NP-MRD: Showing NP-Card for (5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one (NP0262148)

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Record Information

Version

2.0

Created at

2022-09-08 04:47:36 UTC

Updated at

2022-09-08 04:47:36 UTC

NP-MRD ID

NP0262148

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one

Description

Trichalasin E belongs to the class of organic compounds known as isoindolones. These are aromatic polycyclic compounds that an isoindole bearing a ketone. (5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one is found in Trichoderma gamsii. Based on a literature review very few articles have been published on Trichalasin E.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082206472D          

 32 34  0  0  1  0            999 V2000
    2.1646    1.3365    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  1  0  0  0  0  0  0  0  0  0
   -0.1559    0.8399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3118    0.0297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0914   -0.2403    0.0000 O   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  1  0  0  0  0  0  0  0  0  0
    0.4768    3.2201    0.0000 C   0  0  2  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  1  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
    2.9623    1.9200    0.0000 C   0  0  2  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  2  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
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 10  1  1  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 13 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 21 19  1  1  0  0  0
  4 21  1  0  0  0  0
 12 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 25 23  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
  2 32  1  0  0  0  0
M  END

     RDKit          3D

 67 69  0  0  0  0  0  0  0  0999 V2000
   -2.0348   -4.1978   -0.6207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5778   -2.8443   -0.3435 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3495   -1.8083   -0.5211 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.6538    0.0701    0.9436 C   0  0  2  0  0  0  0  0  0  0  0  0
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   -4.7557    3.2570    0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8971    2.0390   -1.2860 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6773   -0.1651    1.9755 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255   -0.3020    1.4919 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6192   -0.5450    2.3142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486   -0.1919    0.0061 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.2733    1.0738   -0.4588 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3105    2.2652   -0.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4526    3.2611   -0.3437 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7453    2.4694    0.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5526    2.1856    0.9926 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0044    2.3595    1.3201 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4669    3.6457    1.3194 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9208    1.5165    0.4757 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.9215    1.9433   -0.8608 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5426    0.0426    0.4727 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2381    0.0079   -0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8094   -1.2202   -0.9687 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9481   -1.9875   -1.6015 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5649   -1.5639   -1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2322   -1.2788   -0.6616 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2298   -2.5606    0.1496 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6694   -3.5860   -0.0278 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1546   -3.9493    1.1355 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4597   -4.2767   -1.6645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2114   -4.9598   -0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7974   -4.5668    0.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1005   -3.0259   -0.6863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7211   -1.9477   -2.1291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4293   -1.2414   -0.6527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2014    0.1232   -1.2200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4669   -0.7058    1.2035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7188    1.4790    2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4899    2.1524    1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3037    1.3067    0.1282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1311    3.1676    1.7096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6036    3.6309    0.0585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9249    3.9601    0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5558    2.8778   -1.6929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8606    2.3464   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1390    1.1769   -1.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7497   -0.0465    3.1739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    3.0574   -0.8147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1778    1.6710    1.9541 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1867    2.0112    2.4020 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9408    4.2856    1.8582 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9619    1.5596    0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3149    1.2078   -1.3942 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4311   -0.3327    1.5256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3279   -0.5552   -0.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5290   -0.0006    0.5537 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3314    0.8112   -0.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5692   -2.6670   -2.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6009   -1.2439   -2.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5471   -2.5006   -0.8415 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5476   -2.5667   -1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3680   -1.3861   -1.6523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3187   -2.2973    1.2180 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0185   -3.2115    1.7654 H   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0
  8 10  1  0
  8  7  1  0
  7  6  1  0
  6 11  1  0
 11 12  2  0
 12 13  1  0
 12 14  1  0
 14 15  1  1
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 16 17  2  0
 16 18  1  0
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 20 21  1  0
 20 22  1  0
 22 23  1  0
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 24 25  1  0
 25 26  1  0
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 26 28  2  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 30  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  3  5  1  0
  5  6  1  0
 29 14  1  0
  5 14  1  0
  9 44  1  0
  9 45  1  0
  9 46  1  0
  8 43  1  0
 10 47  1  0
 10 48  1  0
 10 49  1  0
  7 41  1  0
  7 42  1  0
  6 40  1  1
 13 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  1
 21 54  1  0
 22 55  1  1
 23 56  1  0
 24 57  1  0
 24 58  1  0
 25 59  1  0
 25 60  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  6
 30 66  1  1
 32 67  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  4 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  6
M  END


