NP-MRD: Showing NP-Card for Alternariol 5-O-sulfate (NP0007762)

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Record Information

Version

2.0

Created at

2020-12-09 04:33:21 UTC

Updated at

2021-07-15 16:58:28 UTC

NP-MRD ID

NP0007762

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Alternariol 5-O-sulfate

Provided By

NPAtlas

Description

{3,7-Dihydroxy-1-methyl-6-oxo-6H-benzo[c]chromen-9-yl}oxidanesulfonic acid belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one). Alternariol 5-O-sulfate is found in Alternaria sp. Based on a literature review very few articles have been published on {3,7-dihydroxy-1-methyl-6-oxo-6H-benzo[c]chromen-9-yl}oxidanesulfonic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242119023D          

 33 35  0  0  0  0            999 V2000
   -0.8137   -1.3218    1.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892   -1.0221    0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -1.6298    0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8680   -1.4535   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068   -2.0904   -0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -0.6316   -1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995   -0.0026   -1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.7817   -2.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    1.4050   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    2.1380   -3.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    1.2644   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853    1.9475   -1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868    2.7569   -2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    1.7994   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813    1.0026    0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9238    0.8558    1.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1201   -0.3543    1.5621 S   0  0  2  0  0  6  0  0  0  0  0  0
    3.8711   -1.3799    0.5048 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -1.0284    2.9043 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5958    0.4033    1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725    0.3019    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    0.4447   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -0.2057   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482   -2.0026    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544   -0.5895    2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -2.1183    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -2.2817    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7942   -1.9893   -0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168   -0.4540   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    3.2780   -2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1395    2.3438   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306    0.0900    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -0.2578    1.5695 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
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23  2  1  0  0  0  0
 23  7  2  0  0  0  0
 22 11  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  3 27  1  0  0  0  0
  5 28  1  0  0  0  0
  6 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 20 32  1  0  0  0  0
 21 33  1  0  0  0  0
M  END

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.8137   -1.3218    1.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892   -1.0221    0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -1.6298    0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8680   -1.4535   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068   -2.0904   -0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -0.6316   -1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995   -0.0026   -1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.7817   -2.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    1.4050   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    2.1380   -3.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    1.2644   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853    1.9475   -1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868    2.7569   -2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    1.7994   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813    1.0026    0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9238    0.8558    1.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1201   -0.3543    1.5621 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.8711   -1.3799    0.5048 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -1.0284    2.9043 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5958    0.4033    1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725    0.3019    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    0.4447   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -0.2057   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482   -2.0026    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544   -0.5895    2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -2.1183    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -2.2817    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7942   -1.9893   -0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168   -0.4540   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    3.2780   -2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1395    2.3438   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306    0.0900    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -0.2578    1.5695 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
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 15 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 23  7  2  0
 22 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 13 30  1  0
 14 31  1  0
 20 32  1  0
 21 33  1  0
M  END


  Mrv1652306242119023D          

 33 35  0  0  0  0            999 V2000
   -0.8137   -1.3218    1.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892   -1.0221    0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -1.6298    0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8680   -1.4535   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068   -2.0904   -0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -0.6316   -1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995   -0.0026   -1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.7817   -2.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    1.4050   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    2.1380   -3.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    1.2644   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853    1.9475   -1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868    2.7569   -2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    1.7994   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813    1.0026    0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9238    0.8558    1.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1201   -0.3543    1.5621 S   0  0  2  0  0  6  0  0  0  0  0  0
    3.8711   -1.3799    0.5048 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -1.0284    2.9043 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5958    0.4033    1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725    0.3019    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    0.4447   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -0.2057   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482   -2.0026    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544   -0.5895    2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -2.1183    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -2.2817    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7942   -1.9893   -0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168   -0.4540   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    3.2780   -2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1395    2.3438   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306    0.0900    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -0.2578    1.5695 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
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  2  0  0  0  0
 17 20  1  0  0  0  0
 15 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 23  1  0  0  0  0
 23  2  1  0  0  0  0
 23  7  2  0  0  0  0
 22 11  1  0  0  0  0
  1 24  1  0  0  0  0
  1 25  1  0  0  0  0
  1 26  1  0  0  0  0
  3 27  1  0  0  0  0
  5 28  1  0  0  0  0
  6 29  1  0  0  0  0
 13 30  1  0  0  0  0
 14 31  1  0  0  0  0
 20 32  1  0  0  0  0
 21 33  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0007762

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]OC1=C([H])C2=C(C3=C([H])C(O[S](=O)(=O)O[H])=C([H])C(O[H])=C3C(=O)O2)C(=C1[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C14H10O8S/c1-6-2-7(15)3-11-12(6)9-4-8(22-23(18,19)20)5-10(16)13(9)14(17)21-11/h2-5,15-16H,1H3,(H,18,19,20)

