NP-MRD: Showing NP-Card for Ascosalitoxin (NP0011036)

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Record Information

Version

1.0

Created at

2021-01-05 20:51:01 UTC

Updated at

2021-07-15 17:07:47 UTC

NP-MRD ID

NP0011036

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Ascosalitoxin

Provided By

NPAtlas

Description

Ascosalitoxin belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Ascosalitoxin is found in Ascochyta pisi. It was first documented in 2012 (PMID: 22924467). Based on a literature review very few articles have been published on Ascosalitoxin (PMID: 31354886).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107433D          

 39 39  0  0  0  0            999 V2000
    3.3759    0.5187   -1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6785    0.7670   -0.4634 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8393   -0.0762    0.4605 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2023    0.2347    1.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -0.0067    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640    0.6585   -0.8174 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -0.6959    0.9254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5552   -2.2008    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -0.4288    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -1.4168   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483   -1.1390   -0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6912   -2.1476   -1.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4938    0.1038   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8421    0.4019   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595    1.1300   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3824    2.3542   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215    0.8604    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    1.8814    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1148    3.0469    1.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    1.3518   -2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.4464   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902    0.4045   -2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7488    0.4425   -0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.8454   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818   -1.1412    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    0.6800    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.7124    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188    0.9713    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3909   -0.3524    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161   -2.4905    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -2.6399    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6989   -2.6220   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -2.4502   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -3.0952   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6669    0.1048   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9157   -0.0256   -2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9134    1.5102   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0505    3.1814    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495    1.6383    1.5613 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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17  9  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3 25  1  6  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  7 29  1  1  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
 10 33  1  0  0  0  0
 12 34  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 16 38  1  0  0  0  0
 18 39  1  0  0  0  0
M  END

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    3.3759    0.5187   -1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6785    0.7670   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8393   -0.0762    0.4605 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2023    0.2347    1.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -0.0067    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640    0.6585   -0.8174 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -0.6959    0.9254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5552   -2.2008    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -0.4288    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -1.4168   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483   -1.1390   -0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6912   -2.1476   -1.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4938    0.1038   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8421    0.4019   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595    1.1300   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3824    2.3542   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215    0.8604    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    1.8814    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1148    3.0469    1.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    1.3518   -2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.4464   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902    0.4045   -2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7488    0.4425   -0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.8454   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818   -1.1412    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    0.6800    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.7124    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188    0.9713    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3909   -0.3524    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161   -2.4905    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -2.6399    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6989   -2.6220   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -2.4502   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -3.0952   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6669    0.1048   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9157   -0.0256   -2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9134    1.5102   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0505    3.1814    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495    1.6383    1.5613 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 17  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  6
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  1
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 18 39  1  0
M  END


  Mrv1652306242107433D          

 39 39  0  0  0  0            999 V2000
    3.3759    0.5187   -1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6785    0.7670   -0.4634 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8393   -0.0762    0.4605 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2023    0.2347    1.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -0.0067    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640    0.6585   -0.8174 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -0.6959    0.9254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5552   -2.2008    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -0.4288    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -1.4168   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483   -1.1390   -0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6912   -2.1476   -1.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4938    0.1038   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8421    0.4019   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595    1.1300   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3824    2.3542   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215    0.8604    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    1.8814    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1148    3.0469    1.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    1.3518   -2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.4464   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902    0.4045   -2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7488    0.4425   -0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.8454   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818   -1.1412    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    0.6800    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.7124    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188    0.9713    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3909   -0.3524    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161   -2.4905    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -2.6399    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6989   -2.6220   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -2.4502   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -3.0952   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6669    0.1048   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9157   -0.0256   -2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9134    1.5102   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0505    3.1814    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495    1.6383    1.5613 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  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 17  9  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  2 23  1  0  0  0  0
  2 24  1  0  0  0  0
  3 25  1  6  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  7 29  1  1  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
 10 33  1  0  0  0  0
 12 34  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 14 37  1  0  0  0  0
 16 38  1  0  0  0  0
 18 39  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011036

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C(C(O[H])=C(C([H])=O)C(=C1[H])[C@]([H])(C(=O)[C@]([H])(C([H])([H])[H])C([H])([H])C([H])([H])[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O4/c1-5-8(2)14(18)9(3)11-6-13(17)10(4)15(19)12(11)7-16/h6-9,17,19H,5H2,1-4H3/t8-,9-/m1/s1

> <INCHI_KEY>
PNGIBNMUXNYIFZ-UHFFFAOYSA-N

> <FORMULA>
C15H20O4

> <MOLECULAR_WEIGHT>
264.321

> <EXACT_MASS>
264.136159124

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.799358695898142

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,4-dihydroxy-3-methyl-6-[(2R,4R)-4-methyl-3-oxohexan-2-yl]benzaldehyde

