NP-MRD: Showing NP-Card for Alternarienonic acid (NP0007760)

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Record Information

Version

2.0

Created at

2020-12-09 04:33:17 UTC

Updated at

2021-07-15 16:58:28 UTC

NP-MRD ID

NP0007760

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alternarienonic acid

Provided By

NPAtlas

Description

Alternarienonic acid, also known as alternarienonate, belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group. Alternarienonic acid is found in Alternaria sp. Based on a literature review very few articles have been published on Alternarienonic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119023D          

 34 35  0  0  0  0            999 V2000
   -4.7649   -1.6132    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762   -1.7905   -0.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.7180   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    0.5743   -0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    1.6911   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    2.9174   -0.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967    1.4432   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    2.5560   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    3.7303   -0.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153    2.4292   -0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.1554   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035   -0.2216   -0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -0.9955    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2764   -1.5935    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2617   -1.1857    0.2254 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4672   -0.1122   -0.7889 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3635   -0.4685   -1.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997    0.1029   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.4854   -2.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -0.9164   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1664   -1.1501   -0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -2.6055    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9759   -0.9240    0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.7551   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    3.8144   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866    3.1066   -0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -2.6924    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2154   -1.3613    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.2373    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840   -2.1693   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688   -1.1179    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791    0.7973   -0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457    0.2441   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7317   -1.9298   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 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
 11 20  2  0  0  0  0
 20  3  1  0  0  0  0
 18 12  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  0  0  0  0
 10 26  1  0  0  0  0
 14 27  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  1  0  0  0
 17 33  1  0  0  0  0
 20 34  1  0  0  0  0
M  END

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.7649   -1.6132    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762   -1.7905   -0.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.7180   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    0.5743   -0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    1.6911   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    2.9174   -0.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967    1.4432   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    2.5560   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    3.7303   -0.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153    2.4292   -0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.1554   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035   -0.2216   -0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -0.9955    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2764   -1.5935    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2617   -1.1857    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4672   -0.1122   -0.7889 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3635   -0.4685   -1.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997    0.1029   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.4854   -2.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -0.9164   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1664   -1.1501   -0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -2.6055    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9759   -0.9240    0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.7551   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    3.8144   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866    3.1066   -0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -2.6924    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2154   -1.3613    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.2373    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840   -2.1693   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688   -1.1179    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791    0.7973   -0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457    0.2441   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7317   -1.9298   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11 20  2  0
 20  3  1  0
 18 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  1
 17 33  1  0
 20 34  1  0
M  END


  Mrv1652306242119023D          

 34 35  0  0  0  0            999 V2000
   -4.7649   -1.6132    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762   -1.7905   -0.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.7180   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    0.5743   -0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    1.6911   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    2.9174   -0.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967    1.4432   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    2.5560   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    3.7303   -0.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153    2.4292   -0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.1554   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035   -0.2216   -0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -0.9955    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2764   -1.5935    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2617   -1.1857    0.2254 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4672   -0.1122   -0.7889 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3635   -0.4685   -1.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997    0.1029   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.4854   -2.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -0.9164   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1664   -1.1501   -0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -2.6055    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9759   -0.9240    0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.7551   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    3.8144   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866    3.1066   -0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -2.6924    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2154   -1.3613    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.2373    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840   -2.1693   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688   -1.1179    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791    0.7973   -0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457    0.2441   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7317   -1.9298   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 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
 11 20  2  0  0  0  0
 20  3  1  0  0  0  0
 18 12  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  4 24  1  0  0  0  0
  6 25  1  0  0  0  0
 10 26  1  0  0  0  0
 14 27  1  0  0  0  0
 14 28  1  0  0  0  0
 14 29  1  0  0  0  0
 15 30  1  0  0  0  0
 15 31  1  0  0  0  0
 16 32  1  1  0  0  0
 17 33  1  0  0  0  0
 20 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007760

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC(=O)C1=C(O[H])C([H])=C(OC([H])([H])[H])C([H])=C1C1=C(C([H])([H])[H])C([H])([H])[C@@]([H])(O[H])C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H14O6/c1-6-3-10(16)13(17)11(6)8-4-7(20-2)5-9(15)12(8)14(18)19/h4-5,10,15-16H,3H2,1-2H3,(H,18,19)/t10-/m1/s1

> <INCHI_KEY>
KZPGRZQYEBJXQJ-SNVBAGLBSA-N

> <FORMULA>
C14H14O6

> <MOLECULAR_WEIGHT>
278.26

> <EXACT_MASS>
278.079038171

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
27.02150504996822

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxy-6-[(4R)-4-hydroxy-2-methyl-5-oxocyclopent-1-en-1-yl]-4-methoxybenzoic acid

