NP-MRD: Showing NP-Card for catechoserine (NP0041490)

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Record Information

Version

1.0

Created at

2021-06-20 23:23:34 UTC

Updated at

2021-06-30 00:16:02 UTC

NP-MRD ID

NP0041490

Secondary Accession Numbers

None

Natural Product Identification

Common Name

catechoserine

Provided By

JEOL Database JEOL Logo

Description

Catechoserine belongs to the class of organic compounds known as hippuric acids and derivatives. Hippuric acids and derivatives are compounds containing a hippuric acid or a derivative, with a structure characterized the presence of a benzoyl group linked to the N-terminal of a glycine. catechoserine is found in Streptomyces sp. It was first documented in 2012 (Igarashi, Y., et al.). Based on a literature review very few articles have been published on Catechoserine.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306212101233D          

 40 40  0  0  0  0            999 V2000
    3.4661    6.4699    0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9014    5.2526    0.2549 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0036    4.4551   -0.4461 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4518    3.2476   -1.1991 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8663    2.3367   -0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    1.2197   -0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    0.9597   -2.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    0.3133    0.2516 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8425   -0.4026    1.0142 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4285   -0.7767    2.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.6258   -0.4177 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.4688    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519   -1.5088    1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -2.3430   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466   -2.6235   -1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -3.4418   -2.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7467   -3.9925   -1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -3.7303   -0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -4.2824    0.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -2.9219    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3373   -2.7473    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    6.1741    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    7.1440    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628    7.0263    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    4.6207    0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    5.5809   -0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5371    5.1031   -1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    4.1135    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6965    3.5673   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714    2.7441   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055    0.9210    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.2422    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696   -1.3070    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.1869    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7621   -0.5527   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132   -2.2391   -2.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771   -3.6550   -3.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -4.6278   -2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425   -3.9687    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -2.2614    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
  6  5  1  0  0  0  0
 14 20  2  0  0  0  0
  5  4  1  0  0  0  0
 20 18  1  0  0  0  0
  4  3  1  0  0  0  0
 18 17  2  0  0  0  0
  3  2  1  0  0  0  0
 14 12  1  0  0  0  0
  2  1  1  0  0  0  0
 16 15  2  0  0  0  0
  6  7  2  0  0  0  0
 12 11  1  0  0  0  0
 12 13  2  0  0  0  0
 20 21  1  0  0  0  0
 11  8  1  0  0  0  0
 18 19  1  0  0  0  0
 15 14  1  0  0  0  0
  8  9  1  0  0  0  0
  8  6  1  0  0  0  0
  9 10  1  0  0  0  0
 17 38  1  0  0  0  0
 16 37  1  0  0  0  0
 15 36  1  0  0  0  0
 11 35  1  0  0  0  0
  8 31  1  1  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  2 25  1  0  0  0  0
  2 26  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 21 40  1  0  0  0  0
 19 39  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
 10 34  1  0  0  0  0
M  END

     RDKit          3D

 40 40  0  0  0  0  0  0  0  0999 V2000
    3.4661    6.4699    0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9014    5.2526    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    4.4551   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518    3.2476   -1.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8663    2.3367   -0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    1.2197   -0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    0.9597   -2.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    0.3133    0.2516 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8425   -0.4026    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285   -0.7767    2.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.6258   -0.4177 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.4688    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519   -1.5088    1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -2.3430   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466   -2.6235   -1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -3.4418   -2.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7467   -3.9925   -1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -3.7303   -0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -4.2824    0.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -2.9219    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3373   -2.7473    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    6.1741    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    7.1440    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628    7.0263    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    4.6207    0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    5.5809   -0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5371    5.1031   -1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    4.1135    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6965    3.5673   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714    2.7441   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055    0.9210    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.2422    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696   -1.3070    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.1869    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7621   -0.5527   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132   -2.2391   -2.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771   -3.6550   -3.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -4.6278   -2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425   -3.9687    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -2.2614    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
  6  5  1  0
 14 20  2  0
  5  4  1  0
 20 18  1  0
  4  3  1  0
 18 17  2  0
  3  2  1  0
 14 12  1  0
  2  1  1  0
 16 15  2  0
  6  7  2  0
 12 11  1  0
 12 13  2  0
 20 21  1  0
 11  8  1  0
 18 19  1  0
 15 14  1  0
  8  9  1  0
  8  6  1  0
  9 10  1  0
 17 38  1  0
 16 37  1  0
 15 36  1  0
 11 35  1  0
  8 31  1  1
  4 29  1  0
  4 30  1  0
  3 27  1  0
  3 28  1  0
  2 25  1  0
  2 26  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 21 40  1  0
 19 39  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
M  END


