NP-MRD: Showing NP-Card for spiro-13-homo-13-oxaelliptone (NP0032041)

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Record Information

Version

2.0

Created at

2021-06-19 22:57:09 UTC

Updated at

2021-06-30 00:01:00 UTC

NP-MRD ID

NP0032041

Secondary Accession Numbers

None

Natural Product Identification

Common Name

spiro-13-homo-13-oxaelliptone

Provided By

JEOL Database JEOL Logo

Description

spiro-13-homo-13-oxaelliptone is found in Derris trifoliata. spiro-13-homo-13-oxaelliptone was first documented in 2006 (Yenesew, A., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100573D          

 43 47  0  0  0  0            999 V2000
    3.9604    1.3372   -3.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.5552   -1.8618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.5782   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6165   -0.6325   -1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9451   -1.5794   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6428   -1.2920    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -0.0970    0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867    0.8431    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    2.0455    0.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0447    2.3298    2.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -2.1003    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586   -2.8091    0.6249 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2986   -4.0834   -0.0831 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6359   -3.8968   -0.7748 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6279   -2.7406   -1.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762   -1.9900   -0.2620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965   -1.8323    0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -2.5071    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -2.4828    2.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5789   -1.7298    1.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226   -1.0478    0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3659   -0.2706    0.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8167    0.2015   -1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294   -0.2617   -1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -1.0732   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0868   -3.1834    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686   -3.9073    2.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6117    0.4706   -3.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814    2.2168   -3.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230    1.2328   -3.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113   -0.8798   -2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.0819    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    2.3972    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    1.5915    2.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928    3.3059    2.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -4.3779   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037   -4.9177    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716   -3.8744   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -4.7595   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -3.0332    3.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081   -1.6694    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4556    0.8436   -1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624   -0.0415   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0  0  0  0
 19 18  2  0  0  0  0
 17 25  2  0  0  0  0
 21 25  1  0  0  0  0
  8  3  2  0  0  0  0
  6 11  1  0  0  0  0
  5 15  1  0  0  0  0
  3  4  1  0  0  0  0
 25 24  1  0  0  0  0
 24 23  2  0  0  0  0
 23 22  1  0  0  0  0
 22 21  1  0  0  0  0
 17 18  1  0  0  0  0
 11 12  1  0  0  0  0
  4  5  2  0  0  0  0
 15 14  1  0  0  0  0
  7  8  1  0  0  0  0
 18 26  1  0  0  0  0
 26 12  1  0  0  0  0
 12 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 13  1  0  0  0  0
  8  9  1  0  0  0  0
 14 13  1  0  0  0  0
  3  2  1  0  0  0  0
  6  7  2  0  0  0  0
  2  1  1  0  0  0  0
 21 20  2  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
 26 27  2  0  0  0  0
  7 32  1  0  0  0  0
  4 31  1  0  0  0  0
 14 38  1  0  0  0  0
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 13 37  1  0  0  0  0
 20 41  1  0  0  0  0
 19 40  1  0  0  0  0
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  1 28  1  0  0  0  0
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  1 30  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
M  END

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
    3.9604    1.3372   -3.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.5552   -1.8618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.5782   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6165   -0.6325   -1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9451   -1.5794   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6428   -1.2920    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -0.0970    0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867    0.8431    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    2.0455    0.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0447    2.3298    2.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -2.1003    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586   -2.8091    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986   -4.0834   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359   -3.8968   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279   -2.7406   -1.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762   -1.9900   -0.2620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965   -1.8323    0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -2.5071    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -2.4828    2.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5789   -1.7298    1.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226   -1.0478    0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3659   -0.2706    0.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8167    0.2015   -1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294   -0.2617   -1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -1.0732   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0868   -3.1834    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686   -3.9073    2.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6117    0.4706   -3.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814    2.2168   -3.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230    1.2328   -3.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113   -0.8798   -2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.0819    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    2.3972    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    1.5915    2.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928    3.3059    2.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -4.3779   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037   -4.9177    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716   -3.8744   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -4.7595   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -3.0332    3.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081   -1.6694    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4556    0.8436   -1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624   -0.0415   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  2  0
 17 25  2  0
 21 25  1  0
  8  3  2  0
  6 11  1  0
  5 15  1  0
  3  4  1  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  1  0
 17 18  1  0
 11 12  1  0
  4  5  2  0
 15 14  1  0
  7  8  1  0
 18 26  1  0
 26 12  1  0
 12 16  1  0
 16 17  1  0
 12 13  1  0
  8  9  1  0
 14 13  1  0
  3  2  1  0
  6  7  2  0
  2  1  1  0
 21 20  2  0
  9 10  1  0
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 26 27  2  0
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 23 42  1  0
  1 28  1  0
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  1 30  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
M  END