  Mrv1652309082206472D          

 32 34  0  0  1  0            999 V2000
    2.1646    1.3365    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  1  0  0  0  0  0  0  0  0  0
   -0.1559    0.8399    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3118    0.0297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0914   -0.2403    0.0000 O   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  1  0  0  0  0  0  0  0  0  0
    0.4768    3.2201    0.0000 C   0  0  2  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  1  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
    2.9623    1.9200    0.0000 C   0  0  2  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  2  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
  2  1  1  4  0  0  0
  2  3  2  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  5  6  1  6  0  0  0
  6  7  1  0  0  0  0
  5  8  1  0  0  0  0
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  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
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 13 18  1  0  0  0  0
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  4 21  1  0  0  0  0
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 21 22  1  0  0  0  0
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 23 24  2  0  0  0  0
 25 23  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  1  0  0  0
 27 29  1  0  0  0  0
 29 30  1  6  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
  2 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0262148

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(C)C[C@@H]1N=C(O)[C@@]23OC(=O)C=C[C@H](O)[C@H](O)CCC(C)=C[C@H]2[C@H](OO)C(C)=C(C)[C@@H]13

> <INCHI_IDENTIFIER>
InChI=1S/C24H35NO7/c1-12(2)10-17-21-14(4)15(5)22(32-30)16-11-13(3)6-7-18(26)19(27)8-9-20(28)31-24(16,21)23(29)25-17/h8-9,11-12,16-19,21-22,26-27,30H,6-7,10H2,1-5H3,(H,25,29)/t16-,17-,18+,19-,21-,22+,24+/m0/s1

> <INCHI_KEY>
TWCFECMVQLODGL-GJMRXRKDSA-N

> <FORMULA>
C24H35NO7

> <MOLECULAR_WEIGHT>
449.544

> <EXACT_MASS>
449.241352471

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
48.05063685536447

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6R,11S,13aS,14S,16aS,16bS)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-2H,5H,6H,7H,8H,11H,13aH,14H,16bH-oxacyclododeca[3,2-e]isoindol-2-one

> <JCHEM_LOGP>
1.428429898721153

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
11.703118100282165

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.774460754867221

> <JCHEM_PKA_STRONGEST_BASIC>
4.700768480468165

> <JCHEM_POLAR_SURFACE_AREA>
128.81000000000003

> <JCHEM_REFRACTIVITY>
120.04229999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6R,11S,13aS,14S,16aS,16bS)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5H,6H,7H,8H,11H,13aH,14H,16bH-oxacyclododeca[3,2-e]isoindol-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0       3.702   3.534   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  O   UNK     0      -0.582   0.056   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -2.037  -0.449   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -1.455   2.576   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -2.910   2.072   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.164   4.088   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.328   5.096   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.291   4.592   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.890   6.011   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.095   7.330   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.839   8.678   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.043   9.996   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.378   8.708   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       2.425   5.880   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       2.758   4.597   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       4.192   3.781   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.455   3.584   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.910   4.088   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.201   5.600   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.037   6.609   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       4.657   6.104   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       5.821   5.096   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.530   3.584   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       4.074   3.080   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       6.694   2.576   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.149   3.080   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.403   1.064   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.948   0.560   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   21                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   13   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19    4   12   22                                             
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32                                                       
CONECT   32   31    2                                                       
MASTER        0    0    0    0    0    0    0    0   32    0   68    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₄H₃₅NO₇

Average Mass

449.5440 Da

Monoisotopic Mass

449.24135 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(C)C[C@@H]1N=C(O)[C@@]23OC(=O)C=C[C@H](O)[C@H](O)CCC(C)=C[C@H]2[C@H](OO)C(C)=C(C)[C@@H]13

InChI Identifier

InChI=1S/C24H35NO7/c1-12(2)10-17-21-14(4)15(5)22(32-30)16-11-13(3)6-7-18(26)19(27)8-9-20(28)31-24(16,21)23(29)25-17/h8-9,11-12,16-19,21-22,26-27,30H,6-7,10H2,1-5H3,(H,25,29)/t16-,17-,18+,19-,21-,22+,24+/m0/s1

InChI Key

TWCFECMVQLODGL-GJMRXRKDSA-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
Trichoderma gamsii	LOTUS Database	35616633

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
Isoindole
Cyclic carboximidic acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Pyrroline
Secondary alcohol
Hydroperoxide
Lactone
Carboxylic acid ester
1,2-diol
Alkyl hydroperoxide
Oxacycle
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Polyol
Peroxol
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

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

139584619

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one (NP0262148)

MOL for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D MOL for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D SDF for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D-SDF for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

PDB for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D PDB for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

SMILES for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

INCHI for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

Structure for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)

3D Structure for NP0262148 ((5s,6r,10as,11s,13as,14s,16as)-11-hydroperoxy-5,6,16-trihydroxy-9,12,13-trimethyl-14-(2-methylpropyl)-5h,6h,7h,8h,10ah,11h,13ah,14h-oxacyclododeca[2,3-d]isoindol-2-one)