> <INCHI_KEY>
IOBDCMVQCAWFQQ-UHFFFAOYSA-N

> <FORMULA>
C14H10O8S

> <MOLECULAR_WEIGHT>
338.29

> <EXACT_MASS>
338.009638456

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
30.644307219957106

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{3,7-dihydroxy-1-methyl-6-oxo-6H-benzo[c]chromen-9-yl}oxidanesulfonic acid

> <ALOGPS_LOGP>
0.37

> <JCHEM_LOGP>
2.702739519333333

> <ALOGPS_LOGS>
-2.98

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.686657695059828

> <JCHEM_PKA_STRONGEST_ACIDIC>
-2.3408314360902587

> <JCHEM_PKA_STRONGEST_BASIC>
-4.390592040567243

> <JCHEM_POLAR_SURFACE_AREA>
130.35999999999999

> <JCHEM_REFRACTIVITY>
77.9148

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.52e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{3,7-dihydroxy-1-methyl-6-oxobenzo[c]chromen-9-yl}oxidanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 33 35  0  0  0  0  0  0  0  0999 V2000
   -0.8137   -1.3218    1.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892   -1.0221    0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -1.6298    0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8680   -1.4535   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068   -2.0904   -0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -0.6316   -1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995   -0.0026   -1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.7817   -2.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    1.4050   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    2.1380   -3.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    1.2644   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853    1.9475   -1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868    2.7569   -2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    1.7994   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813    1.0026    0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9238    0.8558    1.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1201   -0.3543    1.5621 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.8711   -1.3799    0.5048 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -1.0284    2.9043 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5958    0.4033    1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725    0.3019    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    0.4447   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -0.2057   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482   -2.0026    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544   -0.5895    2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -2.1183    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -2.2817    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7942   -1.9893   -0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168   -0.4540   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    3.2780   -2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1395    2.3438   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306    0.0900    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -0.2578    1.5695 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
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 15 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 23  7  2  0
 22 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 13 30  1  0
 14 31  1  0
 20 32  1  0
 21 33  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      -0.814  -1.322   1.953  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.689  -1.022   0.840  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.969  -1.630   0.789  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.868  -1.454  -0.202  0.00  0.00           C+0
HETATM    5  O   UNK     0      -5.107  -2.090  -0.173  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.536  -0.632  -1.241  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.300  -0.003  -1.257  0.00  0.00           C+0
HETATM    8  O   UNK     0      -1.990   0.782  -2.257  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.864   1.405  -2.352  0.00  0.00           C+0
HETATM   10  O   UNK     0      -0.630   2.138  -3.332  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.090   1.264  -1.370  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.285   1.948  -1.490  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.487   2.757  -2.619  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.214   1.799  -0.499  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.981   1.003   0.586  0.00  0.00           C+0
HETATM   16  O   UNK     0       2.924   0.856   1.588  0.00  0.00           O+0
HETATM   17  S   UNK     0       4.120  -0.354   1.562  0.00  0.00           S+0
HETATM   18  O   UNK     0       3.871  -1.380   0.505  0.00  0.00           O+0
HETATM   19  O   UNK     0       4.159  -1.028   2.904  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.596   0.403   1.330  0.00  0.00           O+0
HETATM   21  C   UNK     0       0.773   0.302   0.723  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.159   0.445  -0.265  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.386  -0.206  -0.211  0.00  0.00           C+0
HETATM   24  H   UNK     0       0.048  -2.003   1.774  0.00  0.00           H+0
HETATM   25  H   UNK     0      -0.754  -0.590   2.784  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.409  -2.118   2.573  0.00  0.00           H+0
HETATM   27  H   UNK     0      -3.223  -2.282   1.624  0.00  0.00           H+0
HETATM   28  H   UNK     0      -5.794  -1.989  -0.877  0.00  0.00           H+0
HETATM   29  H   UNK     0      -4.217  -0.454  -2.062  0.00  0.00           H+0
HETATM   30  H   UNK     0       2.314   3.278  -2.779  0.00  0.00           H+0
HETATM   31  H   UNK     0       3.139   2.344  -0.618  0.00  0.00           H+0
HETATM   32  H   UNK     0       6.031   0.090   0.501  0.00  0.00           H+0
HETATM   33  H   UNK     0       0.677  -0.258   1.569  0.00  0.00           H+0
CONECT    1    2   24   25   26                                             
CONECT    2    1    3   23                                                  
CONECT    3    2    4   27                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4   28                                                       
CONECT    6    4    7   29                                                  
CONECT    7    6    8   23                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   22                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12   30                                                       
CONECT   14   12   15   31                                                  
CONECT   15   14   16   21                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18   19   20                                             
CONECT   18   17                                                            
CONECT   19   17                                                            
CONECT   20   17   32                                                       
CONECT   21   15   22   33                                                  
CONECT   22   21   23   11                                                  
CONECT   23   22    2    7                                                  
CONECT   24    1                                                            
CONECT   25    1                                                            
CONECT   26    1                                                            
CONECT   27    3                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30   13                                                            
CONECT   31   14                                                            
CONECT   32   20                                                            
CONECT   33   21                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   70    0
END

