NP-MRD: Showing NP-Card for savinin (NP0031536)

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Record Information

Version

2.0

Created at

2021-06-19 22:35:26 UTC

Updated at

2021-06-30 00:00:10 UTC

NP-MRD ID

NP0031536

Secondary Accession Numbers

None

Natural Product Identification

Common Name

savinin

Provided By

JEOL Database JEOL Logo

Description

savinin is found in Aristolochia indica, Eleutherococcus nodiflorus, Juniperus formosana, Juniperus horizontalis, Juniperus rigida, Linum corymbulosum, Phoebe formosana, Zanthoxyllum naranjillo and Zanthoxylum nitidum. savinin was first documented in 2005 (da Silva, R., et al.). Based on a literature review very few articles have been published on (3E,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-3-[(2H-1,3-benzodioxol-5-yl)methylidene]oxolan-2-one.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202100353D          

 42 46  0  0  0  0            999 V2000
   -4.0301    1.3501   -2.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.7325   -2.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8006   -0.1812   -3.3162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -0.5461   -3.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8949   -0.3449   -1.9307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397   -1.6085   -1.0803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5564   -1.5313    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4109   -1.4879    1.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8915   -1.3965    2.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4776   -1.3449    2.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3176   -1.3957    1.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8356   -1.4973    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292   -1.3220    2.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -1.1808    3.5697 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1534   -1.2311    4.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    0.8130   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513    1.8363   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    2.0423    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    2.1594    1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6173    2.3409    2.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8544    2.4077    1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006    2.3208    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9203    2.1524   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    2.4136   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566    2.5414    1.2784 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0435    2.5574    2.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3251   -1.5803   -3.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078    0.1010   -4.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724   -0.1103   -1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -1.8326   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6869   -2.4774   -1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.5153    1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.3555    3.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -1.5318   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -0.2213    3.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -1.9884    4.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    2.5814   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4822    2.0841    1.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    2.4090    3.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    2.1044   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5331    3.4735    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.6997    1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
 19 20  2  0  0  0  0
  7  8  2  0  0  0  0
 17 16  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 16  2  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
 11 10  1  0  0  0  0
 20 21  1  0  0  0  0
 18 19  1  0  0  0  0
 22 23  1  0  0  0  0
 23 18  2  0  0  0  0
  2  3  1  0  0  0  0
 10 15  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 11  1  0  0  0  0
  3  4  1  0  0  0  0
  2  1  2  0  0  0  0
 22 21  2  0  0  0  0
  4  5  1  0  0  0  0
  5 16  1  0  0  0  0
  5  6  1  0  0  0  0
 18 17  1  0  0  0  0
 21 26  1  0  0  0  0
 26 25  1  0  0  0  0
 25 24  1  0  0  0  0
 24 22  1  0  0  0  0
 19 38  1  0  0  0  0
 20 39  1  0  0  0  0
 23 40  1  0  0  0  0
 17 37  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  5 29  1  6  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  8 32  1  0  0  0  0
  9 33  1  0  0  0  0
 12 34  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 25 41  1  0  0  0  0
 25 42  1  0  0  0  0
M  END

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -4.0301    1.3501   -2.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.7325   -2.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8006   -0.1812   -3.3162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -0.5461   -3.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949   -0.3449   -1.9307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397   -1.6085   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -1.5313    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4109   -1.4879    1.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8915   -1.3965    2.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4776   -1.3449    2.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3176   -1.3957    1.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8356   -1.4973    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292   -1.3220    2.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -1.1808    3.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534   -1.2311    4.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    0.8130   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513    1.8363   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    2.0423    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    2.1594    1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6173    2.3409    2.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8544    2.4077    1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006    2.3208    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9203    2.1524   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    2.4136   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566    2.5414    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    2.5574    2.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3251   -1.5803   -3.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078    0.1010   -4.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724   -0.1103   -1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -1.8326   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6869   -2.4774   -1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.5153    1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.3555    3.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -1.5318   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -0.2213    3.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -1.9884    4.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    2.5814   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4822    2.0841    1.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    2.4090    3.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    2.1044   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5331    3.4735    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.6997    1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
 19 20  2  0
  7  8  2  0
 17 16  2  0
  8  9  1  0
  9 10  2  0
 16  2  1  0
 11 12  2  0
 12  7  1  0
 11 10  1  0
 20 21  1  0
 18 19  1  0
 22 23  1  0
 23 18  2  0
  2  3  1  0
 10 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
  3  4  1  0
  2  1  2  0
 22 21  2  0
  4  5  1  0
  5 16  1  0
  5  6  1  0
 18 17  1  0
 21 26  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 19 38  1  0
 20 39  1  0
 23 40  1  0
 17 37  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 25 41  1  0
 25 42  1  0
M  END