  Mrv1652306212101233D          

 40 40  0  0  0  0            999 V2000
    3.4661    6.4699    0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9014    5.2526    0.2549 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0036    4.4551   -0.4461 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4518    3.2476   -1.1991 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8663    2.3367   -0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    1.2197   -0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    0.9597   -2.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    0.3133    0.2516 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8425   -0.4026    1.0142 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4285   -0.7767    2.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.6258   -0.4177 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.4688    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519   -1.5088    1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -2.3430   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466   -2.6235   -1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -3.4418   -2.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7467   -3.9925   -1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -3.7303   -0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -4.2824    0.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -2.9219    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3373   -2.7473    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    6.1741    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    7.1440    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628    7.0263    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    4.6207    0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    5.5809   -0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5371    5.1031   -1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    4.1135    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6965    3.5673   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714    2.7441   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055    0.9210    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.2422    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696   -1.3070    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.1869    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7621   -0.5527   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132   -2.2391   -2.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771   -3.6550   -3.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -4.6278   -2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425   -3.9687    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -2.2614    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0  0  0  0
  6  5  1  0  0  0  0
 14 20  2  0  0  0  0
  5  4  1  0  0  0  0
 20 18  1  0  0  0  0
  4  3  1  0  0  0  0
 18 17  2  0  0  0  0
  3  2  1  0  0  0  0
 14 12  1  0  0  0  0
  2  1  1  0  0  0  0
 16 15  2  0  0  0  0
  6  7  2  0  0  0  0
 12 11  1  0  0  0  0
 12 13  2  0  0  0  0
 20 21  1  0  0  0  0
 11  8  1  0  0  0  0
 18 19  1  0  0  0  0
 15 14  1  0  0  0  0
  8  9  1  0  0  0  0
  8  6  1  0  0  0  0
  9 10  1  0  0  0  0
 17 38  1  0  0  0  0
 16 37  1  0  0  0  0
 15 36  1  0  0  0  0
 11 35  1  0  0  0  0
  8 31  1  1  0  0  0
  4 29  1  0  0  0  0
  4 30  1  0  0  0  0
  3 27  1  0  0  0  0
  3 28  1  0  0  0  0
  2 25  1  0  0  0  0
  2 26  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 21 40  1  0  0  0  0
 19 39  1  0  0  0  0
  9 32  1  0  0  0  0
  9 33  1  0  0  0  0
 10 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0041490

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C(C(=O)N([H])[C@]([H])(C(=O)OC([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])O[H])=C1O[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H19NO6/c1-2-3-7-21-14(20)10(8-16)15-13(19)9-5-4-6-11(17)12(9)18/h4-6,10,16-18H,2-3,7-8H2,1H3,(H,15,19)/t10-/m0/s1

> <INCHI_KEY>
CFRJTGLORYFCRY-JTQLQIEISA-N

> <FORMULA>
C14H19NO6

> <MOLECULAR_WEIGHT>
297.307

> <EXACT_MASS>
297.121237336

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.675279498294948

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
butyl (2S)-2-[(2,3-dihydroxyphenyl)formamido]-3-hydroxypropanoate