RDKit          3D

33 35  0  0  0  0  0  0  0  0999 V2000
   -0.8137   -1.3218    1.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6892   -1.0221    0.8397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9687   -1.6298    0.7894 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8680   -1.4535   -0.2017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1068   -2.0904   -0.1730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5360   -0.6316   -1.2410 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2995   -0.0026   -1.2573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9902    0.7817   -2.2570 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8635    1.4050   -2.3520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6304    2.1380   -3.3324 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0900    1.2644   -1.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2853    1.9475   -1.4897 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4868    2.7569   -2.6189 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2139    1.7994   -0.4987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9813    1.0026    0.5859 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9238    0.8558    1.5876 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1201   -0.3543    1.5621 S   0  0  0  0  0  6  0  0  0  0  0  0
    3.8711   -1.3799    0.5048 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1593   -1.0284    2.9043 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5958    0.4033    1.3299 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7725    0.3019    0.7227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1593    0.4447   -0.2654 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3864   -0.2057   -0.2111 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0482   -2.0026    1.7742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7544   -0.5895    2.7836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4086   -2.1183    2.5731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2231   -2.2817    1.6244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7942   -1.9893   -0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2168   -0.4540   -2.0622 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3139    3.2780   -2.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1395    2.3438   -0.6181 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0306    0.0900    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6767   -0.2578    1.5695 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
  4  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  2  0
 17 20  1  0
 15 21  1  0
 21 22  2  0
 22 23  1  0
 23  2  1  0
 23  7  2  0
 22 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
 13 30  1  0
 14 31  1  0
 20 32  1  0
 21 33  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
{3,7-dihydroxy-1-methyl-6-oxo-6H-benzo[c]chromen-9-yl}oxidanesulfonate	Generator
{3,7-dihydroxy-1-methyl-6-oxo-6H-benzo[c]chromen-9-yl}oxidanesulphonate	Generator
{3,7-dihydroxy-1-methyl-6-oxo-6H-benzo[c]chromen-9-yl}oxidanesulphonic acid	Generator
Alternariol 5-O-sulfuric acid	Generator
Alternariol 5-O-sulphate	Generator
Alternariol 5-O-sulphuric acid	Generator

Chemical Formula

C₁₄H₁₀O₈S

Average Mass

338.2900 Da

Monoisotopic Mass

338.00964 Da

IUPAC Name

{3,7-dihydroxy-1-methyl-6-oxo-6H-benzo[c]chromen-9-yl}oxidanesulfonic acid

Traditional Name

{3,7-dihydroxy-1-methyl-6-oxobenzo[c]chromen-9-yl}oxidanesulfonic acid

CAS Registry Number

Not Available

SMILES

CC1=CC(O)=CC2=C1C1=CC(OS(O)(=O)=O)=CC(O)=C1C(=O)O2

InChI Identifier

InChI=1S/C14H10O8S/c1-6-2-7(15)3-11-12(6)9-4-8(22-23(18,19)20)5-10(16)13(9)14(17)21-11/h2-5,15-16H,1H3,(H,18,19,20)

InChI Key

IOBDCMVQCAWFQQ-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
Alternaria sp.	NPAtlas	18494522

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coumarins and derivatives. These are polycyclic aromatic compounds containing a 1-benzopyran moiety with a ketone group at the C2 carbon atom (1-benzopyran-2-one).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Coumarins and derivatives

Sub Class

Not Available

Direct Parent

Coumarins and derivatives

Alternative Parents

Substituents

Coumarin
Isocoumarin
Benzopyran
Arylsulfate
2-benzopyran
1-benzopyran
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Pyranone
Pyran
Sulfuric acid monoester
Benzenoid
Sulfuric acid ester
Sulfate-ester
Organic sulfuric acid or derivatives
Heteroaromatic compound
Vinylogous acid
Lactone
Oxacycle
Organoheterocyclic compound
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	0.37	ALOGPS
logP	2.7	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	-2.3	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	130.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	77.91 m³·mol⁻¹	ChemAxon
Polarizability	30.64 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

NPAtlas ID

NPA007981

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24699951

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24899915

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Alternariol 5-O-sulfate (NP0007762)

MOL for NP0007762 (Alternariol 5-O-sulfate)

3D MOL for NP0007762 (Alternariol 5-O-sulfate)

3D SDF for NP0007762 (Alternariol 5-O-sulfate)

3D-SDF for NP0007762 (Alternariol 5-O-sulfate)

PDB for NP0007762 (Alternariol 5-O-sulfate)

3D PDB for NP0007762 (Alternariol 5-O-sulfate)

SMILES for NP0007762 (Alternariol 5-O-sulfate)

INCHI for NP0007762 (Alternariol 5-O-sulfate)

Structure for NP0007762 (Alternariol 5-O-sulfate)

3D Structure for NP0007762 (Alternariol 5-O-sulfate)