Np mrd loader

Showing NP-Card for L-4-hydroxyphenylglycine (NP0002823)

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Record Information
Version2.0
Created at2020-11-23 19:41:19 UTC
Updated at2021-08-12 19:52:15 UTC
NP-MRD IDNP0002823
Secondary Accession NumbersNone
Natural Product Identification
Common NameL-4-hydroxyphenylglycine
Provided ByBMRBBMRB logo
Description L-4-hydroxyphenylglycine is found in Daphnia pulex. L-4-hydroxyphenylglycine was first documented in 2002 (PMID: 11932455). Based on a literature review very few articles have been published on Oxfenicine.
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002823 (L-4-hydroxyphenylglycine)


     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.3243   -2.1076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717   -0.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    0.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    1.6445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6826    1.0843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -0.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0115    1.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    1.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5235    0.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9553    1.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951   -0.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7634   -1.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3406   -3.2109    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2945   -2.4753    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034   -1.1232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1300    2.5161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7195    2.0685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7487    3.1461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    0.0974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2984   -1.8136    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6558   -2.3329    0.0000 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
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  5 16  1  0
  7 17  1  0
  8 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

3D MOL for NP0002823 (L-4-hydroxyphenylglycine)

NP0002823
     RDKit          3D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.9158   -1.3917   -1.1051 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637   -0.7127    0.1380 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5623    0.2964    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405    0.4914   -0.3563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5529    1.1029    1.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -0.2449    0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2827    0.9922    0.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402    1.3191    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527    0.4028   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973    0.7326   -0.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998   -0.8498   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -1.1681   -0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.9790   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252   -1.4385   -1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6258   -1.5061    0.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462    2.0808    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366    1.7008    0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9155    2.3106    0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5483    0.5681    0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -1.5469   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4742   -2.1604   -0.7158 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
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  5 16  1  0
  7 17  1  0
  8 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

3D SDF for NP0002823 (L-4-hydroxyphenylglycine)


     RDKit          2D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.3243   -2.1076    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7717   -0.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2190    0.7559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5818    1.6445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6826    1.0843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3399   -0.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0115    1.2351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4202    1.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5235    0.6662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9553    1.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1951   -0.7974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7634   -1.2447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3406   -3.2109    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2945   -2.4753    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034   -1.1232    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1300    2.5161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7195    2.0685    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7487    3.1461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    0.0974    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2984   -1.8136    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6558   -2.3329    0.0000 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
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  5 16  1  0
  7 17  1  0
  8 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
M  END
> <DATABASE_ID>
NP0002823

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1

> <INCHI_KEY>
LJCWONGJFPCTTL-ZETCQYMHSA-N

> <FORMULA>
C8H9NO3

> <MOLECULAR_WEIGHT>
167.162

> <EXACT_MASS>
167.058243159

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
16.17882534183011

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-2-(4-hydroxyphenyl)acetic acid

> <ALOGPS_LOGP>
-2.44

> <JCHEM_LOGP>
-1.7768551612088122

> <ALOGPS_LOGS>
-1.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.588308589045006

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7398199298342552

> <JCHEM_PKA_STRONGEST_BASIC>
8.745202161521709

> <JCHEM_POLAR_SURFACE_AREA>
83.55

> <JCHEM_REFRACTIVITY>
42.342200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxfenicine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for NP0002823 (L-4-hydroxyphenylglycine)

NP0002823
     RDKit          3D

 21 21  0  0  0  0  0  0  0  0999 V2000
   -1.9158   -1.3917   -1.1051 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5637   -0.7127    0.1380 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.5623    0.2964    0.4432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5405    0.4914   -0.3563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5529    1.1029    1.5712 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -0.2449    0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2827    0.9922    0.4583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402    1.3191    0.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5527    0.4028   -0.1204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8973    0.7326   -0.2170 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0998   -0.8498   -0.5019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7626   -1.1681   -0.4023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7881   -0.9790   -1.5208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1252   -1.4385   -1.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6258   -1.5061    0.9381 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7462    2.0808    1.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4366    1.7008    0.8301 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9155    2.3106    0.6740 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5483    0.5681    0.5518 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -1.5469   -0.8755 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4742   -2.1604   -0.7158 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
  3  5  1  0
  2  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12  6  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  1
  5 16  1  0
  7 17  1  0
  8 18  1  0
 10 19  1  0
 11 20  1  0
 12 21  1  0
M  END
Download

PDB for NP0002823 (L-4-hydroxyphenylglycine)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       2.667  -4.620   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11    6                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for NP0002823 (L-4-hydroxyphenylglycine)

