NP-MRD: Showing NP-Card for Cornexistin (NP0008522)

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Record Information

Version

2.0

Created at

2020-12-09 06:05:28 UTC

Updated at

2021-07-15 17:00:40 UTC

NP-MRD ID

NP0008522

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Cornexistin

Provided By

NPAtlas

Description

Cornexistin 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. Cornexistin is found in Paecilomyces. Cornexistin was first documented in 1991 (PMID: 1955388). Based on a literature review very few articles have been published on Cornexistin (PMID: 34105834) (PMID: 32558114) (PMID: 31336669) (PMID: 28660939) (PMID: 12509898).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242106103D          

 42 43  0  0  0  0            999 V2000
   -4.5117   -0.2511   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    0.5717    0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    0.1144    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    1.0199    1.0378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4344    1.7987    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084    1.5531   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    2.6378   -1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    2.7805   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346    3.5655   -1.5044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    3.0631   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    3.6603   -0.3254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370    0.4059   -0.2817 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4303    0.6564    0.9789 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4047   -0.4399    1.3224 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4549   -0.6379    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -0.9123   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8993   -1.8891   -0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -0.9223   -1.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.3038   -2.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -1.6456   -1.0922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9795   -1.3255    0.2161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1241   -2.1082    0.3540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2063   -0.8655   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    0.4356   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -0.8481    0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    1.6177    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.5194    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    1.7141    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    0.3147   -1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    1.5739    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007    0.8841    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -1.4261    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8485   -0.3040    2.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5487   -1.7035   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475   -0.3862    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -0.0138   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -1.2641    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -2.7782   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0814   -2.7438   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090   -1.5410   -1.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2938   -1.6764    1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0855   -2.9003   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21  3  1  0  0  0  0
 10  5  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  2 26  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
 12 29  1  6  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  1  0  0  0
 17 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 21 41  1  1  0  0  0
 22 42  1  0  0  0  0
M  END

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.5117   -0.2511   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    0.5717    0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    0.1144    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    1.0199    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    1.7987    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084    1.5531   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    2.6378   -1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    2.7805   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346    3.5655   -1.5044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    3.0631   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    3.6603   -0.3254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370    0.4059   -0.2817 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4303    0.6564    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047   -0.4399    1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549   -0.6379    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -0.9123   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8993   -1.8891   -0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -0.9223   -1.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.3038   -2.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -1.6456   -1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9795   -1.3255    0.2161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1241   -2.1082    0.3540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2063   -0.8655   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    0.4356   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -0.8481    0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    1.6177    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.5194    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    1.7141    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    0.3147   -1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    1.5739    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007    0.8841    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -1.4261    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8485   -0.3040    2.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5487   -1.7035   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475   -0.3862    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -0.0138   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -1.2641    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -2.7782   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0814   -2.7438   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090   -1.5410   -1.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2938   -1.6764    1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0855   -2.9003   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21  3  1  0
 10  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  1
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  1
 22 42  1  0
M  END


  Mrv1652306242106103D          

 42 43  0  0  0  0            999 V2000
   -4.5117   -0.2511   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    0.5717    0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    0.1144    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    1.0199    1.0378 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.4344    1.7987    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084    1.5531   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    2.6378   -1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    2.7805   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346    3.5655   -1.5044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    3.0631   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    3.6603   -0.3254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370    0.4059   -0.2817 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4303    0.6564    0.9789 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4047   -0.4399    1.3224 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4549   -0.6379    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -0.9123   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8993   -1.8891   -0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -0.9223   -1.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.3038   -2.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -1.6456   -1.0922 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9795   -1.3255    0.2161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1241   -2.1082    0.3540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2063   -0.8655   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    0.4356   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -0.8481    0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    1.6177    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.5194    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    1.7141    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    0.3147   -1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    1.5739    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007    0.8841    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -1.4261    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8485   -0.3040    2.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5487   -1.7035   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475   -0.3862    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -0.0138   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -1.2641    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -2.7782   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0814   -2.7438   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090   -1.5410   -1.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2938   -1.6764    1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0855   -2.9003   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21  3  1  0  0  0  0
 10  5  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  2 26  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
 12 29  1  6  0  0  0
 13 30  1  0  0  0  0
 13 31  1  0  0  0  0
 14 32  1  0  0  0  0
 14 33  1  0  0  0  0
 15 34  1  0  0  0  0
 15 35  1  0  0  0  0
 15 36  1  0  0  0  0
 16 37  1  1  0  0  0
 17 38  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 21 41  1  1  0  0  0
 22 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0008522

