NP-MRD: Showing NP-Card for Gibbestatin C (NP0003114)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2020-12-09 00:12:08 UTC

Updated at

2021-07-15 16:45:33 UTC

NP-MRD ID

NP0003114

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gibbestatin C

Provided By

NPAtlas

Description

Gibbestatin C is found in Streptomyces sp. C39. Gibbestatin C was first documented in 1999 (PMID: 10604763). Based on a literature review very few articles have been published on 2-hydroxyphenyl 2-hydroxy-6-[(1E,3E,5S,7E)-5-[(1S)-1-methoxyethyl]-7-methyl-8-(3-methyloxiran-2-yl)-6-oxoocta-1,3,7-trien-1-yl]benzoate.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242117453D          

 65 67  0  0  0  0            999 V2000
    3.0887   -3.6975   -1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2351   -2.3140   -1.3730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -1.7982   -0.1899 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1417   -1.1777   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -0.7863    0.4069 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5804   -1.4391    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -1.0601    0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -1.9092    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392   -1.5230    0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -2.3035    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082   -3.5253    1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -4.2679    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -3.8747    1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5668   -2.6449    0.9515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8587   -2.3288    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672   -1.8647    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7018   -0.6201   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8221    0.1877   -0.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0045   -0.1558   -0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2290    1.0406   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3036    1.1966   -2.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5330    2.4434   -2.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6933    3.5679   -2.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6183    3.4146   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3904    2.1747   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220    2.0612    1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7855    0.4796   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193    0.6368   -1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752    1.6087   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    2.8513   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.6485    0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    2.8288    1.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8887    3.5575   -0.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8951    2.8099    0.4695 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9287    3.4765    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -4.1844   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350   -3.9928   -0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -4.1595   -2.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -2.6220    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207   -0.9940    0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438   -0.2931   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7733   -1.9046   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228   -0.5863    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649   -2.4153    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2026   -0.1267   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -2.8177    1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566   -0.5685    0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0171   -3.8735    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509   -5.2204    2.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2379   -4.4801    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3413   -1.6139    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1787    0.3184   -3.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5928    2.5716   -4.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8729    4.5403   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7478    4.3161   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4391    2.8815    1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    2.8305   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    3.7612   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156    2.8906   -1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    0.8226    1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2950    3.4470    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2371    1.9575   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6665    4.0456    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4781    2.6607    1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4308    4.1157    2.1063 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  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 16 10  1  0  0  0  0
 25 20  1  0  0  0  0
 34 32  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  3 39  1  1  0  0  0
  4 40  1  0  0  0  0
  4 41  1  0  0  0  0
  4 42  1  0  0  0  0
  5 43  1  1  0  0  0
  6 44  1  0  0  0  0
  7 45  1  0  0  0  0
  8 46  1  0  0  0  0
  9 47  1  0  0  0  0
 11 48  1  0  0  0  0
 12 49  1  0  0  0  0
 13 50  1  0  0  0  0
 15 51  1  0  0  0  0
 21 52  1  0  0  0  0
 22 53  1  0  0  0  0
 23 54  1  0  0  0  0
 24 55  1  0  0  0  0
 26 56  1  0  0  0  0
 30 57  1  0  0  0  0
 30 58  1  0  0  0  0
 30 59  1  0  0  0  0
 31 60  1  0  0  0  0
 32 61  1  1  0  0  0
 34 62  1  6  0  0  0
 35 63  1  0  0  0  0
 35 64  1  0  0  0  0
 35 65  1  0  0  0  0
M  END