> <ALOGPS_LOGP>
3.09

> <JCHEM_LOGP>
4.440489787333334

> <ALOGPS_LOGS>
-2.81

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.371756412256065

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.732097948161521

> <JCHEM_PKA_STRONGEST_BASIC>
-5.684129014752258

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
74.88060000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,4-dihydroxy-3-methyl-6-[(2R,4R)-4-methyl-3-oxohexan-2-yl]benzaldehyde

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 39 39  0  0  0  0  0  0  0  0999 V2000
    3.3759    0.5187   -1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6785    0.7670   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8393   -0.0762    0.4605 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2023    0.2347    1.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -0.0067    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640    0.6585   -0.8174 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -0.6959    0.9254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5552   -2.2008    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -0.4288    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -1.4168   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483   -1.1390   -0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6912   -2.1476   -1.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4938    0.1038   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8421    0.4019   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595    1.1300   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3824    2.3542   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215    0.8604    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    1.8814    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1148    3.0469    1.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    1.3518   -2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.4464   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902    0.4045   -2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7488    0.4425   -0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.8454   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818   -1.1412    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    0.6800    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.7124    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188    0.9713    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3909   -0.3524    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161   -2.4905    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -2.6399    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6989   -2.6220   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -2.4502   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -3.0952   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6669    0.1048   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9157   -0.0256   -2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9134    1.5102   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0505    3.1814    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495    1.6383    1.5613 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 17  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  6
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  1
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 18 39  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       3.376   0.519  -1.926  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.679   0.767  -0.463  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.839  -0.076   0.461  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.202   0.235   1.872  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.404  -0.007   0.146  0.00  0.00           C+0
HETATM    6  O   UNK     0       1.064   0.659  -0.817  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.349  -0.696   0.925  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.555  -2.201   0.924  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.993  -0.429   0.367  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.707  -1.417  -0.250  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.948  -1.139  -0.779  0.00  0.00           C+0
HETATM   12  O   UNK     0      -3.691  -2.148  -1.416  0.00  0.00           O+0
HETATM   13  C   UNK     0      -3.494   0.104  -0.706  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.842   0.402  -1.282  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.760   1.130  -0.068  0.00  0.00           C+0
HETATM   16  O   UNK     0      -3.382   2.354  -0.038  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.522   0.860   0.462  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.743   1.881   1.137  0.00  0.00           C+0
HETATM   19  O   UNK     0      -1.115   3.047   1.284  0.00  0.00           O+0
HETATM   20  H   UNK     0       2.781   1.352  -2.355  0.00  0.00           H+0
HETATM   21  H   UNK     0       2.796  -0.446  -1.955  0.00  0.00           H+0
HETATM   22  H   UNK     0       4.290   0.405  -2.538  0.00  0.00           H+0
HETATM   23  H   UNK     0       4.749   0.443  -0.304  0.00  0.00           H+0
HETATM   24  H   UNK     0       3.659   1.845  -0.193  0.00  0.00           H+0
HETATM   25  H   UNK     0       3.182  -1.141   0.258  0.00  0.00           H+0
HETATM   26  H   UNK     0       4.231   0.680   1.884  0.00  0.00           H+0
HETATM   27  H   UNK     0       3.266  -0.712   2.446  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.519   0.971   2.352  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.391  -0.352   1.969  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.416  -2.490   1.563  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.337  -2.640   1.427  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.699  -2.622  -0.071  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.307  -2.450  -0.340  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.309  -3.095  -1.488  0.00  0.00           H+0
HETATM   35  H   UNK     0      -5.667   0.105  -0.631  0.00  0.00           H+0
HETATM   36  H   UNK     0      -4.916  -0.026  -2.324  0.00  0.00           H+0
HETATM   37  H   UNK     0      -4.913   1.510  -1.443  0.00  0.00           H+0
HETATM   38  H   UNK     0      -3.050   3.181   0.349  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.250   1.638   1.561  0.00  0.00           H+0
CONECT    1    2   20   21   22                                             
CONECT    2    1    3   23   24                                             
CONECT    3    2    4    5   25                                             
CONECT    4    3   26   27   28                                             
CONECT    5    3    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8    9   29                                             
CONECT    8    7   30   31   32                                             
CONECT    9    7   10   17                                                  
CONECT   10    9   11   33                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11   34                                                       
CONECT   13   11   14   15                                                  
CONECT   14   13   35   36   37                                             
CONECT   15   13   16   17                                                  
CONECT   16   15   38                                                       
CONECT   17   15   18    9                                                  
CONECT   18   17   19   39                                                  
CONECT   19   18                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    2                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    4                                                            
CONECT   28    4                                                            
CONECT   29    7                                                            
CONECT   30    8                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33   10                                                            
CONECT   34   12                                                            
CONECT   35   14                                                            
CONECT   36   14                                                            
CONECT   37   14                                                            
CONECT   38   16                                                            
CONECT   39   18                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   78    0
END