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]1([H])\C(=C(\[H])C([H])([H])[H])C([H])([H])C2=C(C(=O)OC2=O)[C@@]([H])(C([H])([H])C([H])([H])C([H])([H])[H])[C@]([H])(O[H])C(=O)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C16H20O6/c1-3-5-9-13-10(15(20)22-16(13)21)6-8(4-2)11(17)7-12(18)14(9)19/h4,9,11,14,17,19H,3,5-7H2,1-2H3/b8-4-/t9-,11+,14+/m1/s1

> <INCHI_KEY>
ILMHTGUGRLGMCR-LRIVTRFWSA-N

> <FORMULA>
C16H20O6

> <MOLECULAR_WEIGHT>
308.33

> <EXACT_MASS>
308.125988364

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.596182131370604

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4R,5S,8S,9Z)-9-ethylidene-5,8-dihydroxy-4-propyl-1H,3H,4H,5H,6H,7H,8H,9H,10H-cyclonona[c]furan-1,3,6-trione

> <ALOGPS_LOGP>
1.19

> <JCHEM_LOGP>
1.5650739300000003

> <ALOGPS_LOGS>
-1.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.416597386391885

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.045276700431138

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0498075324435705

> <JCHEM_POLAR_SURFACE_AREA>
100.9

> <JCHEM_REFRACTIVITY>
78.48689999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.24e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
cornexistin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 43  0  0  0  0  0  0  0  0999 V2000
   -4.5117   -0.2511   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    0.5717    0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    0.1144    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    1.0199    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    1.7987    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084    1.5531   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    2.6378   -1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    2.7805   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346    3.5655   -1.5044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    3.0631   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    3.6603   -0.3254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370    0.4059   -0.2817 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4303    0.6564    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047   -0.4399    1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549   -0.6379    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -0.9123   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8993   -1.8891   -0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -0.9223   -1.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.3038   -2.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -1.6456   -1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9795   -1.3255    0.2161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1241   -2.1082    0.3540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2063   -0.8655   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    0.4356   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -0.8481    0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    1.6177    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.5194    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    1.7141    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    0.3147   -1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    1.5739    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007    0.8841    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -1.4261    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8485   -0.3040    2.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5487   -1.7035   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475   -0.3862    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -0.0138   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -1.2641    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -2.7782   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0814   -2.7438   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090   -1.5410   -1.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2938   -1.6764    1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0855   -2.9003   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21  3  1  0
 10  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  1
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  1
 22 42  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      -4.512  -0.251  -0.400  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.442   0.572   0.164  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.209   0.114   0.467  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.175   1.020   1.038  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.434   1.799   0.007  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.708   1.553  -0.530  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.995   2.638  -1.484  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.027   2.781  -2.229  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.035   3.566  -1.504  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.939   3.063  -0.582  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.031   3.660  -0.325  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.637   0.406  -0.282  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.430   0.656   0.979  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.405  -0.440   1.322  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.455  -0.638   0.265  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.966  -0.912  -0.237  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.899  -1.889  -0.673  0.00  0.00           O+0
HETATM   18  C   UNK     0      -0.084  -0.922  -1.291  0.00  0.00           C+0
HETATM   19  O   UNK     0       0.162  -0.304  -2.311  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.345  -1.646  -1.092  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.980  -1.325   0.216  0.00  0.00           C+0
HETATM   22  O   UNK     0      -3.124  -2.108   0.354  0.00  0.00           O+0
HETATM   23  H   UNK     0      -4.206  -0.866  -1.281  0.00  0.00           H+0
HETATM   24  H   UNK     0      -5.299   0.436  -0.834  0.00  0.00           H+0
HETATM   25  H   UNK     0      -5.082  -0.848   0.353  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.637   1.618   0.365  0.00  0.00           H+0
HETATM   27  H   UNK     0      -0.524   0.519   1.765  0.00  0.00           H+0
HETATM   28  H   UNK     0      -1.776   1.714   1.712  0.00  0.00           H+0
HETATM   29  H   UNK     0       2.406   0.315  -1.096  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.080   1.574   0.805  0.00  0.00           H+0
HETATM   31  H   UNK     0       1.801   0.884   1.866  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.856  -1.426   1.404  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.849  -0.304   2.329  0.00  0.00           H+0
HETATM   34  H   UNK     0       4.549  -1.704  -0.079  0.00  0.00           H+0
HETATM   35  H   UNK     0       5.447  -0.386   0.743  0.00  0.00           H+0
HETATM   36  H   UNK     0       4.316  -0.014  -0.631  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.654  -1.264   0.742  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.659  -2.778  -0.361  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.081  -2.744  -1.052  0.00  0.00           H+0
HETATM   40  H   UNK     0      -2.009  -1.541  -1.958  0.00  0.00           H+0
HETATM   41  H   UNK     0      -1.294  -1.676   1.035  0.00  0.00           H+0
HETATM   42  H   UNK     0      -3.086  -2.900  -0.246  0.00  0.00           H+0
CONECT    1    2   23   24   25                                             
CONECT    2    1    3   26                                                  
CONECT    3    2    4   21                                                  
CONECT    4    3    5   27   28                                             
CONECT    5    4    6   10                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11    5                                                  
CONECT   11   10                                                            
CONECT   12    6   13   16   29                                             
CONECT   13   12   14   30   31                                             
CONECT   14   13   15   32   33                                             
CONECT   15   14   34   35   36                                             
CONECT   16   12   17   18   37                                             
CONECT   17   16   38                                                       
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   39   40                                             
CONECT   21   20   22    3   41                                             
CONECT   22   21   42                                                       
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    2                                                            
CONECT   27    4                                                            
CONECT   28    4                                                            
CONECT   29   12                                                            
CONECT   30   13                                                            
CONECT   31   13                                                            
CONECT   32   14                                                            
CONECT   33   14                                                            
CONECT   34   15                                                            
CONECT   35   15                                                            
CONECT   36   15                                                            
CONECT   37   16                                                            
CONECT   38   17                                                            
CONECT   39   20                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
CONECT   42   22                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   86    0
END

