NP-MRD: Showing NP-Card for 1,2-dehydroxycycloparvifloralone (NP0025573)

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Record Information

Version

1.0

Created at

2021-06-19 17:39:37 UTC

Updated at

2021-06-29 23:50:37 UTC

NP-MRD ID

NP0025573

Secondary Accession Numbers

None

Natural Product Identification

Common Name

1,2-dehydroxycycloparvifloralone

Provided By

JEOL Database JEOL Logo

Description

(1S,2R,6S,8R,10S,13R,14R)-1,5,13-trimethyl-9,11-dioxatetracyclo[6.4.1.1⁶,¹⁰.0²,⁶]Tetradec-4-ene-2,8,13,14-tetrol belongs to the class of organic compounds known as 1,3-dioxepanes. These are dioxepanes with the two ring oxygen atoms at position 1 and 3, respectively. 1,2-dehydroxycycloparvifloralone is found in Illicium merrillianum. It was first documented in 2001 (Huang, J.-m, et al.). Based on a literature review very few articles have been published on (1S,2R,6S,8R,10S,13R,14R)-1,5,13-trimethyl-9,11-dioxatetracyclo[6.4.1.1⁶,¹⁰.0²,⁶]Tetradec-4-ene-2,8,13,14-tetrol.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192119393D          

 43 46  0  0  0  0            999 V2000
   -0.3719   -0.1101    2.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.7373    1.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.7619    2.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -2.1289    0.8114 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3815   -1.4840   -0.3001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2844   -2.4409   -0.5381 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827   -0.2069    0.3640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4546    0.1854   -0.4435 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0158    0.5490   -1.8646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1815    0.8455   -2.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786    1.7440   -1.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    1.6503   -0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0202    1.0896   -1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189   -0.3080   -1.6668 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9746   -1.2213   -1.7213 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4694   -2.5791   -2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8118   -0.6077   -2.6158 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2990   -0.1323   -3.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -1.6334   -2.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    1.0483    0.4171 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9437    0.8124    1.0952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320   -0.6017    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1316    0.9468    2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -0.1860    2.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5085   -2.2695    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2448   -1.7305    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795   -3.2180    0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771   -2.7027    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464    1.0544    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235   -0.5960   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2763    0.1249   -3.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    2.6878   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609   -0.5466   -0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -0.5149   -2.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6749   -3.3281   -2.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -2.4583   -3.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -3.0051   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572    0.1952   -4.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.9512   -4.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088    0.6959   -3.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -2.1704   -2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    1.8111    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106    1.5937    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 20  1  0  0  0  0
  5  7  1  0  0  0  0
  2  1  1  0  0  0  0
 20 21  1  0  0  0  0
  7  8  1  0  0  0  0
 15 14  1  0  0  0  0
  5 15  1  0  0  0  0
  9 11  1  0  0  0  0
 15 17  1  0  0  0  0
  5  6  1  6  0  0  0
 17  9  1  0  0  0  0
 15 16  1  6  0  0  0
  7  2  1  1  0  0  0
 17 19  1  6  0  0  0
  2  3  2  0  0  0  0
  9 10  1  6  0  0  0
  3  4  1  0  0  0  0
 20 12  1  0  0  0  0
 11 12  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9  8  1  0  0  0  0
 17 18  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  3 25  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
 20 42  1  1  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 21 43  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  6 28  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 19 41  1  0  0  0  0
 10 31  1  0  0  0  0
 12 32  1  1  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 18 40  1  0  0  0  0
M  END

