereof resulting from reaction of tyrosine 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

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Amphetamine or derivatives
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Oxirane carboxylic acid
Benzenoid
Oxirane carboxylic acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Oxacycle
Organoheterocyclic compound
Hydrocarbon derivative
Organic oxygen compound
Amine
Organic nitrogen compound
Primary aliphatic amine
Organopnictogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organic oxide
Primary amine
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

monocarboxylic acid (CHEBI:65600 )
epoxide (CHEBI:65600 )
phenols (CHEBI:65600 )
dicarboxylic acid monoamide (CHEBI:65600 )
primary amino compound (CHEBI:65600 )

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	-4.2	ChemAxon
pKa (Strongest Acidic)	-4.7	ChemAxon
pKa (Strongest Basic)	12.16	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	161.26 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	91.82 m³·mol⁻¹	ChemAxon
Polarizability	37.39 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10223767

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

21597398

PDB ID

Not Available

ChEBI ID

65600

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid (NP0290528)

MOL for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D MOL for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D SDF for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D-SDF for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

PDB for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D PDB for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

SMILES for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

INCHI for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

Structure for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)

3D Structure for NP0290528 ((2s,3s)-3-{[(1s)-1-[(4-aminobutyl)-c-hydroxycarbonimidoyl]-2-(4-hydroxyphenyl)ethyl]-c-hydroxycarbonimidoyl}oxirane-2-carboxylic acid)