  Mrv1652306202100573D          

 43 47  0  0  0  0            999 V2000
    3.9604    1.3372   -3.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.5552   -1.8618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.5782   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6165   -0.6325   -1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9451   -1.5794   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6428   -1.2920    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -0.0970    0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867    0.8431    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    2.0455    0.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0447    2.3298    2.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -2.1003    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586   -2.8091    0.6249 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.2986   -4.0834   -0.0831 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6359   -3.8968   -0.7748 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6279   -2.7406   -1.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762   -1.9900   -0.2620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965   -1.8323    0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -2.5071    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -2.4828    2.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5789   -1.7298    1.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226   -1.0478    0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3659   -0.2706    0.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8167    0.2015   -1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294   -0.2617   -1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -1.0732   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0868   -3.1834    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686   -3.9073    2.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6117    0.4706   -3.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814    2.2168   -3.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230    1.2328   -3.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113   -0.8798   -2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.0819    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    2.3972    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    1.5915    2.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928    3.3059    2.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -4.3779   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037   -4.9177    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716   -3.8744   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -4.7595   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -3.0332    3.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081   -1.6694    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4556    0.8436   -1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624   -0.0415   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0  0  0  0
 19 18  2  0  0  0  0
 17 25  2  0  0  0  0
 21 25  1  0  0  0  0
  8  3  2  0  0  0  0
  6 11  1  0  0  0  0
  5 15  1  0  0  0  0
  3  4  1  0  0  0  0
 25 24  1  0  0  0  0
 24 23  2  0  0  0  0
 23 22  1  0  0  0  0
 22 21  1  0  0  0  0
 17 18  1  0  0  0  0
 11 12  1  0  0  0  0
  4  5  2  0  0  0  0
 15 14  1  0  0  0  0
  7  8  1  0  0  0  0
 18 26  1  0  0  0  0
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  2  1  1  0  0  0  0
 21 20  2  0  0  0  0
  9 10  1  0  0  0  0
  5  6  1  0  0  0  0
 26 27  2  0  0  0  0
  7 32  1  0  0  0  0
  4 31  1  0  0  0  0
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 14 39  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
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 19 40  1  0  0  0  0
 24 43  1  0  0  0  0
 23 42  1  0  0  0  0
  1 28  1  0  0  0  0
  1 29  1  0  0  0  0
  1 30  1  0  0  0  0
 10 33  1  0  0  0  0
 10 34  1  0  0  0  0
 10 35  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0032041

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]C1=C([H])C2=C3O[C@@]4(OC5=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C5OC([H])([H])C4([H])[H])C(=O)C3=C([H])C([H])=C2O1

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O7/c1-22-14-9-16-17(10-15(14)23-2)26-20(6-8-25-16)19(21)12-3-4-13-11(5-7-24-13)18(12)27-20/h3-5,7,9-10H,6,8H2,1-2H3/t20-/m1/s1

> <INCHI_KEY>
IRNUVXYYVAFCSJ-HXUWFJFHSA-N

> <FORMULA>
C20H16O7

> <MOLECULAR_WEIGHT>
368.341

> <EXACT_MASS>
368.089602855

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
37.03923501943608

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-7,8-dimethoxy-3,4-dihydro-3',10'-dioxaspiro[1,5-benzodioxepine-2,4'-tricyclo[7.3.0.0^{2,6}]dodecane]-1',6',8',11'-tetraen-5'-one

