NP-MRD: Showing NP-Card for Strobilurin B (NP0021693)

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Record Information

Version

2.0

Created at

2021-01-06 06:58:04 UTC

Updated at

2021-07-15 17:37:01 UTC

NP-MRD ID

NP0021693

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Strobilurin B

Provided By

NPAtlas

Description

Strobilurin 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. Strobilurin B is found in Camaropella lutea, Favolaschia tonkinensis, Mycena galericulata, Strobilurus, Strobilurus tenacellus and Xerula pudens. Strobilurin B was first documented in 1977 (PMID: 563391). Based on a literature review a small amount of articles have been published on Strobilurin B (PMID: 20329738) (PMID: 11561403) (PMID: 16493822).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242105183D          

 41 41  0  0  0  0            999 V2000
   -5.6625   -2.2882   -0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5663   -1.9177    0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228   -0.6804    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.3455    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    1.0394   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873    1.6644   -0.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5287    1.9481   -0.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    3.3220   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.4741    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5380   -2.8168    0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5879   -1.4956    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -0.4195    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275   -0.6551    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871    0.4170    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2929    1.6811   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322    2.6090   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552    2.2811   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9225    3.4728   -0.5812 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9329    1.0012    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458    0.6171    0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5508   -0.6952    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200    0.1049    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0095   -3.3061   -0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -2.2732   -1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -1.5732   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6727    0.1874   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    3.5442   -1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    3.8538   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.7106    0.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310   -3.4931    1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900   -3.2560   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -2.7081    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -2.4636    0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    0.5582   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -1.6261    0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2813    1.9940   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549    3.6121   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -1.4257   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0290   -0.9874    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6338   -0.8087    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2005   -0.9093    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  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
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 14  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 22 41  1  0  0  0  0
M  END

     RDKit          3D

 41 41  0  0  0  0  0  0  0  0999 V2000
   -5.6625   -2.2882   -0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5663   -1.9177    0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228   -0.6804    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.3455    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    1.0394   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873    1.6644   -0.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5287    1.9481   -0.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    3.3220   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.4741    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5380   -2.8168    0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5879   -1.4956    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -0.4195    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275   -0.6551    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871    0.4170    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2929    1.6811   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322    2.6090   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552    2.2811   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9225    3.4728   -0.5812 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9329    1.0012    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458    0.6171    0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5508   -0.6952    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200    0.1049    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0095   -3.3061   -0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -2.2732   -1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -1.5732   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6727    0.1874   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    3.5442   -1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    3.8538   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.7106    0.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310   -3.4931    1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900   -3.2560   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -2.7081    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -2.4636    0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    0.5582   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -1.6261    0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2813    1.9940   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549    3.6121   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -1.4257   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0290   -0.9874    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6338   -0.8087    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2005   -0.9093    0.5907 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END


  Mrv1652306242105183D          

 41 41  0  0  0  0            999 V2000
   -5.6625   -2.2882   -0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5663   -1.9177    0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228   -0.6804    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.3455    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    1.0394   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873    1.6644   -0.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5287    1.9481   -0.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    3.3220   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.4741    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5380   -2.8168    0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5879   -1.4956    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -0.4195    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275   -0.6551    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871    0.4170    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2929    1.6811   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322    2.6090   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552    2.2811   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9225    3.4728   -0.5812 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9329    1.0012    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458    0.6171    0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5508   -0.6952    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200    0.1049    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0095   -3.3061   -0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -2.2732   -1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -1.5732   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6727    0.1874   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    3.5442   -1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    3.8538   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.7106    0.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310   -3.4931    1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900   -3.2560   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -2.7081    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -2.4636    0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    0.5582   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -1.6261    0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2813    1.9940   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549    3.6121   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -1.4257   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0290   -0.9874    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6338   -0.8087    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2005   -0.9093    0.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  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
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  2  0  0  0  0
 22 14  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  3 26  1  0  0  0  0
  8 27  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
 10 30  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
 11 33  1  0  0  0  0
 12 34  1  0  0  0  0
 13 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  0  0  0  0
 21 38  1  0  0  0  0
 21 39  1  0  0  0  0
 21 40  1  0  0  0  0
 22 41  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0021693

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]/C(/C(/[H])=C(\C(=C(\[H])OC([H])([H])[H])\C(=O)OC([H])([H])[H])/C([H])([H])[H])=C(/[H])C1=C([H])C([H])=C(Cl)C(OC([H])([H])[H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C17H19ClO4/c1-12(14(11-20-2)17(19)22-4)6-5-7-13-8-9-15(18)16(10-13)21-3/h5-11H,1-4H3/b7-5+,12-6-,14-11+

> <INCHI_KEY>
ZDIQYKMDNQULMX-PJUQCDRASA-N

> <FORMULA>
C17H19ClO4

> <MOLECULAR_WEIGHT>
322.79

> <EXACT_MASS>
322.0971868

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
35.4818046027467

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-(methoxymethylidene)-3-methylhexa-3,5-dienoate