  Mrv1652306202100353D          

 42 46  0  0  0  0            999 V2000
   -4.0301    1.3501   -2.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.7325   -2.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8006   -0.1812   -3.3162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -0.5461   -3.3429 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.8949   -0.3449   -1.9307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397   -1.6085   -1.0803 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5564   -1.5313    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4109   -1.4879    1.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8915   -1.3965    2.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4776   -1.3449    2.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3176   -1.3957    1.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8356   -1.4973    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292   -1.3220    2.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -1.1808    3.5697 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1534   -1.2311    4.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    0.8130   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513    1.8363   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    2.0423    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    2.1594    1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6173    2.3409    2.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8544    2.4077    1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006    2.3208    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9203    2.1524   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    2.4136   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566    2.5414    1.2784 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.0435    2.5574    2.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3251   -1.5803   -3.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078    0.1010   -4.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724   -0.1103   -1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -1.8326   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6869   -2.4774   -1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.5153    1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.3555    3.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -1.5318   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -0.2213    3.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -1.9884    4.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    2.5814   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4822    2.0841    1.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    2.4090    3.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    2.1044   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5331    3.4735    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.6997    1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0  0  0  0
 19 20  2  0  0  0  0
  7  8  2  0  0  0  0
 17 16  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 16  2  1  0  0  0  0
 11 12  2  0  0  0  0
 12  7  1  0  0  0  0
 11 10  1  0  0  0  0
 20 21  1  0  0  0  0
 18 19  1  0  0  0  0
 22 23  1  0  0  0  0
 23 18  2  0  0  0  0
  2  3  1  0  0  0  0
 10 15  1  0  0  0  0
 15 14  1  0  0  0  0
 14 13  1  0  0  0  0
 13 11  1  0  0  0  0
  3  4  1  0  0  0  0
  2  1  2  0  0  0  0
 22 21  2  0  0  0  0
  4  5  1  0  0  0  0
  5 16  1  0  0  0  0
  5  6  1  0  0  0  0
 18 17  1  0  0  0  0
 21 26  1  0  0  0  0
 26 25  1  0  0  0  0
 25 24  1  0  0  0  0
 24 22  1  0  0  0  0
 19 38  1  0  0  0  0
 20 39  1  0  0  0  0
 23 40  1  0  0  0  0
 17 37  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  5 29  1  6  0  0  0
  6 30  1  0  0  0  0
  6 31  1  0  0  0  0
  8 32  1  0  0  0  0
  9 33  1  0  0  0  0
 12 34  1  0  0  0  0
 14 35  1  0  0  0  0
 14 36  1  0  0  0  0
 25 41  1  0  0  0  0
 25 42  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0031536

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(=C1/C(=O)OC([H])([H])[C@]1([H])C([H])([H])C1=C([H])C([H])=C2OC([H])([H])OC2=C1[H])C1=C([H])C2=C(OC([H])([H])O2)C([H])=C1[H]

> <INCHI_IDENTIFIER>
InChI=1S/C20H16O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,6-8,14H,5,9-11H2/b15-6+/t14-/m0/s1

> <INCHI_KEY>
CMJGAYUQSLJSCR-ULIPXBITSA-N

> <FORMULA>
C20H16O6

> <MOLECULAR_WEIGHT>
352.342

> <EXACT_MASS>
352.094688235

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
34.09162818585055

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3E,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-3-[(2H-1,3-benzodioxol-5-yl)methylidene]oxolan-2-one