> <ALOGPS_LOGP>
2.89

> <JCHEM_LOGP>
3.3680519556666666

> <ALOGPS_LOGS>
-3.57

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8655020897560664

> <JCHEM_POLAR_SURFACE_AREA>
76.36000000000001

> <JCHEM_REFRACTIVITY>
92.626

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-7,8-dimethoxy-3,4-dihydro-3',10'-dioxaspiro[1,5-benzodioxepine-2,4'-tricyclo[7.3.0.0^{2,6}]dodecane]-1',6',8',11'-tetraen-5'-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 43 47  0  0  0  0  0  0  0  0999 V2000
    3.9604    1.3372   -3.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.5552   -1.8618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.5782   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6165   -0.6325   -1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9451   -1.5794   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6428   -1.2920    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -0.0970    0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867    0.8431    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    2.0455    0.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0447    2.3298    2.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -2.1003    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586   -2.8091    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986   -4.0834   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359   -3.8968   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279   -2.7406   -1.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762   -1.9900   -0.2620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965   -1.8323    0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -2.5071    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -2.4828    2.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5789   -1.7298    1.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226   -1.0478    0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3659   -0.2706    0.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8167    0.2015   -1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294   -0.2617   -1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -1.0732   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0868   -3.1834    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686   -3.9073    2.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6117    0.4706   -3.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814    2.2168   -3.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230    1.2328   -3.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113   -0.8798   -2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.0819    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    2.3972    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    1.5915    2.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928    3.3059    2.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -4.3779   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037   -4.9177    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716   -3.8744   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -4.7595   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -3.0332    3.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081   -1.6694    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4556    0.8436   -1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624   -0.0415   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  2  0
 17 25  2  0
 21 25  1  0
  8  3  2  0
  6 11  1  0
  5 15  1  0
  3  4  1  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  1  0
 17 18  1  0
 11 12  1  0
  4  5  2  0
 15 14  1  0
  7  8  1  0
 18 26  1  0
 26 12  1  0
 12 16  1  0
 16 17  1  0
 12 13  1  0
  8  9  1  0
 14 13  1  0
  3  2  1  0
  6  7  2  0
  2  1  1  0
 21 20  2  0
  9 10  1  0
  5  6  1  0
 26 27  2  0
  7 32  1  0
  4 31  1  0
 14 38  1  0
 14 39  1  0
 13 36  1  0
 13 37  1  0
 20 41  1  0
 19 40  1  0
 24 43  1  0
 23 42  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0       3.960   1.337  -3.244  0.00  0.00           C+0
HETATM    2  O   UNK     0       3.716   1.555  -1.862  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.041   0.578  -1.173  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.616  -0.633  -1.730  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.945  -1.579  -0.951  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.643  -1.292   0.383  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.091  -0.097   0.955  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.787   0.843   0.188  0.00  0.00           C+0
HETATM    9  O   UNK     0       3.247   2.046   0.665  0.00  0.00           O+0
HETATM   10  C   UNK     0       3.045   2.330   2.042  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.931  -2.100   1.230  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.159  -2.809   0.625  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.299  -4.083  -0.083  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.636  -3.897  -0.775  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.628  -2.741  -1.608  0.00  0.00           O+0
HETATM   16  O   UNK     0      -0.976  -1.990  -0.262  0.00  0.00           O+0