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
   -0.3719   -0.1101    2.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.7373    1.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.7619    2.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -2.1289    0.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3815   -1.4840   -0.3001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2844   -2.4409   -0.5381 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827   -0.2069    0.3640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4546    0.1854   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    0.5490   -1.8646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1815    0.8455   -2.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786    1.7440   -1.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    1.6503   -0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0202    1.0896   -1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189   -0.3080   -1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9746   -1.2213   -1.7213 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4694   -2.5791   -2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8118   -0.6077   -2.6158 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2990   -0.1323   -3.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -1.6334   -2.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    1.0483    0.4171 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9437    0.8124    1.0952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320   -0.6017    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1316    0.9468    2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -0.1860    2.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5085   -2.2695    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2448   -1.7305    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795   -3.2180    0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771   -2.7027    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464    1.0544    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235   -0.5960   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2763    0.1249   -3.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    2.6878   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609   -0.5466   -0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -0.5149   -2.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6749   -3.3281   -2.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -2.4583   -3.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -3.0051   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572    0.1952   -4.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.9512   -4.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088    0.6959   -3.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -2.1704   -2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    1.8111    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106    1.5937    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 20  1  0
  5  7  1  0
  2  1  1  0
 20 21  1  0
  7  8  1  0
 15 14  1  0
  5 15  1  0
  9 11  1  0
 15 17  1  0
  5  6  1  6
 17  9  1  0
 15 16  1  6
  7  2  1  1
 17 19  1  6
  2  3  2  0
  9 10  1  6
  3  4  1  0
 20 12  1  0
 11 12  1  0
  4  5  1  0
 12 13  1  0
 13 14  1  0
  9  8  1  0
 17 18  1  0
  8 29  1  0
  8 30  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 20 42  1  1
  1 22  1  0
  1 23  1  0
  1 24  1  0
 21 43  1  0
 14 33  1  0
 14 34  1  0
  6 28  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 19 41  1  0
 10 31  1  0
 12 32  1  1
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END


  Mrv1652306192119393D          

 43 46  0  0  0  0            999 V2000
   -0.3719   -0.1101    2.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.7373    1.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.7619    2.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -2.1289    0.8114 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3815   -1.4840   -0.3001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2844   -2.4409   -0.5381 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827   -0.2069    0.3640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4546    0.1854   -0.4435 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0158    0.5490   -1.8646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1815    0.8455   -2.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786    1.7440   -1.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    1.6503   -0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0202    1.0896   -1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189   -0.3080   -1.6668 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9746   -1.2213   -1.7213 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4694   -2.5791   -2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8118   -0.6077   -2.6158 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2990   -0.1323   -3.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -1.6334   -2.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    1.0483    0.4171 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9437    0.8124    1.0952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320   -0.6017    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1316    0.9468    2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -0.1860    2.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5085   -2.2695    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2448   -1.7305    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795   -3.2180    0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771   -2.7027    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464    1.0544    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235   -0.5960   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2763    0.1249   -3.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    2.6878   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609   -0.5466   -0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -0.5149   -2.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6749   -3.3281   -2.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -2.4583   -3.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -3.0051   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572    0.1952   -4.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.9512   -4.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088    0.6959   -3.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -2.1704   -2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    1.8111    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106    1.5937    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 20  1  0  0  0  0
  5  7  1  0  0  0  0
  2  1  1  0  0  0  0
 20 21  1  0  0  0  0
  7  8  1  0  0  0  0
 15 14  1  0  0  0  0
  5 15  1  0  0  0  0
  9 11  1  0  0  0  0
 15 17  1  0  0  0  0
  5  6  1  6  0  0  0
 17  9  1  0  0  0  0
 15 16  1  6  0  0  0
  7  2  1  1  0  0  0
 17 19  1  6  0  0  0
  2  3  2  0  0  0  0
  9 10  1  6  0  0  0
  3  4  1  0  0  0  0
 20 12  1  0  0  0  0
 11 12  1  0  0  0  0
  4  5  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  9  8  1  0  0  0  0
 17 18  1  0  0  0  0
  8 29  1  0  0  0  0
  8 30  1  0  0  0  0
  3 25  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
 20 42  1  1  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  1 24  1  0  0  0  0
 21 43  1  0  0  0  0
 14 33  1  0  0  0  0
 14 34  1  0  0  0  0
  6 28  1  0  0  0  0
 16 35  1  0  0  0  0
 16 36  1  0  0  0  0
 16 37  1  0  0  0  0
 19 41  1  0  0  0  0
 10 31  1  0  0  0  0
 12 32  1  1  0  0  0
 18 38  1  0  0  0  0
 18 39  1  0  0  0  0
 18 40  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0025573

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])[C@]2([H])O[C@]3(O[H])C([H])([H])[C@]11C(=C([H])C([H])([H])[C@]1(O[H])[C@](C([H])([H])[H])(C([H])([H])O2)[C@]3(O[H])C([H])([H])[H])C([H])([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O6/c1-8-4-5-14(18)11(2)7-20-10-9(16)13(8,14)6-15(19,21-10)12(11,3)17/h4,9-10,16-19H,5-7H2,1-3H3/t9-,10-,11+,12+,13-,14-,15+/m0/s1

