NP-MRD: Showing NP-Card for Aurachin A (NP0019712)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2021-01-06 05:14:48 UTC

Updated at

2021-07-15 17:31:42 UTC

NP-MRD ID

NP0019712

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aurachin A

Provided By

NPAtlas

Description

Aurachin A is also known as aurichan-a. Aurachin A 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. Aurachin A is found in Stigmatella, Stigmatella aurantiaca Sg a15 and Stigmatella erecta. Aurachin A was first documented in 2011 (PMID: 21979787). Based on a literature review a small amount of articles have been published on aurachin A.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242120193D          

 62 64  0  0  0  0            999 V2000
    7.0570   -1.3929   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1953   -0.3727   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189   -0.8021   -2.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2444    0.8861   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4242    1.9684   -1.0531 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5063    2.5859   -0.0349 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5421    1.6488    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    0.4663    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    1.9191    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2325    1.0332    0.9488 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3810    0.5041   -0.2019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6555   -0.4137    0.4586 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386    0.4252    1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -1.4394    1.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4964   -1.0025   -0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5530   -1.8752   -0.0142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7960   -1.1151   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260    0.0130   -1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    0.8875   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2701    2.1097   -2.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7810    0.5795   -0.9981 N   0  3  0  0  0  4  0  0  0  0  0  0
   -6.8116    1.4278   -1.3524 O   0  5  0  0  0  1  0  0  0  0  0  0
   -6.0686   -0.5168   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3683   -0.7926    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6481   -1.9221    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6661   -2.8091    1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3676   -2.5401    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877   -1.4061    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689    0.0632   -1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7059   -0.9278    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6512   -1.9509   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4349   -2.1401    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1503   -1.8966   -1.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2887   -0.3536   -1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665   -0.5111   -2.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9029    1.1623    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8212    1.6132   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1399    2.7215   -1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1110    3.0321    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199    3.4473   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.4423    1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -0.4707    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    0.4477    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342    2.7907   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5298    1.6108    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5877    0.1628    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -0.0771   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    1.3561   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    0.1142    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    0.4213    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    1.5001    1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -2.3066    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -1.5289   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792   -2.8951   -0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -1.9832    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9166    2.0884   -3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    2.1326   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954    3.0311   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1393   -0.0920   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6760   -2.1274    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8814   -3.6963    1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691   -3.2344    1.1710 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 18 29  1  0  0  0  0
 29 15  1  0  0  0  0
 28 17  1  0  0  0  0
 28 23  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  0  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  8 43  1  0  0  0  0
  9 44  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  0  0  0  0
 11 48  1  0  0  0  0
 13 49  1  0  0  0  0
 13 50  1  0  0  0  0
 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 15 53  1  6  0  0  0
 16 54  1  0  0  0  0
 16 55  1  0  0  0  0
 20 56  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 24 59  1  0  0  0  0
 25 60  1  0  0  0  0
 26 61  1  0  0  0  0
 27 62  1  0  0  0  0
M  CHG  2  21   1  22  -1
M  END

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
    7.0570   -1.3929   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1953   -0.3727   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189   -0.8021   -2.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2444    0.8861   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4242    1.9684   -1.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063    2.5859   -0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421    1.6488    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    0.4663    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    1.9191    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2325    1.0332    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3810    0.5041   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -0.4137    0.4586 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386    0.4252    1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -1.4394    1.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4964   -1.0025   -0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5530   -1.8752   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960   -1.1151   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260    0.0130   -1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    0.8875   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2701    2.1097   -2.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7810    0.5795   -0.9981 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.8116    1.4278   -1.3524 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.0686   -0.5168   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3683   -0.7926    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6481   -1.9221    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6661   -2.8091    1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3676   -2.5401    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877   -1.4061    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689    0.0632   -1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7059   -0.9278    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6512   -1.9509   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4349   -2.1401    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1503   -1.8966   -1.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2887   -0.3536   -1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665   -0.5111   -2.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9029    1.1623    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8212    1.6132   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1399    2.7215   -1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1110    3.0321    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199    3.4473   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.4423    1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -0.4707    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    0.4477    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342    2.7907   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5298    1.6108    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5877    0.1628    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -0.0771   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    1.3561   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    0.1142    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    0.4213    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    1.5001    1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -2.3066    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -1.5289   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792   -2.8951   -0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -1.9832    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9166    2.0884   -3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    2.1326   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954    3.0311   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1393   -0.0920   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6760   -2.1274    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8814   -3.6963    1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691   -3.2344    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 18 29  1  0
 29 15  1  0
 28 17  1  0
 28 23  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  6
 16 54  1  0
 16 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
M  CHG  2  21   1  22  -1
M  END


