NP-MRD: Showing NP-Card for Azanigerone E (NP0011033)

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Record Information

Version

2.0

Created at

2021-01-05 20:50:53 UTC

Updated at

2021-07-15 17:07:47 UTC

NP-MRD ID

NP0011033

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Azanigerone E

Provided By

NPAtlas

Description

Azanigerone E belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center. Azanigerone E 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. Azanigerone E is found in Aspergillus niger ATCC 1015. Based on a literature review very few articles have been published on azanigerone E.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306242107433D          

 32 33  0  0  0  0            999 V2000
   -4.9789    0.6967    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5139    0.6540   -0.3777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3764    0.4199   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -0.4603    0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4274   -0.5312    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -0.3495    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.4150    0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.2382    1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2571   -0.3122    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1449   -0.5471    1.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -0.1100   -0.3179 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7249    1.3899   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9472   -0.6005   -0.5336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -0.7556   -1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -1.3366   -2.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2734   -0.6892   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2751   -0.8593   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -0.7874   -1.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5391    1.1100   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2897   -0.3344    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0863    1.2972    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0848    1.6302   -0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2720    0.3018   -2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9374   -0.2947    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.4248    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.1459    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720   -0.0322    2.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361    1.7793   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225    1.9072    0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    1.6535   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.5522   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035   -1.0636   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  1  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18  5  1  0  0  0  0
 16  7  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  1  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  6 26  1  0  0  0  0
  8 27  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 17 32  1  0  0  0  0
M  END

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
   -4.9789    0.6967    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5139    0.6540   -0.3777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3764    0.4199   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -0.4603    0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.5312    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -0.3495    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.4150    0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.2382    1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2571   -0.3122    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1449   -0.5471    1.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -0.1100   -0.3179 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7249    1.3899   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9472   -0.6005   -0.5336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -0.7556   -1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -1.3366   -2.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2734   -0.6892   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2751   -0.8593   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -0.7874   -1.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5391    1.1100   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2897   -0.3344    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0863    1.2972    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0848    1.6302   -0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2720    0.3018   -2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9374   -0.2947    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.4248    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.1459    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720   -0.0322    2.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361    1.7793   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225    1.9072    0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    1.6535   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.5522   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035   -1.0636   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  1
 11 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  5  1  0
 16  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  1  0
M  END


  Mrv1652306242107433D          

 32 33  0  0  0  0            999 V2000
   -4.9789    0.6967    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5139    0.6540   -0.3777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3764    0.4199   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -0.4603    0.4260 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4274   -0.5312    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -0.3495    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.4150    0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.2382    1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2571   -0.3122    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1449   -0.5471    1.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -0.1100   -0.3179 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7249    1.3899   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9472   -0.6005   -0.5336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -0.7556   -1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -1.3366   -2.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2734   -0.6892   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2751   -0.8593   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -0.7874   -1.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5391    1.1100   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2897   -0.3344    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0863    1.2972    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0848    1.6302   -0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2720    0.3018   -2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9374   -0.2947    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.4248    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.1459    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720   -0.0322    2.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361    1.7793   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225    1.9072    0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    1.6535   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.5522   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035   -1.0636   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  1  0  0  0
 11 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18  5  1  0  0  0  0
 16  7  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  1  0  0  0
  3 23  1  0  0  0  0
  4 24  1  0  0  0  0
  4 25  1  0  0  0  0
  6 26  1  0  0  0  0
  8 27  1  0  0  0  0
 12 28  1  0  0  0  0
 12 29  1  0  0  0  0
 12 30  1  0  0  0  0
 13 31  1  0  0  0  0
 17 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0011033

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]([H])(C([H])([H])[H])C([H])([H])C1=C([H])C2=C([H])C(=O)[C@@](O[H])(C(=O)C2=C([H])O1)C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C13H14O5/c1-7(14)3-9-4-8-5-11(15)13(2,17)12(16)10(8)6-18-9/h4-7,14,17H,3H2,1-2H3/t7-,13+/m0/s1

> <INCHI_KEY>
HKWLGNSOBJZTNG-UHFFFAOYSA-N

> <FORMULA>
C13H14O5

> <MOLECULAR_WEIGHT>
250.25

> <EXACT_MASS>
250.084123551

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
25.13893457842625

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(7R)-7-hydroxy-3-[(2S)-2-hydroxypropyl]-7-methyl-7,8-dihydro-6H-isochromene-6,8-dione