RDKit          3D

42 43  0  0  0  0  0  0  0  0999 V2000
   -4.5117   -0.2511   -0.4004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4419    0.5717    0.1635 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2087    0.1144    0.4674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1750    1.0199    1.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4344    1.7987    0.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7084    1.5531   -0.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9950    2.6378   -1.4838 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0274    2.7805   -2.2294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0346    3.5655   -1.5044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9387    3.0631   -0.5815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0308    3.6603   -0.3254 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6370    0.4059   -0.2817 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4303    0.6564    0.9789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4047   -0.4399    1.3224 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4549   -0.6379    0.2645 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9661   -0.9123   -0.2374 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.8993   -1.8891   -0.6733 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0842   -0.9223   -1.2906 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1619   -0.3038   -2.3111 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3446   -1.6456   -1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9795   -1.3255    0.2161 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.1241   -2.1082    0.3540 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2063   -0.8655   -1.2812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2989    0.4356   -0.8337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0816   -0.8481    0.3526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6368    1.6177    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5235    0.5194    1.7649 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7761    1.7141    1.7123 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4055    0.3147   -1.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0804    1.5739    0.8051 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007    0.8841    1.8664 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8559   -1.4261    1.4042 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8485   -0.3040    2.3291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5487   -1.7035   -0.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4475   -0.3862    0.7428 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3156   -0.0138   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6539   -1.2641    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6593   -2.7782   -0.3612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0814   -2.7438   -1.0517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0090   -1.5410   -1.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2938   -1.6764    1.0348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0855   -2.9003   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
  6 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 12 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 21  3  1  0
 10  5  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  4 27  1  0
  4 28  1  0
 12 29  1  6
 13 30  1  0
 13 31  1  0
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 15 36  1  0
 16 37  1  1
 17 38  1  0
 20 39  1  0
 20 40  1  0
 21 41  1  1
 22 42  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Cornexistin	ChEBI