> <ALOGPS_LOGP>
1.04

> <JCHEM_LOGP>
1.5600621873333336

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.915376294614992

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.299680838777283

> <JCHEM_PKA_STRONGEST_BASIC>
-2.0259489042648346

> <JCHEM_POLAR_SURFACE_AREA>
116.09

> <JCHEM_REFRACTIVITY>
74.7598

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
butyl (2S)-2-[(2,3-dihydroxyphenyl)formamido]-3-hydroxypropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 40 40  0  0  0  0  0  0  0  0999 V2000
    3.4661    6.4699    0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9014    5.2526    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    4.4551   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518    3.2476   -1.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8663    2.3367   -0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    1.2197   -0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    0.9597   -2.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    0.3133    0.2516 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8425   -0.4026    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285   -0.7767    2.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.6258   -0.4177 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.4688    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519   -1.5088    1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -2.3430   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466   -2.6235   -1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -3.4418   -2.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7467   -3.9925   -1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -3.7303   -0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -4.2824    0.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -2.9219    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3373   -2.7473    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    6.1741    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    7.1440    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628    7.0263    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    4.6207    0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    5.5809   -0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5371    5.1031   -1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    4.1135    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6965    3.5673   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714    2.7441   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055    0.9210    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.2422    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696   -1.3070    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.1869    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7621   -0.5527   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132   -2.2391   -2.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771   -3.6550   -3.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -4.6278   -2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425   -3.9687    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -2.2614    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
  6  5  1  0
 14 20  2  0
  5  4  1  0
 20 18  1  0
  4  3  1  0
 18 17  2  0
  3  2  1  0
 14 12  1  0
  2  1  1  0
 16 15  2  0
  6  7  2  0
 12 11  1  0
 12 13  2  0
 20 21  1  0
 11  8  1  0
 18 19  1  0
 15 14  1  0
  8  9  1  0
  8  6  1  0
  9 10  1  0
 17 38  1  0
 16 37  1  0
 15 36  1  0
 11 35  1  0
  8 31  1  1
  4 29  1  0
  4 30  1  0
  3 27  1  0
  3 28  1  0
  2 25  1  0
  2 26  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 21 40  1  0
 19 39  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
M  END

HEADER    PROTEIN                                 21-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUN-21         0                                  
HETATM    1  C   UNK     0       3.466   6.470   0.970  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.901   5.253   0.255  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.004   4.455  -0.446  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.452   3.248  -1.199  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.866   2.337  -0.259  0.00  0.00           O+0
HETATM    6  C   UNK     0       2.326   1.220  -0.816  0.00  0.00           C+0
HETATM    7  O   UNK     0       2.316   0.960  -2.015  0.00  0.00           O+0
HETATM    8  C   UNK     0       1.721   0.313   0.252  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.842  -0.403   1.014  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.429  -0.777   2.329  0.00  0.00           O+0
HETATM   11  N   UNK     0       0.804  -0.626  -0.418  0.00  0.00           N+0
HETATM   12  C   UNK     0      -0.031  -1.469   0.272  0.00  0.00           C+0
HETATM   13  O   UNK     0      -0.052  -1.509   1.501  0.00  0.00           O+0
HETATM   14  C   UNK     0      -0.952  -2.343  -0.505  0.00  0.00           C+0
HETATM   15  C   UNK     0      -0.747  -2.624  -1.866  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.643  -3.442  -2.566  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.747  -3.993  -1.917  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.939  -3.730  -0.569  0.00  0.00           C+0
HETATM   19  O   UNK     0      -4.015  -4.282   0.066  0.00  0.00           O+0
HETATM   20  C   UNK     0      -2.053  -2.922   0.143  0.00  0.00           C+0
HETATM   21  O   UNK     0      -2.337  -2.747   1.477  0.00  0.00           O+0
HETATM   22  H   UNK     0       4.193   6.174   1.734  0.00  0.00           H+0
HETATM   23  H   UNK     0       3.963   7.144   0.265  0.00  0.00           H+0
HETATM   24  H   UNK     0       2.663   7.026   1.463  0.00  0.00           H+0
HETATM   25  H   UNK     0       2.382   4.621   0.984  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.156   5.581  -0.479  0.00  0.00           H+0
HETATM   27  H   UNK     0       4.537   5.103  -1.151  0.00  0.00           H+0
HETATM   28  H   UNK     0       4.726   4.114   0.305  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.696   3.567  -1.927  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.271   2.744  -1.725  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.105   0.921   0.925  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.719   0.242   1.137  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.170  -1.307   0.490  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.540  -1.187   2.249  0.00  0.00           H+0
HETATM   35  H   UNK     0       0.762  -0.553  -1.429  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.113  -2.239  -2.406  0.00  0.00           H+0
HETATM   37  H   UNK     0      -1.477  -3.655  -3.620  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.446  -4.628  -2.453  0.00  0.00           H+0
HETATM   39  H   UNK     0      -3.942  -3.969   0.991  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.582  -2.261   1.880  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    3    1   25   26                                             
CONECT    3    4    2   27   28                                             
CONECT    4    5    3   29   30                                             
CONECT    5    6    4                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8   11    9    6   31                                             
CONECT    9    8   10   32   33                                             
CONECT   10    9   34                                                       
CONECT   11   12    8   35                                                  
CONECT   12   14   11   13                                                  
CONECT   13   12                                                            
CONECT   14   20   12   15                                                  
CONECT   15   16   14   36                                                  
CONECT   16   17   15   37                                                  
CONECT   17   16   18   38                                                  
CONECT   18   20   17   19                                                  
CONECT   19   18   39                                                       
CONECT   20   14   18   21                                                  
CONECT   21   20   40                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    2                                                            
CONECT   26    2                                                            
CONECT   27    3                                                            
CONECT   28    3                                                            
CONECT   29    4                                                            
CONECT   30    4                                                            
CONECT   31    8                                                            
CONECT   32    9                                                            
CONECT   33    9                                                            
CONECT   34   10                                                            
CONECT   35   11                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   19                                                            
CONECT   40   21                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   80    0
END

