NP-MRD: Showing NP-Card for (2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid (NP0285252)

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Record Information

Version

2.0

Created at

2022-09-09 13:20:26 UTC

Updated at

2022-09-09 13:20:26 UTC

NP-MRD ID

NP0285252

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid

Description

S-(4-Hydroxybenzyl)glutathione belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. (2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid is found in Gastrodia elata. Based on a literature review very few articles have been published on S-(4-Hydroxybenzyl)glutathione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309092215202D          

 28 28  0  0  1  0            999 V2000
   -1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    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   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  4  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END

     RDKit          3D

 51 51  0  0  0  0  0  0  0  0999 V2000
   -5.9686   -2.3336   -0.5451 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7059   -2.1521    0.2536 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5859   -2.5166   -0.6441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2332   -2.5266   -0.1487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5483   -1.3765    0.3912 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4811   -1.0826    1.7639 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9450   -0.5344   -0.4103 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2248    0.6104    0.0441 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7053    0.9897   -1.1277 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7759   -0.3311   -1.6423 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.4557    0.2302   -1.8805 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4171   -0.5018   -1.0082 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0041   -1.6590   -1.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9146   -2.3417   -0.7461 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2594   -1.8915    0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1850   -2.6066    1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6773   -0.7423    1.0121 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7646   -0.0695    0.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9911    1.8189    0.3539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9613    1.7073    1.4195 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8393    2.9027   -0.2283 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3553    4.1958   -0.2015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6308    5.0133    0.8122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878    4.4780    1.5894 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8481    6.3749    0.9258 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7481   -0.7017    0.5627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2916   -0.2007    1.6009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3227    0.1841   -0.3489 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2787   -3.3254   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7728   -2.1515   -1.5541 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8352   -2.7610    1.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6380   -1.8380   -1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7799   -3.5496   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5353   -2.9748   -0.9800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1413   -3.3751    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5974   -0.8466    2.2023 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4693    0.3069    0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2242    1.8985   -0.7758 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0099    1.2485   -1.9763 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7931    0.0606   -2.9513 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5812    1.3105   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7347   -2.0094   -2.5033 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3749   -3.2398   -1.1354 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4247   -2.2739    2.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9668   -0.4168    1.9858 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3338    0.8382    0.6762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7605    2.3539    1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4675    4.2580   -0.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1954    4.7603   -1.1791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7061    6.9393    0.0883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8702   -0.1498   -1.1365 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
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  2  0
  8 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 22 23  1  0
 23 25  1  0
 23 24  2  0
  2 26  1  0
 26 28  1  0
 26 27  2  0
 18 12  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  1
  3 32  1  0
  3 33  1  0
  4 34  1  0
  4 35  1  0
  6 36  1  0
  8 37  1  1
  9 38  1  0
  9 39  1  0
 11 40  1  0
 11 41  1  0
 13 42  1  0
 14 43  1  0
 16 44  1  0
 17 45  1  0
 18 46  1  0
 20 47  1  0
 22 48  1  0
 22 49  1  0
 25 50  1  0
 28 51  1  0
M  END


  Mrv1652309092215202D          

 28 28  0  0  1  0            999 V2000
   -1.4289   -4.1250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.1434   -5.3625    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   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4302   -5.3625    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -6.6000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  6  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  4  0  0  0
  5  7  2  0  0  0  0
  8  7  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 12 18  1  0  0  0  0
  8 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  4  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  2 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0285252

> <DATABASE_NAME>
NP-MRD

> <SMILES>
N[C@@H](CCC(O)=N[C@@H](CSCC1=CC=C(O)C=C1)C(O)=NCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C17H23N3O7S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-28-8-10-1-3-11(21)4-2-10/h1-4,12-13,21H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t12-,13-/m0/s1

> <INCHI_KEY>
GZQWDMACVJFPRW-STQMWFEESA-N

> <FORMULA>
C17H23N3O7S

> <MOLECULAR_WEIGHT>
413.45

> <EXACT_MASS>
413.125671267

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
41.789172421135646

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <JCHEM_LOGP>
-1.6513940312523538

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.3523144932079285

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.922992442519341

> <JCHEM_PKA_STRONGEST_BASIC>
9.816883838697823

> <JCHEM_POLAR_SURFACE_AREA>
186.02999999999997

> <JCHEM_REFRACTIVITY>
101.452

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1R)-1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-C-hydroxycarbonimidoyl}butanoic 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      -2.667  -7.700   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      -2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001 -10.010   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      -6.668 -11.550   0.000  0.00  0.00           O+0
HETATM    7  N   UNK     0      -8.002  -9.240   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -9.336 -10.010   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   10  S   UNK     0     -12.003 -10.010   0.000  0.00  0.00           S+0
HETATM   11  C   UNK     0     -13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -14.670 -10.010   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -14.670 -11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0     -18.672 -12.320   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0     -17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0     -10.669 -12.320   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      -8.002 -12.320   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -8.002 -13.860   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.668 -14.630   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -6.668 -16.170   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -1.334 -11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   26                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7    9   19                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   18                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   12                                                       
CONECT   19    8   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
CONECT   26    2   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₇H₂₃N₃O₇S

Average Mass

413.4500 Da

Monoisotopic Mass

413.12567 Da

IUPAC Name

(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1R)-1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CCC(O)=N[C@@H](CSCC1=CC=C(O)C=C1)C(O)=NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C17H23N3O7S/c18-12(17(26)27)5-6-14(22)20-13(16(25)19-7-15(23)24)9-28-8-10-1-3-11(21)4-2-10/h1-4,12-13,21H,5-9,18H2,(H,19,25)(H,20,22)(H,23,24)(H,26,27)/t12-,13-/m0/s1

InChI Key

GZQWDMACVJFPRW-STQMWFEESA-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
Gastrodia elata	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Cysteine or derivatives
Alpha-amino acid amide
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Phenol
1-hydroxy-2-unsubstituted benzenoid
Monocyclic benzene moiety
Fatty acyl
Dicarboxylic acid or derivatives
Benzenoid
Fatty amide
N-acyl-amine
Amino acid
Amino acid or derivatives
Carboxamide group
Secondary carboxylic acid amide
Thioether
Sulfenyl compound
Dialkylthioether
Carboxylic acid
Organic nitrogen compound
Primary aliphatic amine
Organic oxide
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Amine
Primary amine
Organosulfur compound
Organonitrogen compound
Organooxygen compound
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	-1.7	ChemAxon
pKa (Strongest Acidic)	1.92	ChemAxon
pKa (Strongest Basic)	9.82	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.03 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	101.45 m³·mol⁻¹	ChemAxon
Polarizability	41.79 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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

8539845

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10364396

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid (NP0285252)

MOL for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D MOL for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D SDF for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D-SDF for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

PDB for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D PDB for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

SMILES for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

INCHI for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

Structure for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)

3D Structure for NP0285252 ((2s)-2-amino-4-{[(1r)-1-(carboxymethyl-c-hydroxycarbonimidoyl)-2-{[(4-hydroxyphenyl)methyl]sulfanyl}ethyl]-c-hydroxycarbonimidoyl}butanoic acid)