NP-MRD: Showing NP-Card for 19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate (NP0161637)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 19:52:20 UTC

Updated at

2022-09-02 19:52:20 UTC

NP-MRD ID

NP0161637

Secondary Accession Numbers

None

Natural Product Identification

Common Name

19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate

Description

19-Hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]Heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Based on a literature review very few articles have been published on 19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]Heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309022221522D          

 42 48  0  0  0  0            999 V2000
   -2.9376   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3863    0.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422    1.3721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5792    0.4172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0278    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4765    1.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6416    1.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141    0.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847   -0.3275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3702    0.7355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840    0.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4117   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2981    0.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573   -0.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0976    0.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314    0.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1696   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7419   -0.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -1.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0114   -1.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8071   -2.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6051   -2.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1853   -1.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0094   -1.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3010   -1.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6571   -0.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9487    0.2461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7728    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3530    0.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1511    0.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3688   -0.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7885   -0.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9905   -0.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676   -0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0923   -0.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7546   -1.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914   -1.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4001   -1.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6603   -1.7987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469   -0.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010   -0.6759    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 26 34  1  0  0  0  0
 29 34  1  0  0  0  0
 27 35  1  0  0  0  0
 24 35  1  0  0  0  0
 18 35  1  0  0  0  0
 35 36  1  0  0  0  0
 20 37  1  0  0  0  0
 15 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 11 41  1  0  0  0  0
 41 42  1  0  0  0  0
 15 42  1  0  0  0  0
M  END

     RDKit          3D

 81 87  0  0  0  0  0  0  0  0999 V2000
    6.9708    1.9837    2.0576 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8347    1.1969    0.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5549    1.8013   -0.2483 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0185   -0.1609    0.8422 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9023   -0.9639   -0.3157 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1567   -2.4152    0.0266 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9513   -0.5168   -1.2977 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5316   -0.8111   -0.8762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538   -1.4158   -1.9099 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6146    0.0187   -0.2623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3247    0.1751   -0.7723 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2752    0.7150   -2.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5405   -1.1351   -0.7554 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1920   -0.7907   -0.8321 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8098   -0.2684    0.4256 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1414   -1.3701    1.1784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1266   -1.7453    0.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1319   -0.6357    0.3309 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4428   -0.5456   -1.1810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5889    0.7307    0.6530 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.3005    1.7061   -0.0940 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6029    1.1144    2.0740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5459    0.3445    2.9439 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7446   -0.1867    2.2150 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.7287    0.9331    1.8638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3244    0.4370    0.6144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6124   -0.6224    0.1114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2551   -0.9899   -1.0281 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3234   -0.2128   -1.2518 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2686   -0.2059   -2.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2697    0.7364   -2.2204 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3431    1.6532   -1.1965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3996    1.6242   -0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3882    0.6949   -0.2294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4501   -0.9424    0.9850 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6012   -2.4429    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1887    0.8121    0.1581 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2569    1.8427   -0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7189    2.0424   -0.5706 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1614    2.9938   -1.2262 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5788    1.1154    0.1724 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.8746    0.3167    1.0663 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7092    1.5187    2.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2711    3.0203    1.8846 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0070    2.0136    2.6200 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6218   -2.7292    0.9547 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2569   -2.6155    0.1045 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7971   -3.0481   -0.8113 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6684   -1.3272   -1.5495 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5067   -0.1694   -2.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5713    0.3150   -0.8897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5367   -0.0604   -2.9155 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1923    0.9598   -2.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8618    1.6475   -2.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7645   -1.6913    0.1810 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7681   -1.7425   -1.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0246   -1.2240    2.2492 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8108   -2.2762    1.0702 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5094   -2.6534    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7754   -2.1412   -0.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2340    0.1991   -1.3812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4792   -0.1531   -1.6214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5873   -1.5284   -1.6249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0374    2.6067    0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5771    1.0767    2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8918    2.1946    2.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0130   -0.5219    3.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9190    0.9547    3.7932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2940   -0.8345    2.9320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5309    1.0217    2.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2622    1.9142    1.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9676   -1.7582   -1.6393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2477   -0.8972   -3.0782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0246    0.7502   -3.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1522    2.3766   -1.2033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4410    2.3382    0.6064 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4196   -3.0680    0.4151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7042   -2.5645    1.5152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1022   -2.7293    2.2195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4396    2.4766   -1.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3153    1.7382    0.7420 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  5  8  1  0
  8  9  2  0
  8 10  1  0
 11 10  1  1
 11 12  1  0
 11 13  1  0
 13 14  1  0
 15 14  1  6
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  6
 18 35  1  0
 35 36  1  1
 35 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 32 33  1  0
 33 34  2  0
 24 23  1  0
 23 22  1  0
 22 20  1  0
 20 21  1  6
 20 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 41 42  1  0
 41 11  1  0
 37 15  1  0
 42 15  1  0
 20 18  1  0
 27 35  1  0
 34 29  1  0
 34 26  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  6 46  1  0
  6 47  1  0
  6 48  1  0
  7 49  1  0
  7 50  1  0
  7 51  1  0
 12 52  1  0
 12 53  1  0
 12 54  1  0
 13 55  1  0
 13 56  1  0
 16 57  1  0
 16 58  1  0
 17 59  1  0
 17 60  1  0
 19 61  1  0
 19 62  1  0
 19 63  1  0
 36 77  1  0
 36 78  1  0
 36 79  1  0
 24 69  1  1
 25 70  1  0
 25 71  1  0
 28 72  1  0
 30 73  1  0
 31 74  1  0
 32 75  1  0
 33 76  1  0
 23 67  1  0
 23 68  1  0
 22 65  1  0
 22 66  1  0
 21 64  1  0
 38 80  1  0
 41 81  1  1
M  END