> <INCHI_KEY>
XCMIQPLGACDHHP-PUNCIGQSSA-N

> <FORMULA>
C15H22O6

> <MOLECULAR_WEIGHT>
298.335

> <EXACT_MASS>
298.141638428

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
29.229663132231266

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1S,2R,6S,8R,10S,13R,14R)-1,5,13-trimethyl-9,11-dioxatetracyclo[6.4.1.1^{6,10}.0^{2,6}]tetradec-4-ene-2,8,13,14-tetrol

> <ALOGPS_LOGP>
-0.75

> <JCHEM_LOGP>
-0.6887639743333328

> <ALOGPS_LOGS>
-0.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.69329733156189

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.86763334987067

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3981589799467926

> <JCHEM_POLAR_SURFACE_AREA>
99.38000000000001

> <JCHEM_REFRACTIVITY>
72.38800000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.90e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1S,2R,6S,8R,10S,13R,14R)-1,5,13-trimethyl-9,11-dioxatetracyclo[6.4.1.1^{6,10}.0^{2,6}]tetradec-4-ene-2,8,13,14-tetrol

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 46  0  0  0  0  0  0  0  0999 V2000
   -0.3719   -0.1101    2.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.7373    1.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.7619    2.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -2.1289    0.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3815   -1.4840   -0.3001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2844   -2.4409   -0.5381 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827   -0.2069    0.3640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4546    0.1854   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    0.5490   -1.8646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1815    0.8455   -2.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786    1.7440   -1.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    1.6503   -0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0202    1.0896   -1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189   -0.3080   -1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9746   -1.2213   -1.7213 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4694   -2.5791   -2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8118   -0.6077   -2.6158 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2990   -0.1323   -3.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -1.6334   -2.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    1.0483    0.4171 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9437    0.8124    1.0952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320   -0.6017    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1316    0.9468    2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -0.1860    2.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5085   -2.2695    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2448   -1.7305    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795   -3.2180    0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771   -2.7027    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464    1.0544    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235   -0.5960   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2763    0.1249   -3.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    2.6878   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609   -0.5466   -0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -0.5149   -2.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6749   -3.3281   -2.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -2.4583   -3.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -3.0051   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572    0.1952   -4.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.9512   -4.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088    0.6959   -3.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -2.1704   -2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    1.8111    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106    1.5937    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 20  1  0
  5  7  1  0
  2  1  1  0
 20 21  1  0
  7  8  1  0
 15 14  1  0
  5 15  1  0
  9 11  1  0
 15 17  1  0
  5  6  1  6
 17  9  1  0
 15 16  1  6
  7  2  1  1
 17 19  1  6
  2  3  2  0
  9 10  1  6
  3  4  1  0
 20 12  1  0
 11 12  1  0
  4  5  1  0
 12 13  1  0
 13 14  1  0
  9  8  1  0
 17 18  1  0
  8 29  1  0
  8 30  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 20 42  1  1
  1 22  1  0
  1 23  1  0
  1 24  1  0
 21 43  1  0
 14 33  1  0
 14 34  1  0
  6 28  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 19 41  1  0
 10 31  1  0
 12 32  1  1
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END