  Mrv1652306242120193D          

 62 64  0  0  0  0            999 V2000
    7.0570   -1.3929   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1953   -0.3727   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189   -0.8021   -2.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2444    0.8861   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4242    1.9684   -1.0531 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5063    2.5859   -0.0349 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5421    1.6488    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    0.4663    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    1.9191    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2325    1.0332    0.9488 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.3810    0.5041   -0.2019 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6555   -0.4137    0.4586 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386    0.4252    1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -1.4394    1.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4964   -1.0025   -0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5530   -1.8752   -0.0142 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7960   -1.1151   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260    0.0130   -1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    0.8875   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2701    2.1097   -2.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7810    0.5795   -0.9981 N   0  3  0  0  0  4  0  0  0  0  0  0
   -6.8116    1.4278   -1.3524 O   0  5  0  0  0  1  0  0  0  0  0  0
   -6.0686   -0.5168   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3683   -0.7926    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6481   -1.9221    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6661   -2.8091    1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3676   -2.5401    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877   -1.4061    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689    0.0632   -1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7059   -0.9278    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6512   -1.9509   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4349   -2.1401    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1503   -1.8966   -1.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2887   -0.3536   -1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665   -0.5111   -2.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9029    1.1623    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8212    1.6132   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1399    2.7215   -1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1110    3.0321    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199    3.4473   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.4423    1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -0.4707    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    0.4477    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342    2.7907   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5298    1.6108    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5877    0.1628    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -0.0771   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    1.3561   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    0.1142    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    0.4213    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    1.5001    1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -2.3066    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -1.5289   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792   -2.8951   -0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -1.9832    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9166    2.0884   -3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    2.1326   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954    3.0311   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1393   -0.0920   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6760   -2.1274    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8814   -3.6963    1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691   -3.2344    1.1710 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
  2  4  2  3  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 18 29  1  0  0  0  0
 29 15  1  0  0  0  0
 28 17  1  0  0  0  0
 28 23  1  0  0  0  0
  1 30  1  0  0  0  0
  1 31  1  0  0  0  0
  1 32  1  0  0  0  0
  3 33  1  0  0  0  0
  3 34  1  0  0  0  0
  3 35  1  0  0  0  0
  4 36  1  0  0  0  0
  5 37  1  0  0  0  0
  5 38  1  0  0  0  0
  6 39  1  0  0  0  0
  6 40  1  0  0  0  0
  8 41  1  0  0  0  0
  8 42  1  0  0  0  0
  8 43  1  0  0  0  0
  9 44  1  0  0  0  0
 10 45  1  0  0  0  0
 10 46  1  0  0  0  0
 11 47  1  0  0  0  0
 11 48  1  0  0  0  0
 13 49  1  0  0  0  0
 13 50  1  0  0  0  0
 13 51  1  0  0  0  0
 14 52  1  0  0  0  0
 15 53  1  6  0  0  0
 16 54  1  0  0  0  0
 16 55  1  0  0  0  0
 20 56  1  0  0  0  0
 20 57  1  0  0  0  0
 20 58  1  0  0  0  0
 24 59  1  0  0  0  0
 25 60  1  0  0  0  0
 26 61  1  0  0  0  0
 27 62  1  0  0  0  0
M  CHG  2  21   1  22  -1
M  END
> <DATABASE_ID>
NP0019712