Chemical Formula

C₁₆H₂₀O₆

Average Mass

308.3300 Da

Monoisotopic Mass

308.12599 Da

IUPAC Name

(4R,5S,8S,9Z)-9-ethylidene-5,8-dihydroxy-4-propyl-1H,3H,4H,5H,6H,7H,8H,9H,10H-cyclonona[c]furan-1,3,6-trione

Traditional Name

cornexistin

CAS Registry Number

Not Available

SMILES

CCC[C@H]1[C@H](O)C(=O)C[C@H](O)\C(CC2=C1C(=O)OC2=O)=C/C

InChI Identifier

InChI=1S/C16H20O6/c1-3-5-9-13-10(15(20)22-16(13)21)6-8(4-2)11(17)7-12(18)14(9)19/h4,9,11,14,17,19H,3,5-7H2,1-2H3/b8-4-/t9-,11+,14+/m1/s1

InChI Key

ILMHTGUGRLGMCR-LRIVTRFWSA-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
Paecilomyces	NPAtlas	1955388

Species Where Detected

Species Name	Source	Reference
Paecilomyces variotii SANK 21086	KNApSAcK Database	22123792

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	1.19	ALOGPS
logP	1.57	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	13.05	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	78.49 m³·mol⁻¹	ChemAxon
Polarizability	30.6 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA020646

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00001306

Chemspider ID

4444600

KEGG Compound ID

C08483

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5281160

PDB ID

Not Available

ChEBI ID

756

Good Scents ID

Not Available

References

General References

Nakajima M, Itoi K, Takamatsu Y, Sato S, Furukawa Y, Furuya K, Honma T, Kadotani J, Kozasa M, Haneishi T: Cornexistin: a new fungal metabolite with herbicidal activity. J Antibiot (Tokyo). 1991 Oct;44(10):1065-72. doi: 10.7164/antibiotics.44.1065. [PubMed:1955388 ]
Wildermuth RE, Steinborn C, Barber DM, Muhlfenzl KS, Kendlbacher M, Mayer P, Wurst K, Magauer T: Evolution of a Strategy for the Total Synthesis of (+)-Cornexistin. Chemistry. 2021 Jun 9. doi: 10.1002/chem.202101849. [PubMed:34105834 ]
Steinborn C, Wildermuth RE, Barber DM, Magauer T: Total Synthesis of (+)-Cornexistin. Angew Chem Int Ed Engl. 2020 Sep 21;59(39):17282-17285. doi: 10.1002/anie.202008158. Epub 2020 Aug 18. [PubMed:32558114 ]
Aimon A, Farrugia LJ, Clark JS: Synthesis of the Core Framework of the Cornexistins by Intramolecular Nozaki-Hiyama-Kishi Coupling. Molecules. 2019 Jul 22;24(14). pii: molecules24142654. doi: 10.3390/molecules24142654. [PubMed:31336669 ]
Williams K, Szwalbe AJ, Dickson C, Desson TR, Mulholland NP, Vincent JL, Clough JM, Bailey AM, Butts CP, Willis CL, Simpson TJ, Cox RJ: Genetic and chemical characterisation of the cornexistin pathway provides further insight into maleidride biosynthesis. Chem Commun (Camb). 2017 Jul 11;53(56):7965-7968. doi: 10.1039/c7cc03303f. [PubMed:28660939 ]
Clark JS, Marlin F, Nay B, Wilson C: Synthesis of the carbocyclic core of the cornexistins by ring-closing metathesis. Org Lett. 2003 Jan 9;5(1):89-92. doi: 10.1021/ol027265y. [PubMed:12509898 ]

Showing NP-Card for Cornexistin (NP0008522)

MOL for NP0008522 (Cornexistin)

3D MOL for NP0008522 (Cornexistin)

3D SDF for NP0008522 (Cornexistin)

3D-SDF for NP0008522 (Cornexistin)

PDB for NP0008522 (Cornexistin)

3D PDB for NP0008522 (Cornexistin)

SMILES for NP0008522 (Cornexistin)

INCHI for NP0008522 (Cornexistin)

Structure for NP0008522 (Cornexistin)

3D Structure for NP0008522 (Cornexistin)