     RDKit          3D

 65 67  0  0  0  0  0  0  0  0999 V2000
    3.0887   -3.6975   -1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2351   -2.3140   -1.3730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -1.7982   -0.1899 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1417   -1.1777   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -0.7863    0.4069 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5804   -1.4391    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -1.0601    0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -1.9092    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392   -1.5230    0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -2.3035    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082   -3.5253    1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -4.2679    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -3.8747    1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5668   -2.6449    0.9515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8587   -2.3288    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672   -1.8647    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7018   -0.6201   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8221    0.1877   -0.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0045   -0.1558   -0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2290    1.0406   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3036    1.1966   -2.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5330    2.4434   -2.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6933    3.5679   -2.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6183    3.4146   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3904    2.1747   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220    2.0612    1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7855    0.4796   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193    0.6368   -1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752    1.6087   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    2.8513   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.6485    0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    2.8288    1.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8887    3.5575   -0.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8951    2.8099    0.4695 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9287    3.4765    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -4.1844   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350   -3.9928   -0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -4.1595   -2.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -2.6220    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207   -0.9940    0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438   -0.2931   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7733   -1.9046   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228   -0.5863    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649   -2.4153    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2026   -0.1267   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -2.8177    1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566   -0.5685    0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0171   -3.8735    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509   -5.2204    2.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2379   -4.4801    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3413   -1.6139    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1787    0.3184   -3.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5928    2.5716   -4.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8729    4.5403   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7478    4.3161   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4391    2.8815    1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    2.8305   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    3.7612   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156    2.8906   -1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    0.8226    1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2950    3.4470    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2371    1.9575   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6665    4.0456    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4781    2.6607    1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4308    4.1157    2.1063 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 16 10  1  0
 25 20  1  0
 34 32  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  1
  4 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  1
  6 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 15 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 30 57  1  0
 30 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  1
 34 62  1  6
 35 63  1  0
 35 64  1  0
 35 65  1  0
M  END


  Mrv1652306242117453D          

 65 67  0  0  0  0            999 V2000
    3.0887   -3.6975   -1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2351   -2.3140   -1.3730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -1.7982   -0.1899 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1417   -1.1777   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -0.7863    0.4069 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5804   -1.4391    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -1.0601    0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -1.9092    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392   -1.5230    0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -2.3035    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082   -3.5253    1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -4.2679    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -3.8747    1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5668   -2.6449    0.9515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8587   -2.3288    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672   -1.8647    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7018   -0.6201   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8221    0.1877   -0.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0045   -0.1558   -0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2290    1.0406   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3036    1.1966   -2.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5330    2.4434   -2.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6933    3.5679   -2.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6183    3.4146   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3904    2.1747   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220    2.0612    1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7855    0.4796   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193    0.6368   -1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752    1.6087   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    2.8513   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.6485    0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    2.8288    1.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8887    3.5575   -0.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8951    2.8099    0.4695 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9287    3.4765    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -4.1844   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350   -3.9928   -0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -4.1595   -2.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -2.6220    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207   -0.9940    0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438   -0.2931   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7733   -1.9046   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228   -0.5863    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649   -2.4153    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2026   -0.1267   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -2.8177    1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566   -0.5685    0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0171   -3.8735    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509   -5.2204    2.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2379   -4.4801    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3413   -1.6139    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1787    0.3184   -3.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5928    2.5716   -4.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8729    4.5403   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7478    4.3161   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4391    2.8815    1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    2.8305   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    3.7612   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156    2.8906   -1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    0.8226    1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2950    3.4470    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2371    1.9575   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6665    4.0456    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4781    2.6607    1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4308    4.1157    2.1063 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  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 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  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
  5 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 16 10  1  0  0  0  0
 25 20  1  0  0  0  0
 34 32  1  0  0  0  0
  1 36  1  0  0  0  0
  1 37  1  0  0  0  0
  1 38  1  0  0  0  0
  3 39  1  1  0  0  0
  4 40  1  0  0  0  0
  4 41  1  0  0  0  0
  4 42  1  0  0  0  0
  5 43  1  1  0  0  0
  6 44  1  0  0  0  0
  7 45  1  0  0  0  0
  8 46  1  0  0  0  0
  9 47  1  0  0  0  0
 11 48  1  0  0  0  0
 12 49  1  0  0  0  0
 13 50  1  0  0  0  0
 15 51  1  0  0  0  0
 21 52  1  0  0  0  0
 22 53  1  0  0  0  0
 23 54  1  0  0  0  0
 24 55  1  0  0  0  0
 26 56  1  0  0  0  0
 30 57  1  0  0  0  0
 30 58  1  0  0  0  0
 30 59  1  0  0  0  0
 31 60  1  0  0  0  0
 32 61  1  1  0  0  0
 34 62  1  6  0  0  0
 35 63  1  0  0  0  0
 35 64  1  0  0  0  0
 35 65  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0003114