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@](C([H])([H])[H])(C([H])([H])C([H])([H])C(\[H])=C(/C([H])([H])[H])C([H])([H])C([H])([H])C([H])=C(C([H])([H])[H])C([H])([H])[H])[C@]1([H])OC2=C(C3=C([H])C([H])=C([H])C([H])=C3[N+]([O-])=C2C([H])([H])[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C25H33NO3/c1-17(2)10-8-11-18(3)12-9-15-25(5,27)23-16-21-20-13-6-7-14-22(20)26(28)19(4)24(21)29-23/h6-7,10,12-14,23,27H,8-9,11,15-16H2,1-5H3/b18-12+/t23-,25+/m1/s1

> <INCHI_KEY>
ZEUIHPOXFICJIT-ZVWRMSPBSA-N

> <FORMULA>
C25H33NO3

> <MOLECULAR_WEIGHT>
395.543

> <EXACT_MASS>
395.246043927

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
46.669614979598215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2R)-2-[(2S,5E)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-4-methyl-1H,2H-furo[2,3-c]quinolin-5-ium-5-olate

> <ALOGPS_LOGP>
3.48

> <JCHEM_LOGP>
4.561405508333333

> <ALOGPS_LOGS>
-5.76

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.016748369423247

> <JCHEM_PKA_STRONGEST_BASIC>
3.620653501217603

> <JCHEM_POLAR_SURFACE_AREA>
56.400000000000006

> <JCHEM_REFRACTIVITY>
120.70259999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.94e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-2-[(2S,5E)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-4-methyl-1H,2H-furo[2,3-c]quinolin-5-ium-5-olate

