NP-MRD: Showing NP-Card for 4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione (NP0197763)

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Record Information

Version

2.0

Created at

2022-09-04 16:05:13 UTC

Updated at

2022-09-04 16:05:13 UTC

NP-MRD ID

NP0197763

Secondary Accession Numbers

None

Natural Product Identification

Common Name

4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione

Description

4,6,16-Trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-2H,3H,4H,5H,6H,7H,8H,13H,13aH,14H,16bH-oxacyclododeca[3,2-e]isoindole-2,5-dione belongs to the class of organic compounds known as aspochalasins. These are cytochalasans with a structure in which the hydrogenated isoindole bears a 2-methylpropyl group. 4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione is found in Aspergillus flavipes. Based on a literature review very few articles have been published on 4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-2H,3H,4H,5H,6H,7H,8H,13H,13aH,14H,16bH-oxacyclododeca[3,2-e]isoindole-2,5-dione.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042218052D          

 31 33  0  0  0  0            999 V2000
    1.8848    1.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0268    0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473    0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236    1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796    1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591    1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236    2.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    2.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1559    2.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4768    3.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0506    3.9265    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4493    4.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0230    5.3552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2741    4.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988    3.1498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4776    2.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2459    2.0253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7796    1.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5591    2.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    3.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914    3.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1182    2.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978    3.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9623    1.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1827    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859    1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3655    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300    0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.2998    0.0000 C   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  4  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  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
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 11 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
  4 19  1  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
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 23 24  1  0  0  0  0
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 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END

     RDKit          3D

 66 68  0  0  0  0  0  0  0  0999 V2000
   -0.8377    4.0626    1.1371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6364    2.6775    0.7018 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4803    2.3045    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7902    0.9205   -0.3664 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4255    0.9427   -1.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3034    1.1159   -3.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6960    1.2853   -0.7634 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983    0.0743   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4601   -0.2561    1.0455 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.9862    0.8825    1.7216 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5385   -1.3650    1.3953 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4930   -1.6855    2.5670 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6999   -2.0769    0.4215 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3335   -3.2174   -0.0884 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3940   -2.4946    1.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6280   -1.3761    1.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9549   -1.0651    2.8168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3599   -0.6485    1.0341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3676   -0.0071   -0.2081 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6025   -0.9792   -1.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3077   -1.7439   -1.9832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8741   -1.0891   -1.4725 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6249   -0.1919   -0.5947 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2148   -0.9402    0.5439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -2.0310    0.0685 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7223   -2.7278    1.2880 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2394   -1.4806   -0.8309 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250    0.8332   -0.3273 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.7080    1.6656    0.9083 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0609    2.2838    1.1257 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0889    4.6527    1.2174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3949    4.1466    2.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4752    4.6144    0.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786    3.0586   -0.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5500    0.5656    0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8111    0.8207   -2.5624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5329    0.7782   -3.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1243    0.3434   -3.3125 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7600    2.0757   -3.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2303    1.6778    0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3855    2.1171   -1.0971 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5906    0.2930   -0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2925   -0.8102   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4875   -0.4365    1.4637 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7450    1.4802    1.9408 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5044   -1.4340   -0.4358 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9122   -3.4579   -0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7964   -3.1206    0.3231 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743   -3.2445    1.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2913   -1.7760   -2.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4847    0.2558   -1.1716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4618   -1.4931    1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7752   -0.3200    1.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5629   -2.7394   -0.5164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8205   -2.5597    1.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2394   -2.3835    2.2177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5632   -3.8400    1.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2116   -1.9920   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4461   -0.3930   -0.6627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9809   -1.5971   -1.9151 H   0  0  0  0  0  0  0  0  0  0  0  0
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 27 26  1  0
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 30 63  1  1
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 29 62  1  6
M  END


  Mrv1652309042218052D          

 31 33  0  0  0  0            999 V2000
    1.8848    1.8386    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0268    0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2473    0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6236    1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    0.8399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7796    1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5591    1.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6236    2.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2473    2.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1559    2.4601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4768    3.2201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.4493    4.6488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.2741    4.6648    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988    3.1498    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4776    2.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2459    2.0253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7796    1.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5591    2.1901    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7150    3.0002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0914    3.5403    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4946    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1182    2.7302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8978    3.0002    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9623    1.9200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1827    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5859    1.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3655    1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4300    0.5698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6505    0.2998    0.0000 C   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  4  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
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  8 10  1  0  0  0  0
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 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
  2 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0197763