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C([H])=C([H])C([H])=C1OC(=O)C1=C(O[H])C([H])=C([H])C([H])=C1\C([H])=C(/[H])\C(\[H])=C(/[H])[C@]([H])(C(=O)C(=C(/[H])[C@]1([H])O[C@@]1([H])C([H])([H])[H])\C([H])([H])[H])[C@@]([H])(OC([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C28H30O7/c1-17(16-25-19(3)34-25)27(31)21(18(2)33-4)12-6-5-10-20-11-9-14-23(30)26(20)28(32)35-24-15-8-7-13-22(24)29/h5-16,18-19,21,25,29-30H,1-4H3/b10-5+,12-6+,17-16+/t18-,19-,21-,25-/m0/s1

> <INCHI_KEY>
SWTFYUUPAJQCHB-GVYFAZOZSA-N

> <FORMULA>
C28H30O7

> <MOLECULAR_WEIGHT>
478.541

> <EXACT_MASS>
478.199153306

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
52.72271552599041

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxyphenyl 2-hydroxy-6-[(1E,3E,5S,7E)-5-[(1S)-1-methoxyethyl]-7-methyl-8-[(2S,3S)-3-methyloxiran-2-yl]-6-oxoocta-1,3,7-trien-1-yl]benzoate

> <ALOGPS_LOGP>
4.75

> <JCHEM_LOGP>
6.959623383333332

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
10.302829410156699

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.516696121759406

> <JCHEM_PKA_STRONGEST_BASIC>
-3.872254823002971

> <JCHEM_POLAR_SURFACE_AREA>
105.59

> <JCHEM_REFRACTIVITY>
136.162

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.59e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxyphenyl 2-hydroxy-6-[(1E,3E,5S,7E)-5-[(1S)-1-methoxyethyl]-7-methyl-8-[(2S,3S)-3-methyloxiran-2-yl]-6-oxoocta-1,3,7-trien-1-yl]benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 65 67  0  0  0  0  0  0  0  0999 V2000
    3.0887   -3.6975   -1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2351   -2.3140   -1.3730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -1.7982   -0.1899 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1417   -1.1777   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -0.7863    0.4069 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5804   -1.4391    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -1.0601    0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -1.9092    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392   -1.5230    0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -2.3035    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082   -3.5253    1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -4.2679    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -3.8747    1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5668   -2.6449    0.9515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8587   -2.3288    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672   -1.8647    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7018   -0.6201   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8221    0.1877   -0.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0045   -0.1558   -0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2290    1.0406   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3036    1.1966   -2.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5330    2.4434   -2.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6933    3.5679   -2.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6183    3.4146   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3904    2.1747   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220    2.0612    1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7855    0.4796   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193    0.6368   -1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752    1.6087   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    2.8513   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.6485    0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    2.8288    1.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8887    3.5575   -0.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8951    2.8099    0.4695 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9287    3.4765    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -4.1844   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350   -3.9928   -0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -4.1595   -2.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -2.6220    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207   -0.9940    0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438   -0.2931   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7733   -1.9046   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228   -0.5863    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649   -2.4153    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2026   -0.1267   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -2.8177    1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566   -0.5685    0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0171   -3.8735    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509   -5.2204    2.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2379   -4.4801    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3413   -1.6139    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1787    0.3184   -3.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5928    2.5716   -4.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8729    4.5403   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7478    4.3161   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4391    2.8815    1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    2.8305   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    3.7612   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156    2.8906   -1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    0.8226    1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2950    3.4470    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2371    1.9575   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6665    4.0456    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4781    2.6607    1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4308    4.1157    2.1063 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 16 10  1  0
 25 20  1  0
 34 32  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  1
  4 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  1
  6 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 15 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 30 57  1  0
 30 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  1
 34 62  1  6
 35 63  1  0
 35 64  1  0
 35 65  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       3.089  -3.697  -1.242  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.235  -2.314  -1.373  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.810  -1.798  -0.190  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.142  -1.178  -0.532  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.852  -0.786   0.407  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.580  -1.439   0.692  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.371  -1.060   0.420  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.782  -1.909   0.816  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.039  -1.523   0.538  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.211  -2.304   0.896  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.008  -3.525   1.569  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.124  -4.268   1.910  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.389  -3.875   1.627  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.567  -2.645   0.952  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.859  -2.329   0.709  0.00  0.00           O+0
HETATM   16  C   UNK     0      -4.467  -1.865   0.590  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.702  -0.620  -0.097  0.00  0.00           C+0
HETATM   18  O   UNK     0      -3.822   0.188  -0.486  0.00  0.00           O+0
HETATM   19  O   UNK     0      -6.005  -0.156  -0.420  0.00  0.00           O+0
HETATM   20  C   UNK     0      -6.229   1.041  -1.080  0.00  0.00           C+0
HETATM   21  C   UNK     0      -6.304   1.197  -2.428  0.00  0.00           C+0