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 62 64  0  0  0  0  0  0  0  0999 V2000
    7.0570   -1.3929   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1953   -0.3727   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189   -0.8021   -2.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2444    0.8861   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4242    1.9684   -1.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063    2.5859   -0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421    1.6488    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    0.4663    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    1.9191    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2325    1.0332    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3810    0.5041   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -0.4137    0.4586 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386    0.4252    1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -1.4394    1.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4964   -1.0025   -0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5530   -1.8752   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960   -1.1151   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260    0.0130   -1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    0.8875   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2701    2.1097   -2.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7810    0.5795   -0.9981 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.8116    1.4278   -1.3524 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.0686   -0.5168   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3683   -0.7926    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6481   -1.9221    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6661   -2.8091    1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3676   -2.5401    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877   -1.4061    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689    0.0632   -1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7059   -0.9278    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6512   -1.9509   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4349   -2.1401    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1503   -1.8966   -1.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2887   -0.3536   -1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665   -0.5111   -2.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9029    1.1623    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8212    1.6132   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1399    2.7215   -1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1110    3.0321    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199    3.4473   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.4423    1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -0.4707    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    0.4477    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342    2.7907   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5298    1.6108    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5877    0.1628    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -0.0771   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    1.3561   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    0.1142    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    0.4213    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    1.5001    1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -2.3066    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -1.5289   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792   -2.8951   -0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -1.9832    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9166    2.0884   -3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    2.1326   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954    3.0311   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1393   -0.0920   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6760   -2.1274    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8814   -3.6963    1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691   -3.2344    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 18 29  1  0
 29 15  1  0
 28 17  1  0
 28 23  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  6
 16 54  1  0
 16 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
M  CHG  2  21   1  22  -1
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       7.057  -1.393  -0.248  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.195  -0.373  -0.902  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.319  -0.802  -2.012  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.244   0.886  -0.465  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.424   1.968  -1.053  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.506   2.586  -0.035  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.542   1.649   0.564  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.926   0.466   1.346  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.245   1.919   0.384  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.232   1.033   0.949  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.381   0.504  -0.202  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.656  -0.414   0.459  0.00  0.00           C+0
HETATM   13  C   UNK     0      -1.439   0.425   1.416  0.00  0.00           C+0
HETATM   14  O   UNK     0       0.014  -1.439   1.104  0.00  0.00           O+0
HETATM   15  C   UNK     0      -1.496  -1.002  -0.642  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.553  -1.875  -0.014  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.796  -1.115  -0.278  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.526   0.013  -1.025  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.533   0.888  -1.400  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.270   2.110  -2.204  0.00  0.00           C+0
HETATM   21  N   UNK     0      -5.781   0.580  -0.998  0.00  0.00           N+1
HETATM   22  O   UNK     0      -6.812   1.428  -1.352  0.00  0.00           O-1
HETATM   23  C   UNK     0      -6.069  -0.517  -0.268  0.00  0.00           C+0
HETATM   24  C   UNK     0      -7.368  -0.793   0.123  0.00  0.00           C+0
HETATM   25  C   UNK     0      -7.648  -1.922   0.873  0.00  0.00           C+0
HETATM   26  C   UNK     0      -6.666  -2.809   1.259  0.00  0.00           C+0
HETATM   27  C   UNK     0      -5.368  -2.540   0.873  0.00  0.00           C+0
HETATM   28  C   UNK     0      -5.088  -1.406   0.121  0.00  0.00           C+0
HETATM   29  O   UNK     0      -2.169   0.063  -1.285  0.00  0.00           O+0
HETATM   30  H   UNK     0       7.706  -0.928   0.540  0.00  0.00           H+0
HETATM   31  H   UNK     0       7.651  -1.951  -0.985  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.435  -2.140   0.306  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.150  -1.897  -1.950  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.289  -0.354  -1.894  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.766  -0.511  -2.989  0.00  0.00           H+0
HETATM   36  H   UNK     0       6.903   1.162   0.350  0.00  0.00           H+0
HETATM   37  H   UNK     0       4.821   1.613  -1.917  0.00  0.00           H+0
HETATM   38  H   UNK     0       6.140   2.721  -1.470  0.00  0.00           H+0
HETATM   39  H   UNK     0       5.111   3.032   0.808  0.00  0.00           H+0
HETATM   40  H   UNK     0       4.020   3.447  -0.519  0.00  0.00           H+0
HETATM   41  H   UNK     0       5.008   0.442   1.601  0.00  0.00           H+0
HETATM   42  H   UNK     0       3.654  -0.471   0.820  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.391   0.448   2.324  0.00  0.00           H+0
HETATM   44  H   UNK     0       1.934   2.791  -0.178  0.00  0.00           H+0
HETATM   45  H   UNK     0       0.530   1.611   1.602  0.00  0.00           H+0
HETATM   46  H   UNK     0       1.588   0.163   1.496  0.00  0.00           H+0
HETATM   47  H   UNK     0       1.017  -0.077  -0.899  0.00  0.00           H+0
HETATM   48  H   UNK     0      -0.105   1.356  -0.696  0.00  0.00           H+0
HETATM   49  H   UNK     0      -2.491   0.114   1.541  0.00  0.00           H+0
HETATM   50  H   UNK     0      -0.927   0.421   2.411  0.00  0.00           H+0
HETATM   51  H   UNK     0      -1.442   1.500   1.090  0.00  0.00           H+0
HETATM   52  H   UNK     0      -0.295  -2.307   0.797  0.00  0.00           H+0
HETATM   53  H   UNK     0      -0.858  -1.529  -1.353  0.00  0.00           H+0
HETATM   54  H   UNK     0      -2.579  -2.895  -0.445  0.00  0.00           H+0
HETATM   55  H   UNK     0      -2.386  -1.983   1.094  0.00  0.00           H+0
HETATM   56  H   UNK     0      -4.917   2.088  -3.115  0.00  0.00           H+0
HETATM   57  H   UNK     0      -3.204   2.133  -2.490  0.00  0.00           H+0
HETATM   58  H   UNK     0      -4.495   3.031  -1.654  0.00  0.00           H+0
HETATM   59  H   UNK     0      -8.139  -0.092  -0.183  0.00  0.00           H+0
HETATM   60  H   UNK     0      -8.676  -2.127   1.174  0.00  0.00           H+0
HETATM   61  H   UNK     0      -6.881  -3.696   1.848  0.00  0.00           H+0
HETATM   62  H   UNK     0      -4.569  -3.234   1.171  0.00  0.00           H+0
CONECT    1    2   30   31   32                                             
CONECT    2    1    3    4                                                  
CONECT    3    2   33   34   35                                             
CONECT    4    2    5   36                                                  
CONECT    5    4    6   37   38                                             
CONECT    6    5    7   39   40                                             
CONECT    7    6    8    9                                                  
CONECT    8    7   41   42   43                                             
CONECT    9    7   10   44                                                  
CONECT   10    9   11   45   46                                             
CONECT   11   10   12   47   48                                             
CONECT   12   11   13   14   15                                             
CONECT   13   12   49   50   51                                             
CONECT   14   12   52                                                       
CONECT   15   12   16   29   53                                             
CONECT   16   15   17   54   55                                             
CONECT   17   16   18   28                                                  
CONECT   18   17   19   29                                                  
CONECT   19   18   20   21                                                  
CONECT   20   19   56   57   58                                             
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   28                                                  
CONECT   24   23   25   59                                                  
CONECT   25   24   26   60                                                  
CONECT   26   25   27   61                                                  
CONECT   27   26   28   62                                                  
CONECT   28   27   17   23                                                  
CONECT   29   18   15                                                       
CONECT   30    1                                                            
CONECT   31    1                                                            
CONECT   32    1                                                            
CONECT   33    3                                                            
CONECT   34    3                                                            
CONECT   35    3                                                            
CONECT   36    4                                                            
CONECT   37    5                                                            
CONECT   38    5                                                            
CONECT   39    6                                                            
CONECT   40    6                                                            
CONECT   41    8                                                            
CONECT   42    8                                                            
CONECT   43    8                                                            
CONECT   44    9                                                            
CONECT   45   10                                                            
CONECT   46   10                                                            
CONECT   47   11                                                            
CONECT   48   11                                                            
CONECT   49   13                                                            
CONECT   50   13                                                            
CONECT   51   13                                                            
CONECT   52   14                                                            
CONECT   53   15                                                            
CONECT   54   16                                                            
CONECT   55   16                                                            
CONECT   56   20                                                            
CONECT   57   20                                                            
CONECT   58   20                                                            
CONECT   59   24                                                            
CONECT   60   25                                                            
CONECT   61   26                                                            
CONECT   62   27                                                            
MASTER        0    0    0    0    0    0    0    0   62    0  128    0
END

