NP-MRD: Showing NP-Card for 3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid (NP0143025)

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Record Information

Version

2.0

Created at

2022-09-01 21:41:43 UTC

Updated at

2022-09-01 21:41:43 UTC

NP-MRD ID

NP0143025

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid

Description

3-{7-[(2,4-Dimethylhexanoyl)oxy]-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-3-yl}prop-2-enoic acid 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. 3-{7-[(2,4-Dimethylhexanoyl)oxy]-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-3-yl}prop-2-enoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251505132D          

 28 29  0  0  0  0            999 V2000
    3.6822   -1.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966   -0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -1.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -1.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8256   -0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401   -1.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401   -1.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2545   -0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2545    0.2022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9690   -1.0353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9690   -1.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1565   -1.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7815   -1.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0636   -0.9418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3118   -2.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0296   -3.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5599   -3.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2777   -4.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4653   -4.6748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9350   -4.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2171   -3.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6868   -2.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8744   -2.7788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8080   -5.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5259   -5.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7134   -6.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1831   -5.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4312   -6.8572    0.0000 O   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  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 18  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END

     RDKit          3D

 52 53  0  0  0  0  0  0  0  0999 V2000
   -6.5240    0.8666    2.4128 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1054    1.1157    1.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7075   -0.0441    0.9981 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6521   -0.2134   -0.1785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2761   -0.1247    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6648    0.9898   -0.1148 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6703    2.3337    0.5133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2619    0.5479   -0.4640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2460    1.1686   -0.0849 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0741   -0.5866   -1.2330 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2462   -0.9876   -1.5515 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0845   -2.2587   -2.3993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9332   -0.0123   -2.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2826    0.5798   -3.2947 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3418    0.2535   -2.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0735   -0.1610   -1.2333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4942    0.1055   -1.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1853   -0.3371   -0.0190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5982   -0.0668    0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2367   -0.5321    1.2004 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6534   -0.2864    1.4092 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2164   -0.7509    2.4281 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3953    0.4470    0.5116 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4951   -1.0841    0.9238 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1421   -1.3695    0.8089 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3890   -0.9613   -0.1993 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9737   -1.2698   -0.3036 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3660   -1.7726    0.6554 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6206    1.3789    3.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5908   -0.2309    2.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2341    1.2061    1.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4390    1.1363    2.7502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1043    2.0931    1.3455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9142   -0.9595    1.6443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6640   -0.3850    0.2660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7244    0.6720   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2953   -1.1155   -0.7339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1516   -1.0569    0.0074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7205   -0.3735    1.5767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1638    1.0791   -1.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4024    3.0156   -0.0090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7599    2.3726    1.6014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6725    2.8078    0.2357 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6952   -2.0006   -3.1518 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0624   -2.4834   -2.8689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3070   -3.0514   -1.7652 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8760    0.8482   -3.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0085    0.6899   -1.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1789    0.5147   -0.5680 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6655   -1.1129    1.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1236    1.3297    0.1175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6195   -1.9639    1.5708 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  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  8 10  1  0
 11 10  1  1
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 24  1  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 23  1  0
 21 22  2  0
 27 11  1  0
 26 16  1  0
  1 29  1  0
  1 30  1  0
  1 31  1  0
  2 32  1  0
  2 33  1  0
  3 34  1  1
  4 35  1  0
  4 36  1  0
  4 37  1  0
  5 38  1  0
  5 39  1  0
  6 40  1  6
  7 41  1  0
  7 42  1  0
  7 43  1  0
 12 44  1  0
 12 45  1  0
 12 46  1  0
 15 47  1  0
 17 48  1  0
 25 52  1  0
 19 49  1  0
 20 50  1  0
 23 51  1  0
M  END