HETATM   22  C   UNK     0      -6.533   2.443  -2.990  0.00  0.00           C+0
HETATM   23  C   UNK     0      -6.693   3.568  -2.201  0.00  0.00           C+0
HETATM   24  C   UNK     0      -6.618   3.415  -0.831  0.00  0.00           C+0
HETATM   25  C   UNK     0      -6.390   2.175  -0.278  0.00  0.00           C+0
HETATM   26  O   UNK     0      -6.322   2.061   1.097  0.00  0.00           O+0
HETATM   27  C   UNK     0       2.785   0.480  -0.314  0.00  0.00           C+0
HETATM   28  O   UNK     0       1.919   0.637  -1.209  0.00  0.00           O+0
HETATM   29  C   UNK     0       3.675   1.609  -0.082  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.567   2.851  -0.915  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.622   1.649   0.841  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.479   2.829   1.007  0.00  0.00           C+0
HETATM   33  O   UNK     0       5.889   3.558  -0.096  0.00  0.00           O+0
HETATM   34  C   UNK     0       6.895   2.810   0.470  0.00  0.00           C+0
HETATM   35  C   UNK     0       7.929   3.477   1.347  0.00  0.00           C+0
HETATM   36  H   UNK     0       4.092  -4.184  -1.071  0.00  0.00           H+0
HETATM   37  H   UNK     0       2.435  -3.993  -0.400  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.686  -4.160  -2.151  0.00  0.00           H+0
HETATM   39  H   UNK     0       3.987  -2.622   0.528  0.00  0.00           H+0
HETATM   40  H   UNK     0       5.721  -0.994   0.383  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.044  -0.293  -1.178  0.00  0.00           H+0
HETATM   42  H   UNK     0       5.773  -1.905  -1.122  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.323  -0.586   1.453  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.665  -2.415   1.228  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.203  -0.127  -0.084  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.595  -2.818   1.319  0.00  0.00           H+0
HETATM   47  H   UNK     0      -2.057  -0.569   0.020  0.00  0.00           H+0
HETATM   48  H   UNK     0      -2.017  -3.874   1.812  0.00  0.00           H+0
HETATM   49  H   UNK     0      -3.951  -5.220   2.435  0.00  0.00           H+0
HETATM   50  H   UNK     0      -6.238  -4.480   1.908  0.00  0.00           H+0
HETATM   51  H   UNK     0      -7.341  -1.614   0.296  0.00  0.00           H+0
HETATM   52  H   UNK     0      -6.179   0.318  -3.054  0.00  0.00           H+0
HETATM   53  H   UNK     0      -6.593   2.572  -4.057  0.00  0.00           H+0
HETATM   54  H   UNK     0      -6.873   4.540  -2.657  0.00  0.00           H+0
HETATM   55  H   UNK     0      -6.748   4.316  -0.225  0.00  0.00           H+0
HETATM   56  H   UNK     0      -6.439   2.882   1.668  0.00  0.00           H+0
HETATM   57  H   UNK     0       2.562   2.830  -1.384  0.00  0.00           H+0
HETATM   58  H   UNK     0       3.566   3.761  -0.260  0.00  0.00           H+0
HETATM   59  H   UNK     0       4.316   2.891  -1.712  0.00  0.00           H+0
HETATM   60  H   UNK     0       4.778   0.823   1.504  0.00  0.00           H+0
HETATM   61  H   UNK     0       5.295   3.447   1.905  0.00  0.00           H+0
HETATM   62  H   UNK     0       7.237   1.958  -0.133  0.00  0.00           H+0
HETATM   63  H   UNK     0       8.666   4.046   0.773  0.00  0.00           H+0
HETATM   64  H   UNK     0       8.478   2.661   1.868  0.00  0.00           H+0
HETATM   65  H   UNK     0       7.431   4.116   2.106  0.00  0.00           H+0
CONECT    1    2   36   37   38                                             
CONECT    2    1    3                                                       
CONECT    3    2    4    5   39                                             
CONECT    4    3   40   41   42                                             
CONECT    5    3    6   27   43                                             
CONECT    6    5    7   44                                                  
CONECT    7    6    8   45                                                  
CONECT    8    7    9   46                                                  
CONECT    9    8   10   47                                                  
CONECT   10    9   11   16                                                  
CONECT   11   10   12   48                                                  
CONECT   12   11   13   49                                                  
CONECT   13   12   14   50                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14   51                                                       
CONECT   16   14   17   10                                                  
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21   25                                                  
CONECT   21   20   22   52                                                  
CONECT   22   21   23   53                                                  
CONECT   23   22   24   54                                                  
CONECT   24   23   25   55                                                  
CONECT   25   24   26   20                                                  
CONECT   26   25   56                                                       
CONECT   27    5   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29   57   58   59                                             
CONECT   31   29   32   60                                                  
CONECT   32   31   33   34   61                                             
CONECT   33   32   34                                                       
CONECT   34   33   35   32   62                                             
CONECT   35   34   63   64   65                                             
CONECT   36    1                                                            
CONECT   37    1                                                            
CONECT   38    1                                                            
CONECT   39    3                                                            
CONECT   40    4                                                            
CONECT   41    4                                                            
CONECT   42    4                                                            
CONECT   43    5                                                            
CONECT   44    6                                                            
CONECT   45    7                                                            
CONECT   46    8                                                            
CONECT   47    9                                                            
CONECT   48   11                                                            
CONECT   49   12                                                            
CONECT   50   13                                                            
CONECT   51   15                                                            
CONECT   52   21                                                            
CONECT   53   22                                                            
CONECT   54   23                                                            
CONECT   55   24                                                            
CONECT   56   26                                                            
CONECT   57   30                                                            
CONECT   58   30                                                            
CONECT   59   30                                                            
CONECT   60   31                                                            
CONECT   61   32                                                            
CONECT   62   34                                                            
CONECT   63   35                                                            
CONECT   64   35                                                            
CONECT   65   35                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  134    0
END