RDKit          3D

40 40  0  0  0  0  0  0  0  0999 V2000
    3.4661    6.4699    0.9702 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9014    5.2526    0.2549 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0036    4.4551   -0.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4518    3.2476   -1.1991 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8663    2.3367   -0.2592 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3259    1.2197   -0.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3155    0.9597   -2.0152 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7211    0.3133    0.2516 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8425   -0.4026    1.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4285   -0.7767    2.3289 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8037   -0.6258   -0.4177 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0307   -1.4688    0.2715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0519   -1.5088    1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9520   -2.3430   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7466   -2.6235   -1.8662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6433   -3.4418   -2.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7467   -3.9925   -1.9168 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9389   -3.7303   -0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0154   -4.2824    0.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0528   -2.9219    0.1429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3373   -2.7473    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1927    6.1741    1.7336 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9629    7.1440    0.2652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6628    7.0263    1.4632 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3816    4.6207    0.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1565    5.5809   -0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5371    5.1031   -1.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7263    4.1135    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6965    3.5673   -1.9265 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2714    2.7441   -1.7249 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1055    0.9210    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7187    0.2422    1.1370 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1696   -1.3070    0.4895 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5395   -1.1869    2.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7621   -0.5527   -1.4289 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1132   -2.2391   -2.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4771   -3.6550   -3.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4459   -4.6278   -2.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9425   -3.9687    0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5819   -2.2614    1.8795 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
  6  5  1  0
 14 20  2  0
  5  4  1  0
 20 18  1  0
  4  3  1  0
 18 17  2  0
  3  2  1  0
 14 12  1  0
  2  1  1  0
 16 15  2  0
  6  7  2  0
 12 11  1  0
 12 13  2  0
 20 21  1  0
 11  8  1  0
 18 19  1  0
 15 14  1  0
  8  9  1  0
  8  6  1  0
  9 10  1  0
 17 38  1  0
 16 37  1  0
 15 36  1  0
 11 35  1  0
  8 31  1  1
  4 29  1  0
  4 30  1  0
  3 27  1  0
  3 28  1  0
  2 25  1  0
  2 26  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
 21 40  1  0
 19 39  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₄H₁₉NO₆

Average Mass

297.3070 Da

Monoisotopic Mass

297.12124 Da

IUPAC Name

butyl (2S)-2-[(2,3-dihydroxyphenyl)formamido]-3-hydroxypropanoate

Traditional Name

butyl (2S)-2-[(2,3-dihydroxyphenyl)formamido]-3-hydroxypropanoate

CAS Registry Number

Not Available

SMILES

[H]OC1=C([H])C([H])=C([H])C(C(=O)N([H])[C@]([H])(C(=O)OC([H])([H])C([H])([H])C([H])([H])C([H])([H])[H])C([H])([H])O[H])=C1O[H]

InChI Identifier

InChI=1S/C14H19NO6/c1-2-3-7-21-14(20)10(8-16)15-13(19)9-5-4-6-11(17)12(9)18/h4-6,10,16-18H,2-3,7-8H2,1H3,(H,15,19)/t10-/m0/s1

InChI Key

CFRJTGLORYFCRY-JTQLQIEISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Streptomyces sp.	JEOL database	Igarashi, Y., et al, J. Antibiotics 65, 207 (2012)

Chemical Taxonomy

Classification

Not classified

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	1.04	ALOGPS
logP	1.56	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	8.3	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	116.09 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	74.76 m³·mol⁻¹	ChemAxon
Polarizability	30.68 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57408306

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Igarashi, Y., et al. (2012). Igarashi, Y., et al, J. Antibiotics 65, 207 (2012). J. Antibiotics.

Showing NP-Card for catechoserine (NP0041490)

MOL for NP0041490 (catechoserine)

3D MOL for NP0041490 (catechoserine)

3D SDF for NP0041490 (catechoserine)

3D-SDF for NP0041490 (catechoserine)

PDB for NP0041490 (catechoserine)

3D PDB for NP0041490 (catechoserine)

SMILES for NP0041490 (catechoserine)

INCHI for NP0041490 (catechoserine)

Structure for NP0041490 (catechoserine)

3D Structure for NP0041490 (catechoserine)