NP-MRD: Showing NP-Card for methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate (NP0248868)

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Record Information

Version

2.0

Created at

2022-09-07 11:16:30 UTC

Updated at

2022-09-07 11:16:30 UTC

NP-MRD ID

NP0248868

Secondary Accession Numbers

None

Natural Product Identification

Common Name

methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate

Description

Methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-7-yl}butanoate belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. Methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-7-yl}butanoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171512212D          

 36 40  0  0  0  0            999 V2000
    9.9017    0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2373    0.1164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4816    0.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3903    1.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8171   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0614    0.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3970   -0.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412    0.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293   -0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128    0.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -0.4994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259   -0.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2208    0.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0039    0.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348    1.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457    2.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1547    1.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6437    1.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4647    0.9369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0130    1.5534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3172   -1.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0730   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6528   -1.5583    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8971   -1.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8058   -0.4074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0500   -0.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1446   -0.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733   -0.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    1.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6232    1.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    2.0524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789    0.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510    0.7520    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
  3  4  2  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 13 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END

     RDKit          3D

 75 79  0  0  0  0  0  0  0  0999 V2000
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    8.1584    0.5380    2.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.9684    1.0715    4.2238 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.3061   -1.7437    1.7223 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4302   -1.3026    0.6318 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1678   -0.6201    0.7202 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6955   -0.4498   -0.6738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6039   -0.9548   -1.5729 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3670   -0.8936   -2.9446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2192   -0.3275   -3.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9344   -0.2403   -4.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2853    0.1901   -2.5461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5266    0.1252   -1.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5153    0.6890   -0.4753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5480    1.0533   -1.3727 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0304    0.8574   -2.7425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8561    2.4920   -1.0523 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6654    3.2194   -2.0680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4315    2.6669    0.3148 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.4486   -1.6986   -0.4039 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.7871   -2.8663   -1.9127 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.7162    0.1178   -1.0523 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8471    0.2774   -1.9869 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6879   -1.4878   -0.7695 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7385   -2.0483   -1.1987 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9841    1.3336    2.9471 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5534    2.5056    3.0196 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2531    1.9817    1.4674 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6907   -1.1338    4.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9057   -1.7804    2.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6522    0.2537    2.3439 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8273   -0.3964    1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8647   -2.6206    1.3408 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -2.0593    2.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3625    0.3735    1.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4297   -1.1571    1.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0998   -1.2976   -3.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0993    0.1686   -5.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8147    1.7963   -3.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6623    0.2267   -3.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8452    3.0049   -1.0253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3912    3.0505   -3.1067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4621    4.3215   -1.8988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7749    3.1490   -1.8673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7723    3.7110    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.8440    1.8856    1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9938    0.3681    0.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5927   -2.0747    2.8093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7374    0.1855    2.7370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4264    0.6725    1.1773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7517   -0.9996    1.9008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3788   -2.7883    0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8689   -0.8624   -0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566   -3.2098   -0.3727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3807   -3.6094   -1.7213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2455   -1.3938   -0.5402 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.5237    0.9699   -2.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
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  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 16  2  0
 16 17  1  0
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 18 19  1  0
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 35  8  1  0
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 11 10  1  0
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 31 70  1  0
 32 71  1  0
 32 72  1  0
 34 73  1  0
 34 74  1  0
 34 75  1  0
M  END


  Mrv1533004171512212D          

 36 40  0  0  0  0            999 V2000
    9.9017    0.6055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2373    0.1164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4816    0.4473    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3903    1.2672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8171   -0.0417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0614    0.2892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3970   -0.1999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6412    0.1310    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.9293   -0.2859    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3128    0.2624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4929    0.1710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0121   -0.4994    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2259   -0.2493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2208    0.5757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0039    0.8355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3348    1.5912    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8457    2.2556    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    6.0130    1.5534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0730   -1.4001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1446   -0.8782    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7733   -0.0241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0413    0.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    1.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6232    1.2324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5319    2.0524    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3789    0.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702    0.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9510    0.7520    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
  3  4  2  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
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 14 15  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 18  1  0  0  0  0
 18 19  2  0  0  0  0
 10 19  1  0  0  0  0
 19 20  1  0  0  0  0
  8 20  1  0  0  0  0
 20 21  2  0  0  0  0
 13 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 13 35  1  0  0  0  0
 26 35  1  0  0  0  0
 35 36  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0248868

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC(=O)CCCN1CC2=C3OC4(CC3=C(O)C=C2C1=O)C(C)CCC1C(C)(C)C(O)C(O)CC41C