RDKit          3D

65 67  0  0  0  0  0  0  0  0999 V2000
    3.0887   -3.6975   -1.2415 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2351   -2.3140   -1.3730 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8097   -1.7982   -0.1899 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.1417   -1.1777   -0.5315 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8518   -0.7863    0.4069 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.5804   -1.4391    0.6919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3706   -1.0601    0.4201 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7824   -1.9092    0.8164 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0392   -1.5230    0.5381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -2.3035    0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0082   -3.5253    1.5688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1243   -4.2679    1.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893   -3.8747    1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5668   -2.6449    0.9515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8587   -2.3288    0.7093 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4672   -1.8647    0.5895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7018   -0.6201   -0.0972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8221    0.1877   -0.4862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0045   -0.1558   -0.4202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2290    1.0406   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3036    1.1966   -2.4277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5330    2.4434   -2.9902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6933    3.5679   -2.2009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6183    3.4146   -0.8308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3904    2.1747   -0.2779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3220    2.0612    1.0968 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7855    0.4796   -0.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9193    0.6368   -1.2087 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6752    1.6087   -0.0818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5666    2.8513   -0.9149 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6217    1.6485    0.8412 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4790    2.8288    1.0074 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.8887    3.5575   -0.0955 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8951    2.8099    0.4695 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.9287    3.4765    1.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0922   -4.1844   -1.0715 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4350   -3.9928   -0.3997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6856   -4.1595   -2.1512 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9871   -2.6220    0.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207   -0.9940    0.3830 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0438   -0.2931   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7733   -1.9046   -1.1223 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3228   -0.5863    1.4526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649   -2.4153    1.2279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2026   -0.1267   -0.0839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5950   -2.8177    1.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0566   -0.5685    0.0203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0171   -3.8735    1.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9509   -5.2204    2.4348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2379   -4.4801    1.9082 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3413   -1.6139    0.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1787    0.3184   -3.0536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5928    2.5716   -4.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8729    4.5403   -2.6571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7478    4.3161   -0.2246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4391    2.8815    1.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5617    2.8305   -1.3842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660    3.7612   -0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156    2.8906   -1.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7782    0.8226    1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2950    3.4470    1.9046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2371    1.9575   -0.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6665    4.0456    0.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4781    2.6607    1.8678 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4308    4.1157    2.1063 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 14 16  2  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
  5 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 16 10  1  0
 25 20  1  0
 34 32  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  3 39  1  1
  4 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  1
  6 44  1  0
  7 45  1  0
  8 46  1  0
  9 47  1  0
 11 48  1  0
 12 49  1  0
 13 50  1  0
 15 51  1  0
 21 52  1  0
 22 53  1  0
 23 54  1  0
 24 55  1  0
 26 56  1  0
 30 57  1  0
 30 58  1  0
 30 59  1  0
 31 60  1  0
 32 61  1  1
 34 62  1  6
 35 63  1  0
 35 64  1  0
 35 65  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
2-Hydroxyphenyl 2-hydroxy-6-[(1E,3E,5S,7E)-5-[(1S)-1-methoxyethyl]-7-methyl-8-(3-methyloxiran-2-yl)-6-oxoocta-1,3,7-trien-1-yl]benzoic acid	Generator