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
3.7908100913333334

> <ALOGPS_LOGS>
-5.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5211738835636295

> <JCHEM_POLAR_SURFACE_AREA>
44.760000000000005

> <JCHEM_REFRACTIVITY>
89.4287

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-(methoxymethylidene)-3-methylhexa-3,5-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 41  0  0  0  0  0  0  0  0999 V2000
   -5.6625   -2.2882   -0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5663   -1.9177    0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228   -0.6804    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.3455    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    1.0394   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873    1.6644   -0.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5287    1.9481   -0.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    3.3220   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.4741    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5380   -2.8168    0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5879   -1.4956    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -0.4195    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275   -0.6551    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871    0.4170    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2929    1.6811   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322    2.6090   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552    2.2811   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9225    3.4728   -0.5812 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9329    1.0012    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458    0.6171    0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5508   -0.6952    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200    0.1049    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0095   -3.3061   -0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -2.2732   -1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -1.5732   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6727    0.1874   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    3.5442   -1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    3.8538   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.7106    0.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310   -3.4931    1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900   -3.2560   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -2.7081    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -2.4636    0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    0.5582   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -1.6261    0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2813    1.9940   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549    3.6121   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -1.4257   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0290   -0.9874    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6338   -0.8087    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2005   -0.9093    0.5907 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END

HEADER    PROTEIN                                 24-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-JUN-21         0                                  
HETATM    1  C   UNK     0      -5.662  -2.288  -0.630  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.566  -1.918   0.214  0.00  0.00           O+0
HETATM    3  C   UNK     0      -4.023  -0.680   0.066  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.687  -0.346   0.118  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.412   1.039  -0.077  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.387   1.664  -0.068  0.00  0.00           O+0
HETATM    7  O   UNK     0      -3.529   1.948  -0.344  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.288   3.322  -0.540  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.886  -1.474   0.441  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.538  -2.817   0.808  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.588  -1.496   0.492  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.310  -0.420   0.230  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.628  -0.655   0.365  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.587   0.417   0.107  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.293   1.681  -0.279  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.332   2.609  -0.486  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.655   2.281  -0.311  0.00  0.00           C+0
HETATM   18 Cl   UNK     0       5.923   3.473  -0.581  0.00  0.00          Cl+0
HETATM   19  C   UNK     0       4.933   1.001   0.079  0.00  0.00           C+0
HETATM   20  O   UNK     0       6.246   0.617   0.270  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.551  -0.695   0.670  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.920   0.105   0.278  0.00  0.00           C+0
HETATM   23  H   UNK     0      -6.010  -3.306  -0.413  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.359  -2.273  -1.706  0.00  0.00           H+0
HETATM   25  H   UNK     0      -6.503  -1.573  -0.537  0.00  0.00           H+0
HETATM   26  H   UNK     0      -4.673   0.187  -0.118  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.065   3.544  -1.604  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.217   3.854  -0.230  0.00  0.00           H+0
HETATM   29  H   UNK     0      -2.479   3.711   0.112  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.731  -3.493   1.219  0.00  0.00           H+0
HETATM   31  H   UNK     0      -2.890  -3.256  -0.122  0.00  0.00           H+0
HETATM   32  H   UNK     0      -3.228  -2.708   1.640  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.119  -2.464   0.766  0.00  0.00           H+0
HETATM   34  H   UNK     0       0.121   0.558  -0.097  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.961  -1.626   0.660  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.281   1.994  -0.432  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.055   3.612  -0.795  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.182  -1.426  -0.099  0.00  0.00           H+0
HETATM   39  H   UNK     0       6.029  -0.987   1.613  0.00  0.00           H+0
HETATM   40  H   UNK     0       7.634  -0.809   0.861  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.200  -0.909   0.591  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   26                                                  
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8                                                       
CONECT    8    7   27   28   29                                             
CONECT    9    4   10   11                                                  
CONECT   10    9   30   31   32                                             
CONECT   11    9   12   33                                                  
CONECT   12   11   13   34                                                  
CONECT   13   12   14   35                                                  
CONECT   14   13   15   22                                                  
CONECT   15   14   16   36                                                  
CONECT   16   15   17   37                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20   38   39   40                                             
CONECT   22   19   14   41                                                  
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    3                                                            
CONECT   27    8                                                            
CONECT   28    8                                                            
CONECT   29    8                                                            
CONECT   30   10                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   21                                                            
CONECT   39   21                                                            
CONECT   40   21                                                            
CONECT   41   22                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   82    0
END