HEADER    PROTEIN                                 19-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-21         0                                  
HETATM    1  C   UNK     0      -0.372  -0.110   2.740  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.574  -0.737   1.778  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.411  -1.762   2.027  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.233  -2.129   0.811  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.381  -1.484  -0.300  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.284  -2.441  -0.538  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.783  -0.207   0.364  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.455   0.185  -0.444  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.016   0.549  -1.865  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.182   0.846  -2.591  0.00  0.00           O+0
HETATM   11  O   UNK     0       0.779   1.744  -1.789  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.942   1.650  -0.985  0.00  0.00           C+0
HETATM   13  O   UNK     0       3.020   1.090  -1.710  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.219  -0.308  -1.667  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.975  -1.221  -1.721  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.469  -2.579  -2.302  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.812  -0.608  -2.616  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.299  -0.132  -4.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -0.167  -1.633  -2.933  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.705   1.048   0.417  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.944   0.812   1.095  0.00  0.00           O+0
HETATM   22  H   UNK     0      -0.332  -0.602   3.718  0.00  0.00           H+0
HETATM   23  H   UNK     0      -0.132   0.947   2.888  0.00  0.00           H+0
HETATM   24  H   UNK     0      -1.399  -0.186   2.371  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.508  -2.269   2.977  0.00  0.00           H+0
HETATM   26  H   UNK     0       3.245  -1.730   0.906  0.00  0.00           H+0
HETATM   27  H   UNK     0       2.280  -3.218   0.709  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.077  -2.703   0.332  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.946   1.054   0.016  0.00  0.00           H+0
HETATM   30  H   UNK     0      -1.224  -0.596  -0.466  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.276   0.125  -3.244  0.00  0.00           H+0
HETATM   32  H   UNK     0       2.257   2.688  -0.825  0.00  0.00           H+0
HETATM   33  H   UNK     0       3.861  -0.547  -0.814  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.853  -0.515  -2.538  0.00  0.00           H+0
HETATM   35  H   UNK     0       1.675  -3.328  -2.374  0.00  0.00           H+0
HETATM   36  H   UNK     0       2.887  -2.458  -3.307  0.00  0.00           H+0
HETATM   37  H   UNK     0       3.262  -3.005  -1.677  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.457   0.195  -4.621  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.768  -0.951  -4.556  0.00  0.00           H+0
HETATM   40  H   UNK     0       2.009   0.696  -3.949  0.00  0.00           H+0
HETATM   41  H   UNK     0      -0.281  -2.170  -2.116  0.00  0.00           H+0
HETATM   42  H   UNK     0       1.174   1.811   1.003  0.00  0.00           H+0
HETATM   43  H   UNK     0       3.511   1.594   0.962  0.00  0.00           H+0
CONECT    1    2   22   23   24                                             
CONECT    2    1    7    3                                                  
CONECT    3    2    4   25                                                  
CONECT    4    3    5   26   27                                             
CONECT    5    7   15    6    4                                             
CONECT    6    5   28                                                       
CONECT    7   20    5    8    2                                             
CONECT    8    7    9   29   30                                             
CONECT    9   11   17   10    8                                             
CONECT   10    9   31                                                       
CONECT   11    9   12                                                       
CONECT   12   20   11   13   32                                             
CONECT   13   12   14                                                       
CONECT   14   15   13   33   34                                             
CONECT   15   14    5   17   16                                             
CONECT   16   15   35   36   37                                             
CONECT   17   15    9   19   18                                             
CONECT   18   17   38   39   40                                             
CONECT   19   17   41                                                       
CONECT   20    7   21   12   42                                             
CONECT   21   20   43                                                       
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    1                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    4                                                            
CONECT   28    6                                                            
CONECT   29    8                                                            
CONECT   30    8                                                            
CONECT   31   10                                                            
CONECT   32   12                                                            
CONECT   33   14                                                            
CONECT   34   14                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
CONECT   37   16                                                            
CONECT   38   18                                                            
CONECT   39   18                                                            
CONECT   40   18                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
CONECT   43   21                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   92    0
END

RDKit          3D

43 46  0  0  0  0  0  0  0  0999 V2000
   -0.3719   -0.1101    2.7405 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5741   -0.7373    1.7780 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4112   -1.7619    2.0267 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2331   -2.1289    0.8114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3815   -1.4840   -0.3001 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.2844   -2.4409   -0.5381 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827   -0.2069    0.3640 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4546    0.1854   -0.4435 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0158    0.5490   -1.8646 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1815    0.8455   -2.5914 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7786    1.7440   -1.7890 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9421    1.6503   -0.9852 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0202    1.0896   -1.7096 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2189   -0.3080   -1.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9746   -1.2213   -1.7213 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.4694   -2.5791   -2.3021 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8118   -0.6077   -2.6158 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2990   -0.1323   -3.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1673   -1.6334   -2.9331 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7054    1.0483    0.4171 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9437    0.8124    1.0952 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3320   -0.6017    3.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1316    0.9468    2.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3989   -0.1860    2.3707 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5085   -2.2695    2.9774 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2448   -1.7305    0.9057 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2795   -3.2180    0.7086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0771   -2.7027    0.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9464    1.0544    0.0161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235   -0.5960   -0.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2763    0.1249   -3.2440 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2572    2.6878   -0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8609   -0.5466   -0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8529   -0.5149   -2.5384 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6749   -3.3281   -2.3740 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8867   -2.4583   -3.3073 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2624   -3.0051   -1.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4572    0.1952   -4.6212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7676   -0.9512   -4.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0088    0.6959   -3.9489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2807   -2.1704   -2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1743    1.8111    1.0032 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5106    1.5937    0.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
  7 20  1  0
  5  7  1  0
  2  1  1  0
 20 21  1  0
  7  8  1  0
 15 14  1  0
  5 15  1  0
  9 11  1  0
 15 17  1  0
  5  6  1  6
 17  9  1  0
 15 16  1  6
  7  2  1  1
 17 19  1  6
  2  3  2  0
  9 10  1  6
  3  4  1  0
 20 12  1  0
 11 12  1  0
  4  5  1  0
 12 13  1  0
 13 14  1  0
  9  8  1  0
 17 18  1  0
  8 29  1  0
  8 30  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 20 42  1  1
  1 22  1  0
  1 23  1  0
  1 24  1  0
 21 43  1  0
 14 33  1  0
 14 34  1  0
  6 28  1  0
 16 35  1  0
 16 36  1  0
 16 37  1  0
 19 41  1  0
 10 31  1  0
 12 32  1  1
 18 38  1  0
 18 39  1  0
 18 40  1  0
M  END

