NP-MRD: Showing NP-Card for 5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one (NP0273905)

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Record Information

Version

2.0

Created at

2022-09-08 21:06:03 UTC

Updated at

2022-09-08 21:06:03 UTC

NP-MRD ID

NP0273905

Secondary Accession Numbers

None

Natural Product Identification

Common Name

5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one

Description

NCGC00347526-02_C24H35NO4_(3E,9E)-5-Hydroxy-14-isobutyl-9,12,13-trimethyl-6,7,8,10a,13,13a,14,15-octahydro-2H-oxacyclododecino[2,3-d]isoindole-2,16(5H)-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. 5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one is found in Ericameria laricifolia. NCGC00347526-02_C24H35NO4_(3E,9E)-5-Hydroxy-14-isobutyl-9,12,13-trimethyl-6,7,8,10a,13,13a,14,15-octahydro-2H-oxacyclododecino[2,3-d]isoindole-2,16(5H)-dione is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191514022D          

 29 31  0  0  0  0            999 V2000
    0.7375    1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637    0.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    0.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    0.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1913   -0.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0133   -0.5627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9905   -1.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -1.6872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2736   -1.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4295   -0.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -0.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6768   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563   -1.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3004   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1445   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3649   -3.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7413   -2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9618   -3.1427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3381   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5586   -2.8726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0651   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8446   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0908   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8972   -2.0625    0.0000 C   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13 11  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  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
 21 22  1  4  0  0  0
  9 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
  5 28  1  0  0  0  0
  9 28  1  0  0  0  0
 20 29  1  0  0  0  0
M  END

     RDKit          3D

 64 66  0  0  0  0  0  0  0  0999 V2000
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   -1.0136    2.9277    1.0497 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2694    2.6398    0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7072    1.5852   -0.0255 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.1022    1.6727   -0.3967 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2279    1.3406    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5085    1.6933   -0.5760 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4406    0.7141    1.5017 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0129   -0.6601    1.5172 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4204   -1.2876    0.2504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4042   -1.5902   -0.7844 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1531   -2.3380   -1.7644 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3417   -2.5136   -0.3671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0616   -2.4938   -0.6295 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2343   -2.0428   -2.5024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0086   -0.2379   -1.2348 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0576    0.3890    0.0517 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0541   -0.6885    0.9933 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6047   -1.1341    1.9296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2898   -1.4086    0.5983 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1820   -0.4667   -0.0468 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5894   -0.4612    0.4161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4011   -1.6851    0.2790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9559   -2.9012    0.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6369   -2.0668   -1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5141    0.7768    0.4067 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9449    2.1138    0.1602 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1213    2.6545   -1.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0096    3.8871    2.9978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3067    4.9900    1.6390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5704    3.7801    2.1654 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0354    3.1240    1.5740 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1916    2.0954   -0.9761 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.3977    1.5758    0.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5703    1.0668   -1.4768 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4953    0.7477    2.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
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    4.9224   -2.2797    0.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2875   -0.7483   -0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0411   -0.7477   -1.3905 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4980   -2.8317   -2.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7125   -3.3426    0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4950   -3.3639   -0.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4775   -2.4143    0.7560 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0919   -0.6198   -1.1491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5626   -0.2118    1.5302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1191    0.4522   -0.0072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4437   -1.4481    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4623   -2.6181    1.9418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8673   -3.4853    1.3464 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3988   -3.6428    0.3797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9333   -1.2148   -1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7814   -2.6473   -1.5936 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4945   -2.7893   -1.1625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5621    0.6790    1.5674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9494    2.2413    0.6804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1956    2.9687   -1.4050 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.5729    3.6336   -1.2766 H   0  0  0  0  0  0  0  0  0  0  0  0
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 28 61  1  1
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 29 64  1  0
 27 60  1  1
M  END


  Mrv1533004191514022D          

 29 31  0  0  0  0            999 V2000
    0.7375    1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1637    0.9363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9886    0.9523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7651    0.2140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1913   -0.4924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0133   -0.5627    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9905   -1.2643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9604   -1.6872    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4940   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2736   -1.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4295   -0.7123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8058   -0.1722    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2090   -0.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8327   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6768   -1.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4563   -1.5224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3649   -3.4127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3381   -2.6026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0908   -1.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328   -0.9823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704   -1.2524    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8972   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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  7  9  1  0  0  0  0
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M  END
> <DATABASE_ID>
NP0273905