HETATM   17  C   UNK     0      -2.196  -1.832   0.366  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.338  -2.507   1.564  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.490  -2.483   2.332  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.579  -1.730   1.874  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.423  -1.048   0.657  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.366  -0.271   0.056  0.00  0.00           O+0
HETATM   23  C   UNK     0      -4.817   0.202  -1.095  0.00  0.00           C+0
HETATM   24  C   UNK     0      -3.529  -0.262  -1.248  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.263  -1.073  -0.118  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.087  -3.183   1.783  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.869  -3.907   2.739  0.00  0.00           O+0
HETATM   28  H   UNK     0       4.612   0.471  -3.397  0.00  0.00           H+0
HETATM   29  H   UNK     0       4.481   2.217  -3.634  0.00  0.00           H+0
HETATM   30  H   UNK     0       3.023   1.233  -3.800  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.811  -0.880  -2.768  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.860   0.082   1.999  0.00  0.00           H+0
HETATM   33  H   UNK     0       1.978   2.397   2.277  0.00  0.00           H+0
HETATM   34  H   UNK     0       3.546   1.591   2.676  0.00  0.00           H+0
HETATM   35  H   UNK     0       3.493   3.306   2.251  0.00  0.00           H+0
HETATM   36  H   UNK     0      -0.457  -4.378  -0.823  0.00  0.00           H+0
HETATM   37  H   UNK     0       0.404  -4.918   0.621  0.00  0.00           H+0
HETATM   38  H   UNK     0       2.472  -3.874  -0.062  0.00  0.00           H+0
HETATM   39  H   UNK     0       1.822  -4.760  -1.425  0.00  0.00           H+0
HETATM   40  H   UNK     0      -3.545  -3.033   3.267  0.00  0.00           H+0
HETATM   41  H   UNK     0      -5.508  -1.669   2.430  0.00  0.00           H+0
HETATM   42  H   UNK     0      -5.456   0.844  -1.686  0.00  0.00           H+0
HETATM   43  H   UNK     0      -2.862  -0.042  -2.070  0.00  0.00           H+0
CONECT    1    2   28   29   30                                             
CONECT    2    3    1                                                       
CONECT    3    8    4    2                                                  
CONECT    4    3    5   31                                                  
CONECT    5   15    4    6                                                  
CONECT    6   11    7    5                                                  
CONECT    7    8    6   32                                                  
CONECT    8    3    7    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9   33   34   35                                             
CONECT   11    6   12                                                       
CONECT   12   11   26   16   13                                             
CONECT   13   12   14   36   37                                             
CONECT   14   15   13   38   39                                             
CONECT   15    5   14                                                       
CONECT   16   12   17                                                       
CONECT   17   25   18   16                                                  
CONECT   18   19   17   26                                                  
CONECT   19   20   18   40                                                  
CONECT   20   19   21   41                                                  
CONECT   21   25   22   20                                                  
CONECT   22   23   21                                                       
CONECT   23   24   22   42                                                  
CONECT   24   25   23   43                                                  
CONECT   25   17   21   24                                                  
CONECT   26   18   12   27                                                  
CONECT   27   26                                                            
CONECT   28    1                                                            
CONECT   29    1                                                            
CONECT   30    1                                                            
CONECT   31    4                                                            
CONECT   32    7                                                            
CONECT   33   10                                                            
CONECT   34   10                                                            
CONECT   35   10                                                            
CONECT   36   13                                                            
CONECT   37   13                                                            
CONECT   38   14                                                            
CONECT   39   14                                                            
CONECT   40   19                                                            
CONECT   41   20                                                            
CONECT   42   23                                                            
CONECT   43   24                                                            
MASTER        0    0    0    0    0    0    0    0   43    0   94    0
END