> <ALOGPS_LOGP>
0.55

> <JCHEM_LOGP>
-0.20616400666666623

> <ALOGPS_LOGS>
-1.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.524919301102667

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.506934966181342

> <JCHEM_PKA_STRONGEST_BASIC>
-2.5692185258975737

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
66.48270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(7R)-7-hydroxy-3-[(2S)-2-hydroxypropyl]-7-methylisochromene-6,8-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 32 33  0  0  0  0  0  0  0  0999 V2000
   -4.9789    0.6967    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5139    0.6540   -0.3777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3764    0.4199   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -0.4603    0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.5312    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -0.3495    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.4150    0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.2382    1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2571   -0.3122    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1449   -0.5471    1.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -0.1100   -0.3179 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7249    1.3899   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9472   -0.6005   -0.5336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -0.7556   -1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -1.3366   -2.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2734   -0.6892   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2751   -0.8593   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -0.7874   -1.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5391    1.1100   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2897   -0.3344    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0863    1.2972    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0848    1.6302   -0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2720    0.3018   -2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9374   -0.2947    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.4248    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.1459    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720   -0.0322    2.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361    1.7793   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225    1.9072    0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    1.6535   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.5522   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035   -1.0636   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  1
 11 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  5  1  0
 16  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  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      -4.979   0.697   0.038  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.514   0.654  -0.378  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.376   0.420  -1.744  0.00  0.00           O+0
HETATM    4  C   UNK     0      -2.868  -0.460   0.426  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.427  -0.531   0.043  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.496  -0.350   0.954  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.917  -0.415   0.599  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.870  -0.238   1.484  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.257  -0.312   1.092  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.145  -0.547   1.933  0.00  0.00           O+0
HETATM   11  C   UNK     0       3.650  -0.110  -0.318  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.725   1.390  -0.549  0.00  0.00           C+0
HETATM   13  O   UNK     0       4.947  -0.601  -0.534  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.670  -0.756  -1.218  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.960  -1.337  -2.280  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.273  -0.689  -0.804  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.275  -0.859  -1.654  0.00  0.00           C+0
HETATM   18  O   UNK     0      -1.053  -0.787  -1.266  0.00  0.00           O+0
HETATM   19  H   UNK     0      -5.539   1.110  -0.834  0.00  0.00           H+0
HETATM   20  H   UNK     0      -5.290  -0.334   0.273  0.00  0.00           H+0
HETATM   21  H   UNK     0      -5.086   1.297   0.950  0.00  0.00           H+0
HETATM   22  H   UNK     0      -3.085   1.630  -0.081  0.00  0.00           H+0
HETATM   23  H   UNK     0      -4.272   0.302  -2.136  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.937  -0.295   1.502  0.00  0.00           H+0
HETATM   25  H   UNK     0      -3.362  -1.425   0.193  0.00  0.00           H+0
HETATM   26  H   UNK     0      -0.743  -0.146   1.994  0.00  0.00           H+0
HETATM   27  H   UNK     0       1.572  -0.032   2.532  0.00  0.00           H+0
HETATM   28  H   UNK     0       2.836   1.779  -1.077  0.00  0.00           H+0
HETATM   29  H   UNK     0       3.922   1.907   0.415  0.00  0.00           H+0
HETATM   30  H   UNK     0       4.604   1.654  -1.202  0.00  0.00           H+0
HETATM   31  H   UNK     0       4.901  -1.552  -0.792  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.503  -1.064  -2.697  0.00  0.00           H+0
CONECT    1    2   19   20   21                                             
CONECT    2    1    3    4   22                                             
CONECT    3    2   23                                                       
CONECT    4    2    5   24   25                                             
CONECT    5    4    6   18                                                  
CONECT    6    5    7   26                                                  
CONECT    7    6    8   16                                                  
CONECT    8    7    9   27                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13   14                                             
CONECT   12   11   28   29   30                                             
CONECT   13   11   31                                                       
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17    7                                                  
CONECT   17   16   18   32                                                  
CONECT   18   17    5                                                       
CONECT   19    1                                                            
CONECT   20    1                                                            
CONECT   21    1                                                            
CONECT   22    2                                                            
CONECT   23    3                                                            
CONECT   24    4                                                            
CONECT   25    4                                                            
CONECT   26    6                                                            
CONECT   27    8                                                            
CONECT   28   12                                                            
CONECT   29   12                                                            
CONECT   30   12                                                            
CONECT   31   13                                                            
CONECT   32   17                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   66    0
END