RDKit          3D

62 64  0  0  0  0  0  0  0  0999 V2000
    7.0570   -1.3929   -0.2484 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1953   -0.3727   -0.9019 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3189   -0.8021   -2.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2444    0.8861   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4242    1.9684   -1.0531 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5063    2.5859   -0.0349 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421    1.6488    0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9265    0.4663    1.3463 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2450    1.9191    0.3840 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2325    1.0332    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3810    0.5041   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -0.4137    0.4586 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4386    0.4252    1.4157 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0137   -1.4394    1.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4964   -1.0025   -0.6422 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5530   -1.8752   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7960   -1.1151   -0.2778 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5260    0.0130   -1.0252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5332    0.8875   -1.3998 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2701    2.1097   -2.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7810    0.5795   -0.9981 N   0  0  0  0  0  4  0  0  0  0  0  0
   -6.8116    1.4278   -1.3524 O   0  0  0  0  0  1  0  0  0  0  0  0
   -6.0686   -0.5168   -0.2675 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3683   -0.7926    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6481   -1.9221    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6661   -2.8091    1.2594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3676   -2.5401    0.8734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0877   -1.4061    0.1207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1689    0.0632   -1.2849 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7059   -0.9278    0.5396 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6512   -1.9509   -0.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4349   -2.1401    0.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1503   -1.8966   -1.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2887   -0.3536   -1.8940 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7665   -0.5111   -2.9888 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9029    1.1623    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8212    1.6132   -1.9173 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1399    2.7215   -1.4704 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1110    3.0321    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0199    3.4473   -0.5189 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0076    0.4423    1.6007 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6542   -0.4707    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3912    0.4477    2.3241 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9342    2.7907   -0.1783 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5298    1.6108    1.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5877    0.1628    1.4962 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0167   -0.0771   -0.8994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1045    1.3561   -0.6956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4908    0.1142    1.5409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9268    0.4213    2.4110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4422    1.5001    1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2952   -2.3066    0.7972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8575   -1.5289   -1.3534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5792   -2.8951   -0.4446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3860   -1.9832    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9166    2.0884   -3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2037    2.1326   -2.4904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4954    3.0311   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1393   -0.0920   -0.1832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6760   -2.1274    1.1736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8814   -3.6963    1.8477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5691   -3.2344    1.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  1
 12 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 19 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 18 29  1  0
 29 15  1  0
 28 17  1  0
 28 23  1  0
  1 30  1  0
  1 31  1  0
  1 32  1  0
  3 33  1  0
  3 34  1  0
  3 35  1  0
  4 36  1  0
  5 37  1  0
  5 38  1  0
  6 39  1  0
  6 40  1  0
  8 41  1  0
  8 42  1  0
  8 43  1  0
  9 44  1  0
 10 45  1  0
 10 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 13 51  1  0
 14 52  1  0
 15 53  1  6
 16 54  1  0
 16 55  1  0
 20 56  1  0
 20 57  1  0
 20 58  1  0
 24 59  1  0
 25 60  1  0
 26 61  1  0
 27 62  1  0
M  CHG  2  21   1  22  -1
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Aurichan-a	ChEBI
Aurachin-a	MeSH