> <ALOGPS_LOGP>
0.89

> <JCHEM_LOGP>
1.9281785563333331

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.946640409905397

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5784778922839764

> <JCHEM_PKA_STRONGEST_BASIC>
-3.5344031855111613

> <JCHEM_POLAR_SURFACE_AREA>
104.06

> <JCHEM_REFRACTIVITY>
70.6663

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.16e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-6-[(4R)-4-hydroxy-2-methyl-5-oxocyclopent-1-en-1-yl]-4-methoxybenzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 34 35  0  0  0  0  0  0  0  0999 V2000
   -4.7649   -1.6132    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762   -1.7905   -0.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.7180   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    0.5743   -0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    1.6911   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    2.9174   -0.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967    1.4432   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    2.5560   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    3.7303   -0.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153    2.4292   -0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.1554   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035   -0.2216   -0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -0.9955    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2764   -1.5935    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2617   -1.1857    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4672   -0.1122   -0.7889 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3635   -0.4685   -1.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997    0.1029   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.4854   -2.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -0.9164   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1664   -1.1501   -0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -2.6055    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9759   -0.9240    0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.7551   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    3.8144   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866    3.1066   -0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -2.6924    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2154   -1.3613    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.2373    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840   -2.1693   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688   -1.1179    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791    0.7973   -0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457    0.2441   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7317   -1.9298   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11 20  2  0
 20  3  1  0
 18 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  1
 17 33  1  0
 20 34  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      -4.765  -1.613   0.024  0.00  0.00           C+0
HETATM    2  O   UNK     0      -3.376  -1.791  -0.007  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.479  -0.718  -0.044  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.917   0.574  -0.050  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.060   1.691  -0.085  0.00  0.00           C+0
HETATM    6  O   UNK     0      -2.641   2.917  -0.087  0.00  0.00           O+0
HETATM    7  C   UNK     0      -0.697   1.443  -0.113  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.231   2.556  -0.105  0.00  0.00           C+0
HETATM    9  O   UNK     0      -0.215   3.730  -0.075  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.615   2.429  -0.125  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.209   0.155  -0.110  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.204  -0.222  -0.221  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.865  -0.996   0.662  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.276  -1.593   1.896  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.262  -1.186   0.225  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.467  -0.112  -0.789  0.00  0.00           C+0
HETATM   17  O   UNK     0       4.364  -0.469  -1.791  0.00  0.00           O+0
HETATM   18  C   UNK     0       2.100   0.103  -1.317  0.00  0.00           C+0
HETATM   19  O   UNK     0       1.715   0.485  -2.466  0.00  0.00           O+0
HETATM   20  C   UNK     0      -1.122  -0.916  -0.074  0.00  0.00           C+0
HETATM   21  H   UNK     0      -5.166  -1.150  -0.899  0.00  0.00           H+0
HETATM   22  H   UNK     0      -5.230  -2.606   0.202  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.976  -0.924   0.870  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.997   0.755  -0.027  0.00  0.00           H+0
HETATM   25  H   UNK     0      -2.339   3.814  -0.109  0.00  0.00           H+0
HETATM   26  H   UNK     0       2.187   3.107  -0.656  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.393  -2.692   1.824  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.215  -1.361   2.034  0.00  0.00           H+0
HETATM   29  H   UNK     0       1.851  -1.237   2.787  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.384  -2.169  -0.311  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.969  -1.118   1.082  0.00  0.00           H+0
HETATM   32  H   UNK     0       3.779   0.797  -0.247  0.00  0.00           H+0
HETATM   33  H   UNK     0       5.046   0.244  -1.826  0.00  0.00           H+0
HETATM   34  H   UNK     0      -0.732  -1.930  -0.074  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1    3                                                       
CONECT    3    2    4   20                                                  
CONECT    4    3    5   24                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   25                                                       
CONECT    7    5    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   26                                                       
CONECT   11    7   12   20                                                  
CONECT   12   11   13   18                                                  
CONECT   13   12   14   15                                                  
CONECT   14   13   27   28   29                                             
CONECT   15   13   16   30   31                                             
CONECT   16   15   17   18   32                                             
CONECT   17   16   33                                                       
CONECT   18   16   19   12                                                  
CONECT   19   18                                                            
CONECT   20   11    3   34                                                  
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    4                                                            
CONECT   25    6                                                            
CONECT   26   10                                                            
CONECT   27   14                                                            
CONECT   28   14                                                            
CONECT   29   14                                                            
CONECT   30   15                                                            
CONECT   31   15                                                            
CONECT   32   16                                                            
CONECT   33   17                                                            
CONECT   34   20                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   70    0
END