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)CC1NC(=O)C23OC(=O)C=CC(O)CCCC(C)=CC2C=C(C)C(C)C13

> <INCHI_IDENTIFIER>
InChI=1S/C24H35NO4/c1-14(2)11-20-22-17(5)16(4)13-18-12-15(3)7-6-8-19(26)9-10-21(27)29-24(18,22)23(28)25-20/h9-10,12-14,17-20,22,26H,6-8,11H2,1-5H3,(H,25,28)

> <INCHI_KEY>
HXVGXVHKKDWYHZ-UHFFFAOYSA-N

> <FORMULA>
C24H35NO4

> <MOLECULAR_WEIGHT>
401.547

> <EXACT_MASS>
401.256608611

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
45.54900272723026

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-hydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-2H,5H,6H,7H,8H,13H,13aH,14H,15H,16H,16bH-oxacyclododeca[3,2-e]isoindole-2,16-dione

> <ALOGPS_LOGP>
3.91

> <JCHEM_LOGP>
3.878666146999999

> <ALOGPS_LOGS>
-4.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.895738870012792

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.96125171791913

> <JCHEM_PKA_STRONGEST_BASIC>
-2.871850629076757

> <JCHEM_POLAR_SURFACE_AREA>
75.63

> <JCHEM_REFRACTIVITY>
115.65880000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-hydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5H,6H,7H,8H,13H,13aH,14H,15H,16bH-oxacyclododeca[3,2-e]isoindole-2,16-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       1.377   3.066   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.172   1.748   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.712   1.778   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.428   0.400   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.224  -0.919   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.758  -1.050   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0       3.716  -2.360   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       5.526  -3.149   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       2.789  -3.346   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       4.244  -2.842   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       4.535  -1.330   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       3.371  -0.321   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       5.990  -0.826   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.154  -1.834   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.863  -3.346   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.318  -2.842   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       8.027  -4.354   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.736  -5.866   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.281  -6.370   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       5.117  -5.362   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.662  -5.866   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.498  -4.858   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.043  -5.362   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.121  -4.354   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -1.577  -4.858   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.170  -2.842   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.995  -1.834   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.625  -2.338   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.408  -3.850   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   28                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   22   28                                             
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   29                                                  
CONECT   21   20   22                                                       
CONECT   22   21    9   23                                                  
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26    5    9                                                  
CONECT   29   20                                                            
MASTER        0    0    0    0    0    0    0    0   29    0   62    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₅NO₄

Average Mass

401.5470 Da

Monoisotopic Mass

401.25661 Da

IUPAC Name

5-hydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-2H,5H,6H,7H,8H,13H,13aH,14H,15H,16H,16bH-oxacyclododeca[3,2-e]isoindole-2,16-dione

Traditional Name

5-hydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5H,6H,7H,8H,13H,13aH,14H,15H,16bH-oxacyclododeca[3,2-e]isoindole-2,16-dione

CAS Registry Number

Not Available

SMILES

CC(C)CC1NC(=O)C23OC(=O)C=CC(O)CCCC(C)=CC2C=C(C)C(C)C13

InChI Identifier

InChI=1S/C24H35NO4/c1-14(2)11-20-22-17(5)16(4)13-18-12-15(3)7-6-8-19(26)9-10-21(27)29-24(18,22)23(28)25-20/h9-10,12-14,17-20,22,26H,6-8,11H2,1-5H3,(H,25,28)

InChI Key

HXVGXVHKKDWYHZ-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
Ericameria laricifolia	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
Isoindoline
Isoindole
Isoindole or derivatives
2-pyrrolidone
Pyrrolidone
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Pyrrolidine
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Carboxylic acid ester
Lactone
Lactam
Oxacycle
Azacycle
Organoheterocyclic compound
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Alcohol
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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	3.91	ALOGPS
logP	3.88	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	13.96	ChemAxon
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	75.63 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	115.66 m³·mol⁻¹	ChemAxon
Polarizability	45.55 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

72752753

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one (NP0273905)

MOL for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D MOL for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D SDF for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D-SDF for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

PDB for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D PDB for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

SMILES for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

INCHI for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

Structure for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D Structure for NP0273905 (5,16-dihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,13h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)