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC1N=C(O)C23OC(=O)CC(O)C(=O)C(O)CCC(C)=CC2C=C(C)C(C)C13

> <INCHI_IDENTIFIER>
InChI=1S/C24H35NO6/c1-12(2)8-17-21-15(5)14(4)10-16-9-13(3)6-7-18(26)22(29)19(27)11-20(28)31-24(16,21)23(30)25-17/h9-10,12,15-19,21,26-27H,6-8,11H2,1-5H3,(H,25,30)

> <INCHI_KEY>
CPUYYHYAZGIPJE-UHFFFAOYSA-N

> <FORMULA>
C24H35NO6

> <MOLECULAR_WEIGHT>
433.545

> <EXACT_MASS>
433.246437851

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
66

> <JCHEM_AVERAGE_POLARIZABILITY>
46.96091472415149

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-2H,3H,4H,5H,6H,7H,8H,13H,13aH,14H,16bH-oxacyclododeca[3,2-e]isoindole-2,5-dione

> <JCHEM_LOGP>
2.9324824113333303

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.506536387415288

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.84714631826833

> <JCHEM_PKA_STRONGEST_BASIC>
1.864457635748009

> <JCHEM_POLAR_SURFACE_AREA>
116.42

> <JCHEM_REFRACTIVITY>
117.04349999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3H,4H,6H,7H,8H,13H,13aH,14H,16bH-oxacyclododeca[3,2-e]isoindole-2,5-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-22         0                                  
HETATM    1  C   UNK     0       4.659   3.229   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.783   1.568   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.328   1.064   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.164   2.072   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.291   1.568   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.455   2.576   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.910   2.072   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.164   4.088   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.328   5.096   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.291   4.592   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.890   6.011   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.095   7.330   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.839   8.678   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.043   9.996   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.378   8.708   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       2.425   5.880   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       2.758   4.597   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       4.192   3.781   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.455   3.584   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.910   4.088   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.201   5.600   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.037   6.609   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.657   6.104   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       5.821   5.096   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       7.276   5.600   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       5.530   3.584   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       4.074   3.080   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       6.694   2.576   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       8.149   3.080   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       6.403   1.064   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.948   0.560   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   31                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   19                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   19                                                  
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   11   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17    4   10   20                                             
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30    2                                                       
MASTER        0    0    0    0    0    0    0    0   31    0   66    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₅NO₆

Average Mass

433.5450 Da

Monoisotopic Mass

433.24644 Da

IUPAC Name

4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-2H,3H,4H,5H,6H,7H,8H,13H,13aH,14H,16bH-oxacyclododeca[3,2-e]isoindole-2,5-dione

Traditional Name

4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3H,4H,6H,7H,8H,13H,13aH,14H,16bH-oxacyclododeca[3,2-e]isoindole-2,5-dione

CAS Registry Number

Not Available

SMILES

CC(C)CC1N=C(O)C23OC(=O)CC(O)C(=O)C(O)CCC(C)=CC2C=C(C)C(C)C13

InChI Identifier

InChI=1S/C24H35NO6/c1-12(2)8-17-21-15(5)14(4)10-16-9-13(3)6-7-18(26)22(29)19(27)11-20(28)31-24(16,21)23(30)25-17/h9-10,12,15-19,21,26-27H,6-8,11H2,1-5H3,(H,25,30)

InChI Key

CPUYYHYAZGIPJE-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

Species Name	Source	Reference
Aspergillus flavipes	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspochalasins. These are cytochalasans with a structure in which the hydrogenated isoindole bears a 2-methylpropyl group.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Cytochalasans

Sub Class

Aspochalasins

Direct Parent

Aspochalasins

Alternative Parents

Substituents

Lactone aspochalasin skeleton
Isoindolone
Isoindole or derivatives
Isoindole
Isoindoline
2-pyrrolidone
Pyrrolidone
Pyrrolidine
Cyclic ketone
Secondary carboxylic acid amide
Secondary alcohol
Lactone
Lactam
Ketone
Carboxylic acid ester
Carboxamide group
Oxacycle
Azacycle
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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	2.93	ChemAxon
pKa (Strongest Acidic)	4.85	ChemAxon
pKa (Strongest Basic)	1.86	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.42 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	117.04 m³·mol⁻¹	ChemAxon
Polarizability	46.96 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

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

163014464

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione (NP0197763)

MOL for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

3D MOL for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

3D SDF for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

3D-SDF for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

PDB for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

3D PDB for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

SMILES for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

INCHI for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

Structure for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)

3D Structure for NP0197763 (4,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-3h,4h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindole-2,5-dione)