COMPND    NP0002823
HETATM    1  N1  UNL     1      -1.916  -1.392  -1.105  1.00  0.00           N  
HETATM    2  C1  UNL     1      -1.564  -0.713   0.138  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.562   0.296   0.443  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.540   0.491  -0.356  1.00  0.00           O  
HETATM    5  O2  UNL     1      -2.553   1.103   1.571  1.00  0.00           O  
HETATM    6  C3  UNL     1      -0.167  -0.245   0.082  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.283   0.992   0.458  1.00  0.00           C  
HETATM    8  C5  UNL     1       1.640   1.319   0.359  1.00  0.00           C  
HETATM    9  C6  UNL     1       2.553   0.403  -0.120  1.00  0.00           C  
HETATM   10  O3  UNL     1       3.897   0.733  -0.217  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.100  -0.850  -0.502  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.763  -1.168  -0.402  1.00  0.00           C  
HETATM   13  H1  UNL     1      -2.788  -0.979  -1.521  1.00  0.00           H  
HETATM   14  H2  UNL     1      -1.125  -1.438  -1.769  1.00  0.00           H  
HETATM   15  H3  UNL     1      -1.626  -1.506   0.938  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.746   2.081   1.538  1.00  0.00           H  
HETATM   17  H5  UNL     1      -0.437   1.701   0.830  1.00  0.00           H  
HETATM   18  H6  UNL     1       1.915   2.311   0.674  1.00  0.00           H  
HETATM   19  H7  UNL     1       4.548   0.568   0.552  1.00  0.00           H  
HETATM   20  H8  UNL     1       2.851  -1.547  -0.876  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.474  -2.160  -0.716  1.00  0.00           H  
CONECT    1    2   13   14
CONECT    2    3    6   15
CONECT    3    4    4    5
CONECT    5   16
CONECT    6    7    7   12
CONECT    7    8   17
CONECT    8    9    9   18
CONECT    9   10   11
CONECT   10   19
CONECT   11   12   12   20
CONECT   12   21
END
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SMILES for NP0002823 (L-4-hydroxyphenylglycine)

N[C@H](C(O)=O)C1=CC=C(O)C=C1
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INCHI for NP0002823 (L-4-hydroxyphenylglycine)

InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1
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View in JSmol
Synonyms
ValueSource
(2S)-Amino(4-hydroxyphenyl)ethanoic acidChEBI
(2S)-Amino(4-hydroxyphenyl)ethanoateGenerator
4-Hydroxyphenylglycine, (+-)-isomerMeSH
4-Hydroxyphenylglycine, monosodium saltMeSH
4-Hydroxyphenylglycine, (R)-isomerMeSH
4-Hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (R)-isomerMeSH
4-Hydroxyphenylglycine, 4-methylbenzenesulfonate, (+-)-isomerMeSH
(R,S)-3HPGMeSH
4-HydroxyphenylglycineMeSH
4-Hydroxyphenylglycine hydrobromide, (+-)-isomerMeSH
4-Hydroxyphenylglycine hydrochloride, (R)-isomerMeSH
D-P-HydroxyphenylglycineMeSH
P-HydroxyphenylglycineMeSH
4-Hydroxyphenylglycine perchlorate, (+-)-isomerMeSH
4-Hydroxyphenylglycine, (S)-isomerMeSH
4-Hydroxyphenylglycine, 2,4-dimethylbenzenesulfonate, (+-)-isomerMeSH
4-Hydroxyphenylglycine, 4-methylbenzenesulfonate, (S)-isomerMeSH
4-Hydroxyphenylglycine, monosodium salt, (R)-isomerMeSH
L-4-HydroxyphenylglycineMeSH
OxfenicineMeSH
Chemical FormulaC8H9NO3
Average Mass167.1620 Da
Monoisotopic Mass167.05824 Da
IUPAC Name(2S)-2-amino-2-(4-hydroxyphenyl)acetic acid
Traditional Nameoxfenicine
CAS Registry NumberNot Available
SMILES
N[C@H](C(O)=O)C1=CC=C(O)C=C1
InChI Identifier
InChI=1S/C8H9NO3/c9-7(8(11)12)5-1-3-6(10)4-2-5/h1-4,7,10H,9H2,(H,11,12)/t7-/m0/s1
InChI KeyLJCWONGJFPCTTL-ZETCQYMHSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Daphnia pulexLOTUS Database
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Aralkylamine
  • Monocyclic benzene moiety
  • Benzenoid
  • Amino acid
  • Carboxylic acid
  • Monocarboxylic acid or derivatives
  • Amine
  • Hydrocarbon derivative
  • Primary amine
  • Organic oxide
  • Organooxygen compound
  • Organonitrogen compound
  • Organopnictogen compound
  • Primary aliphatic amine
  • Organic oxygen compound
  • Carbonyl group
  • Organic nitrogen compound
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP-2.4ALOGPS
logP-1.8ChemAxon
logS-1.4ALOGPS
pKa (Strongest Acidic)1.74ChemAxon
pKa (Strongest Basic)8.75ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area83.55 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity42.34 m³·mol⁻¹ChemAxon
Polarizability16.18 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDNot Available
DrugBank IDDB04291
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID33241
KEGG Compound IDC12323
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID31755
Good Scents IDNot Available
References
General References
  1. Recktenwald J, Shawky R, Puk O, Pfennig F, Keller U, Wohlleben W, Pelzer S: Nonribosomal biosynthesis of vancomycin-type antibiotics: a heptapeptide backbone and eight peptide synthetase modules. Microbiology (Reading). 2002 Apr;148(Pt 4):1105-1118. doi: 10.1099/00221287-148-4-1105. [PubMed:11932455 ]