Chemical Formula

C₂₅H₃₃NO₃

Average Mass

395.5430 Da

Monoisotopic Mass

395.24604 Da

IUPAC Name

(2R)-2-[(2S,5E)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-4-methyl-1H,2H-furo[2,3-c]quinolin-5-ium-5-olate

Traditional Name

(2R)-2-[(2S,5E)-2-hydroxy-6,10-dimethylundeca-5,9-dien-2-yl]-4-methyl-1H,2H-furo[2,3-c]quinolin-5-ium-5-olate

CAS Registry Number

Not Available

SMILES

CC(C)=CCC\C(C)=C\CC[C@](C)(O)[C@H]1CC2=C(O1)C(C)=[N+]([O-])C1=CC=CC=C21

InChI Identifier

InChI=1S/C25H33NO3/c1-17(2)10-8-11-18(3)12-9-15-25(5,27)23-16-21-20-13-6-7-14-22(20)26(28)19(4)24(21)29-23/h6-7,10,12-14,23,27H,8-9,11,15-16H2,1-5H3/b18-12+/t23-,25+/m1/s1

InChI Key

ZEUIHPOXFICJIT-ZVWRMSPBSA-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
Stigmatella	NPAtlas	3106289
Stigmatella aurantiaca Sg a15	-	KNApSAcK
Stigmatella erecta	LOTUS Database	35616633

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	3.48	ALOGPS
logP	4.56	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	14.02	ChemAxon
pKa (Strongest Basic)	3.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	56.4 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	120.7 m³·mol⁻¹	ChemAxon
Polarizability	46.67 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

NPAtlas ID

NPA006692

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00017845

Chemspider ID

58164126

KEGG Compound ID

Not Available

BioCyc ID

CPD-15911

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

118796887

PDB ID

Not Available

ChEBI ID

90924

Good Scents ID

Not Available

References

General References

Pistorius D, Li Y, Sandmann A, Muller R: Completing the puzzle of aurachin biosynthesis in Stigmatella aurantiaca Sg a15. Mol Biosyst. 2011 Dec;7(12):3308-15. doi: 10.1039/c1mb05328k. Epub 2011 Oct 6. [PubMed:21979787 ]

Showing NP-Card for Aurachin A (NP0019712)

MOL for NP0019712 (Aurachin A)

3D MOL for NP0019712 (Aurachin A)

3D SDF for NP0019712 (Aurachin A)

3D-SDF for NP0019712 (Aurachin A)

PDB for NP0019712 (Aurachin A)

3D PDB for NP0019712 (Aurachin A)

SMILES for NP0019712 (Aurachin A)

INCHI for NP0019712 (Aurachin A)

Structure for NP0019712 (Aurachin A)

3D Structure for NP0019712 (Aurachin A)