  Mrv1533004251505132D          

 28 29  0  0  0  0            999 V2000
    3.6822   -1.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3966   -0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -1.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1111   -1.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8256   -0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401   -1.0353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5401   -1.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2545   -0.6228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2545    0.2022    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9690   -1.0353    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9690   -1.8603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1565   -1.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7815   -1.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0636   -0.9418    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3118   -2.3490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0296   -3.1243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5599   -3.7563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2777   -4.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4653   -4.6748    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9350   -4.0428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2171   -3.2675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6868   -2.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8744   -2.7788    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8080   -5.1635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5259   -5.9387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7134   -6.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1831   -5.4500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4312   -6.8572    0.0000 O   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  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 11 22  1  0  0  0  0
 22 23  2  0  0  0  0
 24 18  1  4  0  0  0
 24 25  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 26 28  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0143025

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCC(C)CC(C)C(=O)OC1(C)C(=O)C=C2C=C(OC=C2C1=O)C=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C21H24O7/c1-5-12(2)8-13(3)20(26)28-21(4)17(22)10-14-9-15(6-7-18(23)24)27-11-16(14)19(21)25/h6-7,9-13H,5,8H2,1-4H3,(H,23,24)

> <INCHI_KEY>
OLWIMRNZAPOZHB-UHFFFAOYSA-N

> <FORMULA>
C21H24O7

> <MOLECULAR_WEIGHT>
388.416

> <EXACT_MASS>
388.152203113

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
39.77830079312404

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-3-yl}prop-2-enoic acid

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.470164068

> <ALOGPS_LOGS>
-4.73

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.845182711473496

> <JCHEM_PKA_STRONGEST_BASIC>
-5.2439004241378795

> <JCHEM_POLAR_SURFACE_AREA>
106.97000000000001

> <JCHEM_REFRACTIVITY>
104.08899999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.18e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0       6.873  -1.933   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.207  -1.163   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.541  -1.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.541  -3.473   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.874  -1.163   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      12.208  -1.933   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.208  -3.473   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.542  -1.163   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      13.542   0.377   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      14.875  -1.933   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      14.875  -3.473   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.359  -3.205   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      16.392  -3.205   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      16.919  -1.758   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      17.382  -4.385   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.855  -5.832   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      17.845  -7.012   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.318  -8.459   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      15.802  -8.726   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      14.812  -7.547   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.339  -6.099   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      14.349  -4.920   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      12.832  -5.187   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      18.308  -9.639   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      17.782 -11.086   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      16.265 -11.353   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      15.275 -10.173   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      15.738 -12.800   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   22                                             
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   24                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   11   23                                                  
CONECT   23   22                                                            
CONECT   24   18   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   58    0
END

View in JSmol

Synonyms

Value	Source
3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-3-yl}prop-2-enoate	Generator

Chemical Formula

C₂₁H₂₄O₇

Average Mass

388.4160 Da

Monoisotopic Mass

388.15220 Da

IUPAC Name

3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxo-7,8-dihydro-6H-isochromen-3-yl}prop-2-enoic acid

Traditional Name

3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid

CAS Registry Number

Not Available

SMILES

CCC(C)CC(C)C(=O)OC1(C)C(=O)C=C2C=C(OC=C2C1=O)C=CC(O)=O

InChI Identifier

InChI=1S/C21H24O7/c1-5-12(2)8-13(3)20(26)28-21(4)17(22)10-14-9-15(6-7-18(23)24)27-11-16(14)19(21)25/h6-7,9-13H,5,8H2,1-4H3,(H,23,24)

InChI Key

OLWIMRNZAPOZHB-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, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

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
Fatty acid ester
Cyclohexenone
Alpha-acyloxy ketone
Dicarboxylic acid or derivatives
Pyran
Fatty acyl
Vinylogous ester
Cyclic ketone
Ketone
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Oxacycle
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organooxygen compound
Organic oxygen compound
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	3.37	ALOGPS
logP	3.47	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	3.85	ChemAxon
pKa (Strongest Basic)	-5.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	106.97 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	104.09 m³·mol⁻¹	ChemAxon
Polarizability	39.78 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71439431

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid (NP0143025)

MOL for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

3D MOL for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

3D SDF for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

3D-SDF for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

PDB for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

3D PDB for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

SMILES for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

INCHI for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

Structure for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)

3D Structure for NP0143025 (3-{7-[(2,4-dimethylhexanoyl)oxy]-7-methyl-6,8-dioxoisochromen-3-yl}prop-2-enoic acid)