RDKit          3D

34 35  0  0  0  0  0  0  0  0999 V2000
   -4.7649   -1.6132    0.0242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3762   -1.7905   -0.0071 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.7180   -0.0435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9174    0.5743   -0.0499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604    1.6911   -0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6411    2.9174   -0.0874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6967    1.4432   -0.1132 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    2.5560   -0.1047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2152    3.7303   -0.0745 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6153    2.4292   -0.1247 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2090    0.1554   -0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2035   -0.2216   -0.2214 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8646   -0.9955    0.6622 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2764   -1.5935    1.8964 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2617   -1.1857    0.2254 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4672   -0.1122   -0.7889 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3635   -0.4685   -1.7912 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0997    0.1029   -1.3165 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7146    0.4854   -2.4655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224   -0.9164   -0.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1664   -1.1501   -0.8989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2298   -2.6055    0.2017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9759   -0.9240    0.8696 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9974    0.7551   -0.0269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3387    3.8144   -0.1085 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1866    3.1066   -0.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3932   -2.6924    1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2154   -1.3613    2.0335 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8514   -1.2373    2.7871 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3840   -2.1693   -0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9688   -1.1179    1.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791    0.7973   -0.2473 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457    0.2441   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7317   -1.9298   -0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  5  7  2  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
  7 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 11 20  2  0
 20  3  1  0
 18 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  6 25  1  0
 10 26  1  0
 14 27  1  0
 14 28  1  0
 14 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  1
 17 33  1  0
 20 34  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Alternarienonate	Generator
2-Hydroxy-6-[(4R)-4-hydroxy-2-methyl-5-oxocyclopent-1-en-1-yl]-4-methoxybenzoate	Generator

Chemical Formula

C₁₄H₁₄O₆

Average Mass

278.2600 Da

Monoisotopic Mass

278.07904 Da

IUPAC Name

2-hydroxy-6-[(4R)-4-hydroxy-2-methyl-5-oxocyclopent-1-en-1-yl]-4-methoxybenzoic acid

Traditional Name

2-hydroxy-6-[(4R)-4-hydroxy-2-methyl-5-oxocyclopent-1-en-1-yl]-4-methoxybenzoic acid

CAS Registry Number

Not Available

SMILES

COC1=CC(O)=C(C(O)=O)C(=C1)C1=C(C)C[C@@H](O)C1=O

InChI Identifier

InChI=1S/C14H14O6/c1-6-3-10(16)13(17)11(6)8-4-7(20-2)5-9(15)12(8)14(18)19/h4-5,10,15-16H,3H2,1-2H3,(H,18,19)/t10-/m1/s1

InChI Key

KZPGRZQYEBJXQJ-SNVBAGLBSA-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
Alternaria sp.	NPAtlas	18494522

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-methoxybenzoic acids and derivatives. These are benzoic acids in which the hydrogen atom at position 4 of the benzene ring is replaced by a methoxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

P-methoxybenzoic acids and derivatives

Alternative Parents

Substituents

P-methoxybenzoic acid or derivatives
Hydroxybenzoic acid
Methoxyphenol
Salicylic acid
Salicylic acid or derivatives
Benzoic acid
Phenoxy compound
Anisole
Methoxybenzene
Benzoyl
Phenol ether
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Phenol
Vinylogous acid
Secondary alcohol
Ketone
Cyclic ketone
Ether
Carboxylic acid
Carboxylic acid derivative
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

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	0.89	ALOGPS
logP	1.93	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	2.58	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	70.67 m³·mol⁻¹	ChemAxon
Polarizability	27.02 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

NPA013571

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00047717

Chemspider ID

24718261

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24900161

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Alternarienonic acid (NP0007760)

MOL for NP0007760 (Alternarienonic acid)

3D MOL for NP0007760 (Alternarienonic acid)

3D SDF for NP0007760 (Alternarienonic acid)

3D-SDF for NP0007760 (Alternarienonic acid)

PDB for NP0007760 (Alternarienonic acid)

3D PDB for NP0007760 (Alternarienonic acid)

SMILES for NP0007760 (Alternarienonic acid)

INCHI for NP0007760 (Alternarienonic acid)

Structure for NP0007760 (Alternarienonic acid)

3D Structure for NP0007760 (Alternarienonic acid)