> <INCHI_IDENTIFIER>
InChI=1S/C28H39NO7/c1-15-8-9-21-26(2,3)24(33)20(31)13-27(21,4)28(15)12-17-19(30)11-16-18(23(17)36-28)14-29(25(16)34)10-6-7-22(32)35-5/h11,15,20-21,24,30-31,33H,6-10,12-14H2,1-5H3

> <INCHI_KEY>
OGPJWDUXARBBHQ-UHFFFAOYSA-N

> <FORMULA>
C28H39NO7

> <MOLECULAR_WEIGHT>
501.62

> <EXACT_MASS>
501.2726526

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
75

> <JCHEM_AVERAGE_POLARIZABILITY>
55.55359229690572

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-7-yl}butanoate

> <ALOGPS_LOGP>
2.90

> <JCHEM_LOGP>
2.5754365816666684

> <ALOGPS_LOGS>
-4.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.593335301856548

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.945128456454206

> <JCHEM_PKA_STRONGEST_BASIC>
-1.41636437770623

> <JCHEM_POLAR_SURFACE_AREA>
116.53

> <JCHEM_REFRACTIVITY>
133.6404

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-7-yl}butanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      18.483   1.130   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      17.243   0.217   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.832   0.835   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      15.662   2.366   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      14.592  -0.078   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.181   0.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.941  -0.373   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      10.530   0.245   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       9.201  -0.534   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.051   0.490   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.520   0.319   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.623  -0.932   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       4.155  -0.465   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.146   1.075   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.607   1.560   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.225   2.970   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       5.312   4.211   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       7.755   3.141   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.668   1.900   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.201   1.749   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.224   2.900   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       4.326  -1.996   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.736  -2.614   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.085  -2.909   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.675  -2.291   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.504  -0.761   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.093  -0.143   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.270  -1.639   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -1.443  -0.045   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -0.077   1.388   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.488   2.005   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0       1.163   2.301   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.993   3.831   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0       2.574   1.683   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.744   0.152   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.642   1.404   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   20                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   19                                                  
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   22   35                                             
CONECT   14   13   15                                                       
CONECT   15   14   11   16                                                  
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   10   20                                                  
CONECT   20   19    8   21                                                  
CONECT   21   20                                                            
CONECT   22   13   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   35                                                  
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   13   26   36                                             
CONECT   36   35                                                            
MASTER        0    0    0    0    0    0    0    0   36    0   80    0
END

View in JSmol

Synonyms

Value	Source
Methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-7-yl}butanoic acid	Generator

Chemical Formula

C₂₈H₃₉NO₇

Average Mass

501.6200 Da

Monoisotopic Mass

501.27265 Da

IUPAC Name

methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,5',6,6',7,7',8,8',8'a-dodecahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-7-yl}butanoate

Traditional Name

methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'H-spiro[furo[2,3-e]isoindole-2,1'-naphthalene]-7-yl}butanoate

CAS Registry Number

Not Available

SMILES

COC(=O)CCCN1CC2=C3OC4(CC3=C(O)C=C2C1=O)C(C)CCC1C(C)(C)C(O)C(O)CC41C

InChI Identifier

InChI=1S/C28H39NO7/c1-15-8-9-21-26(2,3)24(33)20(31)13-27(21,4)28(15)12-17-19(30)11-16-18(23(17)36-28)14-29(25(16)34)10-6-7-22(32)35-5/h11,15,20-21,24,30-31,33H,6-10,12-14H2,1-5H3

InChI Key

OGPJWDUXARBBHQ-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 isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Isoindoles and derivatives

Sub Class

Isoindolines

Direct Parent

Isoindolones

Alternative Parents

Substituents

Isoindolone
Coumaran
Isoindole
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Fatty acid methyl ester
Fatty acid ester
Benzenoid
Fatty acyl
Tertiary carboxylic acid amide
Methyl ester
Cyclic alcohol
1,2-diol
Lactam
Carboxamide group
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Ether
Oxacycle
Azacycle
Polyol
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organopnictogen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.9	ALOGPS
logP	2.58	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	8.95	ChemAxon
pKa (Strongest Basic)	-1.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	116.53 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	133.64 m³·mol⁻¹	ChemAxon
Polarizability	55.55 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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

85136175

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate (NP0248868)

MOL for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

3D MOL for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

3D SDF for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

3D-SDF for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

PDB for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

3D PDB for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

SMILES for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

INCHI for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

Structure for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)

3D Structure for NP0248868 (methyl 4-{4,6',7'-trihydroxy-2',5',5',8'a-tetramethyl-6-oxo-3,3',4',4'a,6',7',8,8'-octahydro-2'h-spiro[furo[2,3-e]isoindole-2,1'-naphthalen]-7-yl}butanoate)