RDKit          3D

43 47  0  0  0  0  0  0  0  0999 V2000
    3.9604    1.3372   -3.2439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7161    1.5552   -1.8618 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0409    0.5782   -1.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6165   -0.6325   -1.7298 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9451   -1.5794   -0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6428   -1.2920    0.3828 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0905   -0.0970    0.9545 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7867    0.8431    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2471    2.0455    0.6648 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0447    2.3298    2.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9306   -2.1003    1.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1586   -2.8091    0.6249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2986   -4.0834   -0.0831 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6359   -3.8968   -0.7748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6279   -2.7406   -1.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9762   -1.9900   -0.2620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1965   -1.8323    0.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3379   -2.5071    1.5640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4898   -2.4828    2.3319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5789   -1.7298    1.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226   -1.0478    0.6568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3659   -0.2706    0.0562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8167    0.2015   -1.0949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5294   -0.2617   -1.2481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2628   -1.0732   -0.1176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0868   -3.1834    1.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8686   -3.9073    2.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6117    0.4706   -3.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4814    2.2168   -3.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0230    1.2328   -3.8003 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8113   -0.8798   -2.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8602    0.0819    1.9994 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9776    2.3972    2.2775 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5456    1.5915    2.6765 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4928    3.3059    2.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4565   -4.3779   -0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4037   -4.9177    0.6207 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4716   -3.8744   -0.0620 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8218   -4.7595   -1.4249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5453   -3.0332    3.2669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081   -1.6694    2.4295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4556    0.8436   -1.6855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8624   -0.0415   -2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
 20 19  1  0
 19 18  2  0
 17 25  2  0
 21 25  1  0
  8  3  2  0
  6 11  1  0
  5 15  1  0
  3  4  1  0
 25 24  1  0
 24 23  2  0
 23 22  1  0
 22 21  1  0
 17 18  1  0
 11 12  1  0
  4  5  2  0
 15 14  1  0
  7  8  1  0
 18 26  1  0
 26 12  1  0
 12 16  1  0
 16 17  1  0
 12 13  1  0
  8  9  1  0
 14 13  1  0
  3  2  1  0
  6  7  2  0
  2  1  1  0
 21 20  2  0
  9 10  1  0
  5  6  1  0
 26 27  2  0
  7 32  1  0
  4 31  1  0
 14 38  1  0
 14 39  1  0
 13 36  1  0
 13 37  1  0
 20 41  1  0
 19 40  1  0
 24 43  1  0
 23 42  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
 10 33  1  0
 10 34  1  0
 10 35  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₆O₇

Average Mass

368.3410 Da

Monoisotopic Mass

368.08960 Da

IUPAC Name

(2S)-7,8-dimethoxy-3,4-dihydro-3',10'-dioxaspiro[1,5-benzodioxepine-2,4'-tricyclo[7.3.0.0^{2,6}]dodecane]-1',6',8',11'-tetraen-5'-one

Traditional Name

(2S)-7,8-dimethoxy-3,4-dihydro-3',10'-dioxaspiro[1,5-benzodioxepine-2,4'-tricyclo[7.3.0.0^{2,6}]dodecane]-1',6',8',11'-tetraen-5'-one

CAS Registry Number

Not Available

SMILES

[H]C1=C([H])C2=C3O[C@@]4(OC5=C([H])C(OC([H])([H])[H])=C(OC([H])([H])[H])C([H])=C5OC([H])([H])C4([H])[H])C(=O)C3=C([H])C([H])=C2O1

InChI Identifier

InChI=1S/C20H16O7/c1-22-14-9-16-17(10-15(14)23-2)26-20(6-8-25-16)19(21)12-3-4-13-11(5-7-24-13)18(12)27-20/h3-5,7,9-10H,6,8H2,1-2H3/t20-/m1/s1

InChI Key

IRNUVXYYVAFCSJ-HXUWFJFHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, CD₂Cl₂, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, CD₂Cl₂, 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
Derris trifoliata	JEOL database	Yenesew, A., et al, Phytochemistry 67, 988 (2006)

Chemical Taxonomy

Classification

Not classified

Physical Properties

State

Not Available

Experimental Properties

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

Predicted Properties

Property	Value	Source
logP	2.89	ALOGPS
logP	3.37	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	76.36 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	92.63 m³·mol⁻¹	ChemAxon
Polarizability	37.04 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Yenesew, A., et al. (2006). Yenesew, A., et al, Phytochemistry 67, 988 (2006). Phytochem..

Showing NP-Card for spiro-13-homo-13-oxaelliptone (NP0032041)

MOL for NP0032041 (spiro-13-homo-13-oxaelliptone)

3D MOL for NP0032041 (spiro-13-homo-13-oxaelliptone)

3D SDF for NP0032041 (spiro-13-homo-13-oxaelliptone)

3D-SDF for NP0032041 (spiro-13-homo-13-oxaelliptone)

PDB for NP0032041 (spiro-13-homo-13-oxaelliptone)

3D PDB for NP0032041 (spiro-13-homo-13-oxaelliptone)

SMILES for NP0032041 (spiro-13-homo-13-oxaelliptone)

INCHI for NP0032041 (spiro-13-homo-13-oxaelliptone)

Structure for NP0032041 (spiro-13-homo-13-oxaelliptone)

3D Structure for NP0032041 (spiro-13-homo-13-oxaelliptone)