RDKit          3D

39 39  0  0  0  0  0  0  0  0999 V2000
    3.3759    0.5187   -1.9255 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6785    0.7670   -0.4634 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8393   -0.0762    0.4605 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2023    0.2347    1.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4037   -0.0067    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0640    0.6585   -0.8174 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489   -0.6959    0.9254 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.5552   -2.2008    0.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9932   -0.4288    0.3668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7069   -1.4168   -0.2503 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9483   -1.1390   -0.7792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6912   -2.1476   -1.4160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4938    0.1038   -0.7063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8421    0.4019   -1.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595    1.1300   -0.0684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3824    2.3542   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5215    0.8604    0.4618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7432    1.8814    1.1375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1148    3.0469    1.2843 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7814    1.3518   -2.3546 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7958   -0.4464   -1.9550 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2902    0.4045   -2.5375 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7488    0.4425   -0.3039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6588    1.8454   -0.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1818   -1.1412    0.2584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2312    0.6800    1.8835 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2664   -0.7124    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5188    0.9713    2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3909   -0.3524    1.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4161   -2.4905    1.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3370   -2.6399    1.4269 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6989   -2.6220   -0.0710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3072   -2.4502   -0.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3087   -3.0952   -1.4879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6669    0.1048   -0.6313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9157   -0.0256   -2.3240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9134    1.5102   -1.4427 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0505    3.1814    0.3486 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2495    1.6383    1.5613 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  2  0
  5  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 15 17  2  0
 17 18  1  0
 18 19  2  0
 17  9  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  6
  4 26  1  0
  4 27  1  0
  4 28  1  0
  7 29  1  1
  8 30  1  0
  8 31  1  0
  8 32  1  0
 10 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 14 37  1  0
 16 38  1  0
 18 39  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₄

Average Mass

264.3210 Da

Monoisotopic Mass

264.13616 Da

IUPAC Name

2,4-dihydroxy-3-methyl-6-[(2R,4R)-4-methyl-3-oxohexan-2-yl]benzaldehyde

Traditional Name

2,4-dihydroxy-3-methyl-6-[(2R,4R)-4-methyl-3-oxohexan-2-yl]benzaldehyde

CAS Registry Number

Not Available

SMILES

CCC(C)C(=O)C(C)C1=CC(O)=C(C)C(O)=C1C=O

InChI Identifier

InChI=1S/C15H20O4/c1-5-8(2)14(18)9(3)11-6-13(17)10(4)15(19)12(11)7-16/h6-9,17,19H,5H2,1-4H3

InChI Key

PNGIBNMUXNYIFZ-UHFFFAOYSA-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
Ascochyta pisi	NPAtlas	22924467

Species Where Detected

Species Name	Source	Reference
Ascochyta pisi var. pisi	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Monoterpenoids

Direct Parent

Aromatic monoterpenoids

Alternative Parents

Substituents

P-cymene
Aromatic monoterpenoid
Monocyclic monoterpenoid
Hydroxybenzaldehyde
Benzaldehyde
Benzoyl
O-cresol
Resorcinol
Aryl-aldehyde
Toluene
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Ketone
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aldehyde
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monoterpenoid (CHEBI:2870 )

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	3.09	ALOGPS
logP	4.44	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	7.73	ChemAxon
pKa (Strongest Basic)	-5.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	74.88 m³·mol⁻¹	ChemAxon
Polarizability	28.8 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA012444

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002639

Chemspider ID

391254

KEGG Compound ID

C10766

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

442951

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Leyte-Lugo M, Gonzalez-Andrade M, Gonzalez Mdel C, Glenn AE, Cerda-Garcia-Rojas CM, Mata R: (+)-Ascosalitoxin and vermelhotin, a calmodulin inhibitor, from an endophytic fungus isolated from Hintonia latiflora. J Nat Prod. 2012 Sep 28;75(9):1571-7. doi: 10.1021/np300327y. Epub 2012 Aug 27. [PubMed:22924467 ]
Mafezoli J, Xu YM, Hilario F, Freidhof B, Espinosa-Artiles P, Dos Santos LC, de Oliveira MCF, Gunatilaka AAL: Modulation of polyketide biosynthetic pathway of the endophytic fungus, Anteaglonium sp. FL0768, by copper (II) and anacardic acid. Phytochem Lett. 2018 Dec;28:157-163. doi: 10.1016/j.phytol.2018.10.011. Epub 2018 Oct 25. [PubMed:31354886 ]

Showing NP-Card for Ascosalitoxin (NP0011036)

MOL for NP0011036 (Ascosalitoxin)

3D MOL for NP0011036 (Ascosalitoxin)

3D SDF for NP0011036 (Ascosalitoxin)

3D-SDF for NP0011036 (Ascosalitoxin)

PDB for NP0011036 (Ascosalitoxin)

3D PDB for NP0011036 (Ascosalitoxin)

SMILES for NP0011036 (Ascosalitoxin)

INCHI for NP0011036 (Ascosalitoxin)

Structure for NP0011036 (Ascosalitoxin)

3D Structure for NP0011036 (Ascosalitoxin)