Chemical Formula

C₂₈H₃₀O₇

Average Mass

478.5410 Da

Monoisotopic Mass

478.19915 Da

IUPAC Name

2-hydroxyphenyl 2-hydroxy-6-[(1E,3E,5S,7E)-5-[(1S)-1-methoxyethyl]-7-methyl-8-[(2S,3S)-3-methyloxiran-2-yl]-6-oxoocta-1,3,7-trien-1-yl]benzoate

Traditional Name

2-hydroxyphenyl 2-hydroxy-6-[(1E,3E,5S,7E)-5-[(1S)-1-methoxyethyl]-7-methyl-8-[(2S,3S)-3-methyloxiran-2-yl]-6-oxoocta-1,3,7-trien-1-yl]benzoate

CAS Registry Number

Not Available

SMILES

CO[C@@H](C)[C@H](\C=C\C=C\C1=CC=CC(O)=C1C(=O)OC1=CC=CC=C1O)C(=O)C(\C)=C\C1OC1C

InChI Identifier

InChI=1S/C28H30O7/c1-17(16-25-19(3)34-25)27(31)21(18(2)33-4)12-6-5-10-20-11-9-14-23(30)26(20)28(32)35-24-15-8-7-13-22(24)29/h5-16,18-19,21,25,29-30H,1-4H3/b10-5+,12-6+,17-16+/t18-,19?,21-,25?/m0/s1

InChI Key

SWTFYUUPAJQCHB-GVYFAZOZSA-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
Streptomyces sp. C39	NPAtlas	10604763

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	4.75	ALOGPS
logP	6.96	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	9.52	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	105.59 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	136.16 m³·mol⁻¹	ChemAxon
Polarizability	52.72 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA009624

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8847660

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10672308

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Hayashi K, Nozaki H: Isolation and characterization of gibbestatin B, an inhibitor of gibberellin-induced expression of alpha-amylase, and gibbestatin C from streptomycetaes. J Antibiot (Tokyo). 1999 Oct;52(10):917-20. doi: 10.7164/antibiotics.52.917. [PubMed:10604763 ]

Showing NP-Card for Gibbestatin C (NP0003114)

MOL for NP0003114 (Gibbestatin C)

3D MOL for NP0003114 (Gibbestatin C)

3D SDF for NP0003114 (Gibbestatin C)

3D-SDF for NP0003114 (Gibbestatin C)

PDB for NP0003114 (Gibbestatin C)

3D PDB for NP0003114 (Gibbestatin C)

SMILES for NP0003114 (Gibbestatin C)

INCHI for NP0003114 (Gibbestatin C)

Structure for NP0003114 (Gibbestatin C)

3D Structure for NP0003114 (Gibbestatin C)