  Mrv1652309022221522D          

 42 48  0  0  0  0            999 V2000
   -2.9376   -0.0260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3863    0.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6422    1.3721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5792    0.4172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0278    1.0310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4765    1.6447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6416    1.5823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4141    0.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847   -0.3275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3702    0.7355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9840    0.1842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4117   -0.4100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5283    0.8343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2981    0.5125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3573   -0.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0976    0.1609    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9314    0.0173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1696   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7419   -0.1751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5893   -1.3558    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0114   -1.9445    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8071   -2.1515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6051   -2.3608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1853   -1.7744    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0094   -1.8132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3010   -1.0415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6571   -0.5257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9487    0.2461    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7728    0.2073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3530    0.7937    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1511    0.5844    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3688   -0.2113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7885   -0.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9905   -0.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9676   -0.9787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0923   -0.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7546   -1.1439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1914   -1.7643    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4001   -1.4337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6603   -1.7987    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6469   -0.5003    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010   -0.6759    0.0000 O   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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 26 34  1  0  0  0  0
 29 34  1  0  0  0  0
 27 35  1  0  0  0  0
 24 35  1  0  0  0  0
 18 35  1  0  0  0  0
 35 36  1  0  0  0  0
 20 37  1  0  0  0  0
 15 37  1  0  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 39 41  1  0  0  0  0
 11 41  1  0  0  0  0
 41 42  1  0  0  0  0
 15 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0161637

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=O)OC(C)(C)C(=O)OC1(C)COC23CCC4(C)C5(C)C(CC6=C5NC5=CC=CC=C65)CCC4(O)C2=CC(=O)C1O3

> <INCHI_IDENTIFIER>
InChI=1S/C33H39NO8/c1-18(35)40-28(2,3)27(37)42-29(4)17-39-33-14-13-30(5)31(6)19(15-21-20-9-7-8-10-22(20)34-25(21)31)11-12-32(30,38)24(33)16-23(36)26(29)41-33/h7-10,16,19,26,34,38H,11-15,17H2,1-6H3