View in JSmol

Synonyms

Value	Source
(5R,9S,10R)-3,6,7a-Trimethyl-9,7-(oxymethylene)-5b,3abeta-(epoxyethano)-3a,4,5,6,7,7a-hexahydro-1H-indene-5,6a,7aalpha,10-tetrol	Generator
(5R,9S,10R)-3,6,7Α-trimethyl-9,7-(oxymethylene)-5β,3abeta-(epoxyethano)-3a,4,5,6,7,7a-hexahydro-1H-indene-5,6α,7aalpha,10-tetrol	Generator

Chemical Formula

C₁₅H₂₂O₆

Average Mass

298.3350 Da

Monoisotopic Mass

298.14164 Da

IUPAC Name

(1S,2R,6S,8R,10S,13R,14R)-1,5,13-trimethyl-9,11-dioxatetracyclo[6.4.1.1^{6,10}.0^{2,6}]tetradec-4-ene-2,8,13,14-tetrol

Traditional Name

(1S,2R,6S,8R,10S,13R,14R)-1,5,13-trimethyl-9,11-dioxatetracyclo[6.4.1.1^{6,10}.0^{2,6}]tetradec-4-ene-2,8,13,14-tetrol

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])[C@]2([H])O[C@]3(O[H])C([H])([H])[C@]11C(=C([H])C([H])([H])[C@]1(O[H])[C@](C([H])([H])[H])(C([H])([H])O2)[C@]3(O[H])C([H])([H])[H])C([H])([H])[H]

InChI Identifier

InChI=1S/C15H22O6/c1-8-4-5-14(18)11(2)7-20-10-9(16)13(8,14)6-15(19,21-10)12(11,3)17/h4,9-10,16-19H,5-7H2,1-3H3/t9-,10-,11+,12+,13-,14-,15+/m0/s1

InChI Key

XCMIQPLGACDHHP-PUNCIGQSSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₃OD, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Illicium merrillianum	JEOL database	Huang, J.-m, et al, J. Nat. Prod. 64, 428 (2001)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1,3-dioxepanes. These are dioxepanes with the two ring oxygen atoms at position 1 and 3, respectively.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dioxepanes

Sub Class

1,3-dioxepanes

Direct Parent

1,3-dioxepanes

Alternative Parents

Substituents

Oxepane
1,3-dioxepane
Oxane
Tertiary alcohol
Cyclic alcohol
Secondary alcohol
Hemiacetal
Oxacycle
Polyol
Acetal
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	-0.75	ALOGPS
logP	-0.69	ChemAxon
logS	-0.78	ALOGPS
pKa (Strongest Acidic)	10.87	ChemAxon
pKa (Strongest Basic)	-3.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	99.38 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	72.39 m³·mol⁻¹	ChemAxon
Polarizability	29.23 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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

101111333

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huang, J.-m, et al. (2001). Huang, J.-m, et al, J. Nat. Prod. 64, 428 (2001). J. Nat. Prod..

Showing NP-Card for 1,2-dehydroxycycloparvifloralone (NP0025573)

MOL for NP0025573 (1,2-dehydroxycycloparvifloralone)

3D MOL for NP0025573 (1,2-dehydroxycycloparvifloralone)

3D SDF for NP0025573 (1,2-dehydroxycycloparvifloralone)

3D-SDF for NP0025573 (1,2-dehydroxycycloparvifloralone)

PDB for NP0025573 (1,2-dehydroxycycloparvifloralone)

3D PDB for NP0025573 (1,2-dehydroxycycloparvifloralone)

SMILES for NP0025573 (1,2-dehydroxycycloparvifloralone)

INCHI for NP0025573 (1,2-dehydroxycycloparvifloralone)

Structure for NP0025573 (1,2-dehydroxycycloparvifloralone)

3D Structure for NP0025573 (1,2-dehydroxycycloparvifloralone)