RDKit          3D

32 33  0  0  0  0  0  0  0  0999 V2000
   -4.9789    0.6967    0.0380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5139    0.6540   -0.3777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3764    0.4199   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8684   -0.4603    0.4260 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4274   -0.5312    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4962   -0.3495    0.9538 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9170   -0.4150    0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8700   -0.2382    1.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2571   -0.3122    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1449   -0.5471    1.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6503   -0.1100   -0.3179 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7249    1.3899   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9472   -0.6005   -0.5336 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6698   -0.7556   -1.2182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9600   -1.3366   -2.2801 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2734   -0.6892   -0.8044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2751   -0.8593   -1.6536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0526   -0.7874   -1.2664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5391    1.1100   -0.8339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2897   -0.3344    0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0863    1.2972    0.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0848    1.6302   -0.0812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2720    0.3018   -2.1361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9374   -0.2947    1.5023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3621   -1.4248    0.1929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7433   -0.1459    1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5720   -0.0322    2.5324 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8361    1.7793   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9225    1.9072    0.4154 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6036    1.6535   -1.2024 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9011   -1.5522   -0.7919 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5035   -1.0636   -2.6968 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 11 13  1  1
 11 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  2  0
 17 18  1  0
 18  5  1  0
 16  7  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  1
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  8 27  1  0
 12 28  1  0
 12 29  1  0
 12 30  1  0
 13 31  1  0
 17 32  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Not Available

Chemical Formula

C₁₃H₁₄O₅

Average Mass

250.2500 Da

Monoisotopic Mass

250.08412 Da

IUPAC Name

(7R)-7-hydroxy-3-[(2S)-2-hydroxypropyl]-7-methyl-7,8-dihydro-6H-isochromene-6,8-dione

Traditional Name

(7R)-7-hydroxy-3-[(2S)-2-hydroxypropyl]-7-methylisochromene-6,8-dione

CAS Registry Number

Not Available

SMILES

CC(O)CC1=CC2=CC(=O)C(C)(O)C(=O)C2=CO1

InChI Identifier

InChI=1S/C13H14O5/c1-7(14)3-9-4-8-5-11(15)13(2,17)12(16)10(8)6-18-9/h4-7,14,17H,3H2,1-2H3

InChI Key

HKWLGNSOBJZTNG-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
Aspergillus niger ATCC 1015	NPAtlas	22921072

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azaphilones. These are a structurally variable family of fungal polyketide metabolites possessing a highly oxygenated pyranoquinone bicyclic core, usually known as isochromene, and a quaternary carbon center.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azaphilones

Sub Class

Not Available

Direct Parent

Azaphilones

Alternative Parents

Substituents

Azaphilone
Cyclohexenone
Acyloin
Pyran
Tertiary alcohol
Vinylogous ester
Ketone
Secondary alcohol
Cyclic ketone
Oxacycle
Alcohol
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic 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	0.55	ALOGPS
logP	-0.21	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	11.51	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	66.48 m³·mol⁻¹	ChemAxon
Polarizability	25.14 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

NPA013983

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

58827509

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

122198273

PDB ID

Not Available

ChEBI ID

133856

Good Scents ID

Not Available

References

General References

Showing NP-Card for Azanigerone E (NP0011033)

MOL for NP0011033 (Azanigerone E)

3D MOL for NP0011033 (Azanigerone E)

3D SDF for NP0011033 (Azanigerone E)

3D-SDF for NP0011033 (Azanigerone E)

PDB for NP0011033 (Azanigerone E)

3D PDB for NP0011033 (Azanigerone E)

SMILES for NP0011033 (Azanigerone E)

INCHI for NP0011033 (Azanigerone E)

Structure for NP0011033 (Azanigerone E)

3D Structure for NP0011033 (Azanigerone E)