RDKit          3D

41 41  0  0  0  0  0  0  0  0999 V2000
   -5.6625   -2.2882   -0.6299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5663   -1.9177    0.2142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0228   -0.6804    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6868   -0.3455    0.1178 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4121    1.0394   -0.0767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3873    1.6644   -0.0682 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5287    1.9481   -0.3436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2877    3.3220   -0.5402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861   -1.4741    0.4406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5380   -2.8168    0.8079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5879   -1.4956    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -0.4195    0.2298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6275   -0.6551    0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5871    0.4170    0.1072 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2929    1.6811   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322    2.6090   -0.4861 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6552    2.2811   -0.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9225    3.4728   -0.5812 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    4.9329    1.0012    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2458    0.6171    0.2697 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5508   -0.6952    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9200    0.1049    0.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0095   -3.3061   -0.4125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -2.2732   -1.7062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -1.5732   -0.5367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6727    0.1874   -0.1181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0647    3.5442   -1.6039 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2173    3.8538   -0.2300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4794    3.7106    0.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7310   -3.4931    1.2192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8900   -3.2560   -0.1221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2283   -2.7081    1.6397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1190   -2.4636    0.7655 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1214    0.5582   -0.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9611   -1.6261    0.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2813    1.9940   -0.4317 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0549    3.6121   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1819   -1.4257   -0.0990 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0290   -0.9874    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6338   -0.8087    0.8610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2005   -0.9093    0.5907 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  2  0
 22 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  3 26  1  0
  8 27  1  0
  8 28  1  0
  8 29  1  0
 10 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 12 34  1  0
 13 35  1  0
 15 36  1  0
 16 37  1  0
 21 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₇H₁₉ClO₄

Average Mass

322.7900 Da

Monoisotopic Mass

322.09719 Da

IUPAC Name

methyl (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-(methoxymethylidene)-3-methylhexa-3,5-dienoate

Traditional Name

methyl (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-(methoxymethylidene)-3-methylhexa-3,5-dienoate

CAS Registry Number

Not Available

SMILES

CO\C=C(/C(/C)=C\C=C\C1=CC(OC)=C(Cl)C=C1)\C(=O)OC

InChI Identifier

InChI=1S/C17H19ClO4/c1-12(14(11-20-2)17(19)22-4)6-5-7-13-8-9-15(18)16(10-13)21-3/h5-11H,1-4H3/b7-5+,12-6-,14-11+

InChI Key

ZDIQYKMDNQULMX-PJUQCDRASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Camaropella lutea	LOTUS Database	35616633
Favolaschia tonkinensis	LOTUS Database	35616633
Mycena galericulata	LOTUS Database	35616633
Strobilurus	NPAtlas	563391
Strobilurus tenacellus	LOTUS Database	35616633
Xerula pudens	LOTUS Database	35616633

Species Where Detected

Species Name	Source	Reference
Strobilurus tenacellus No.21602	KNApSAcK Database	22123792

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	4.3	ALOGPS
logP	3.79	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	-4.5	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	44.76 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	89.43 m³·mol⁻¹	ChemAxon
Polarizability	35.48 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

NPAtlas ID

NPA021113

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00018155

Chemspider ID

4945320

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6441102

PDB ID

Not Available

ChEBI ID

83924

Good Scents ID

Not Available

References

General References

Kornsakulkarn J, Thongpanchang C, Chainoy R, Choowong W, Nithithanasilp S, Thongpanchang T: Bioactive metabolites from cultures of basidiomycete Favolaschia tonkinensis. J Nat Prod. 2010 Apr 23;73(4):759-62. doi: 10.1021/np900777r. [PubMed:20329738 ]
Anke T, Oberwinkler F, Steglich W, Schramm G: The strobilurins--new antifungal antibiotics from the basidiomycete Strobilurus tenacellus. J Antibiot (Tokyo). 1977 Oct;30(10):806-10. doi: 10.7164/antibiotics.30.806. [PubMed:563391 ]
Steinfeld U, Sierotzki H, Parisi S, Poirey S, Gisi U: Sensitivity of mitochondrial respiration to different inhibitors in Venturia inaequalis. Pest Manag Sci. 2001 Sep;57(9):787-96. doi: 10.1002/ps.356. [PubMed:11561403 ]
Coleman RS, Lu X: Total synthesis of strobilurin B using a hetero-bis-metallated pentadiene linchpin. Chem Commun (Camb). 2006 Jan 28;(4):423-5. doi: 10.1039/b514233d. [PubMed:16493822 ]

Showing NP-Card for Strobilurin B (NP0021693)

MOL for NP0021693 (Strobilurin B)

3D MOL for NP0021693 (Strobilurin B)

3D SDF for NP0021693 (Strobilurin B)

3D-SDF for NP0021693 (Strobilurin B)

PDB for NP0021693 (Strobilurin B)

3D PDB for NP0021693 (Strobilurin B)

SMILES for NP0021693 (Strobilurin B)

INCHI for NP0021693 (Strobilurin B)

Structure for NP0021693 (Strobilurin B)

3D Structure for NP0021693 (Strobilurin B)