> <INCHI_KEY>
ZUKZDCPDVNVZEK-UHFFFAOYSA-N

> <FORMULA>
C33H39NO8

> <MOLECULAR_WEIGHT>
577.674

> <EXACT_MASS>
577.26756722

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
81

> <JCHEM_AVERAGE_POLARIZABILITY>
62.47631364707519

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
4.386024261666666

> <ALOGPS_LOGS>
-5.90

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
7

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.830498935099072

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.617536875598542

> <JCHEM_PKA_STRONGEST_BASIC>
-3.403361507637526

> <JCHEM_POLAR_SURFACE_AREA>
124.15000000000002

> <JCHEM_REFRACTIVITY>
152.04020000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.30e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 02-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-SEP-22         0                                  
HETATM    1  C   UNK     0      -5.484  -0.048   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.454   1.097   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.932   2.561   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.948   0.779   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -1.919   1.924   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.890   3.070   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.064   2.954   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.773   0.895   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -1.091  -0.611   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       0.691   1.373   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.837   0.344   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.768  -0.765   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.853   1.557   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       4.290   0.957   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       4.400  -0.685   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.782   0.300   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.339   0.032   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.783  -1.436   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.852  -0.327   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.700  -2.531   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       5.621  -3.630   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       7.107  -4.016   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       8.596  -4.407   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       9.679  -3.312   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      11.218  -3.385   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      11.762  -1.944   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      10.560  -0.981   0.000  0.00  0.00           C+0
HETATM   28  N   UNK     0      11.104   0.459   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      12.643   0.387   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      13.726   1.482   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      15.215   1.091   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      15.622  -0.394   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      14.539  -1.489   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      13.049  -1.098   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       9.273  -1.827   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       9.506  -0.305   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       5.142  -2.135   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.091  -3.293   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       2.614  -2.676   0.000  0.00  0.00           C+0
HETATM   40  O   UNK     0       1.233  -3.358   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0       3.074  -0.934   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       2.242  -1.262   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6    7    8                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   13   41                                             
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   37   42                                             
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20   35                                             
CONECT   19   18                                                            
CONECT   20   18   21   22   37                                             
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   35                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27   34                                                  
CONECT   27   26   28   35                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   26   29                                                  
CONECT   35   27   24   18   36                                             
CONECT   36   35                                                            
CONECT   37   20   15   38                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40   41                                                  
CONECT   40   39                                                            
CONECT   41   39   11   42                                                  
CONECT   42   41   15                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   96    0
END

View in JSmol

Synonyms

Value	Source
19-Hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0,.0,.0,.0,.0,]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoic acid	Generator

Chemical Formula

C₃₃H₃₉NO₈

Average Mass

577.6740 Da

Monoisotopic Mass

577.26757 Da

IUPAC Name

19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate

Traditional Name

19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0^{1,20}.0^{4,19}.0^{5,16}.0^{6,14}.0^{8,13}]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate

CAS Registry Number

Not Available

SMILES

CC(=O)OC(C)(C)C(=O)OC1(C)COC23CCC4(C)C5(C)C(CC6=C5NC5=CC=CC=C65)CCC4(O)C2=CC(=O)C1O3

InChI Identifier

InChI=1S/C33H39NO8/c1-18(35)40-28(2,3)27(37)42-29(4)17-39-33-14-13-30(5)31(6)19(15-21-20-9-7-8-10-22(20)34-25(21)31)11-12-32(30,38)24(33)16-23(36)26(29)41-33/h7-10,16,19,26,34,38H,11-15,17H2,1-6H3

InChI Key

ZUKZDCPDVNVZEK-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 naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
3-alkylindole
Naphthalene
Indole or derivatives
Indole
Ketal
Dihydropyranone
Benzenoid
Pyran
Dicarboxylic acid or derivatives
Meta-dioxane
Heteroaromatic compound
Tertiary alcohol
Pyrrole
Cyclic alcohol
Ketone
Carboxylic acid ester
Oxacycle
Azacycle
Carboxylic acid derivative
Acetal
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
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	4.26	ALOGPS
logP	4.39	ChemAxon
logS	-5.9	ALOGPS
pKa (Strongest Acidic)	13.62	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	124.15 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	152.04 m³·mol⁻¹	ChemAxon
Polarizability	62.48 Å³	ChemAxon
Number of Rings	7	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

162815299

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate (NP0161637)

MOL for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

3D MOL for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

3D SDF for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

3D-SDF for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

PDB for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

3D PDB for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

SMILES for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

INCHI for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

Structure for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)

3D Structure for NP0161637 (19-hydroxy-4,5,24-trimethyl-22-oxo-26,27-dioxa-7-azaheptacyclo[21.3.1.0¹,²⁰.0⁴,¹⁹.0⁵,¹⁶.0⁶,¹⁴.0⁸,¹³]heptacosa-6(14),8,10,12,20-pentaen-24-yl 2-(acetyloxy)-2-methylpropanoate)