> <ALOGPS_LOGP>
2.82

> <JCHEM_LOGP>
3.6271436550000002

> <ALOGPS_LOGS>
-4.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.4391065326307215

> <JCHEM_POLAR_SURFACE_AREA>
63.22000000000001

> <JCHEM_REFRACTIVITY>
91.15590000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.22e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
savinin

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 46  0  0  0  0  0  0  0  0999 V2000
   -4.0301    1.3501   -2.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.7325   -2.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8006   -0.1812   -3.3162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -0.5461   -3.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949   -0.3449   -1.9307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397   -1.6085   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -1.5313    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4109   -1.4879    1.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8915   -1.3965    2.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4776   -1.3449    2.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3176   -1.3957    1.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8356   -1.4973    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292   -1.3220    2.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -1.1808    3.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534   -1.2311    4.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    0.8130   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513    1.8363   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    2.0423    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    2.1594    1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6173    2.3409    2.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8544    2.4077    1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006    2.3208    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9203    2.1524   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    2.4136   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566    2.5414    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    2.5574    2.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3251   -1.5803   -3.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078    0.1010   -4.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724   -0.1103   -1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -1.8326   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6869   -2.4774   -1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.5153    1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.3555    3.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -1.5318   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -0.2213    3.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -1.9884    4.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    2.5814   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4822    2.0841    1.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    2.4090    3.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    2.1044   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5331    3.4735    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.6997    1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
 19 20  2  0
  7  8  2  0
 17 16  2  0
  8  9  1  0
  9 10  2  0
 16  2  1  0
 11 12  2  0
 12  7  1  0
 11 10  1  0
 20 21  1  0
 18 19  1  0
 22 23  1  0
 23 18  2  0
  2  3  1  0
 10 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
  3  4  1  0
  2  1  2  0
 22 21  2  0
  4  5  1  0
  5 16  1  0
  5  6  1  0
 18 17  1  0
 21 26  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 19 38  1  0
 20 39  1  0
 23 40  1  0
 17 37  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 25 41  1  0
 25 42  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  O   UNK     0      -4.030   1.350  -2.127  0.00  0.00           O+0
HETATM    2  C   UNK     0      -3.002   0.733  -2.326  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.801  -0.181  -3.316  0.00  0.00           O+0
HETATM    4  C   UNK     0      -1.419  -0.546  -3.343  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.895  -0.345  -1.931  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.140  -1.609  -1.080  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.556  -1.531   0.312  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.411  -1.488   1.437  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.892  -1.397   2.732  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.478  -1.345   2.872  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.318  -1.396   1.786  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.836  -1.497   0.498  0.00  0.00           C+0
HETATM   13  O   UNK     0       2.629  -1.322   2.138  0.00  0.00           O+0
HETATM   14  C   UNK     0       2.514  -1.181   3.570  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.153  -1.231   4.046  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.751   0.813  -1.535  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.551   1.836  -0.690  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.351   2.042   0.126  0.00  0.00           C+0
HETATM   19  C   UNK     0      -0.496   2.159   1.526  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.617   2.341   2.354  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.854   2.408   1.754  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.001   2.321   0.389  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.920   2.152  -0.452  0.00  0.00           C+0
HETATM   24  O   UNK     0       3.301   2.414  -0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       3.957   2.541   1.278  0.00  0.00           C+0
HETATM   26  O   UNK     0       3.043   2.557   2.395  0.00  0.00           O+0
HETATM   27  H   UNK     0      -1.325  -1.580  -3.690  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.908   0.101  -4.067  0.00  0.00           H+0
HETATM   29  H   UNK     0       0.172  -0.110  -1.970  0.00  0.00           H+0
HETATM   30  H   UNK     0      -2.213  -1.833  -1.020  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.687  -2.477  -1.577  0.00  0.00           H+0
HETATM   32  H   UNK     0      -2.491  -1.515   1.306  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.543  -1.355   3.598  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.526  -1.532  -0.338  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.955  -0.221   3.865  0.00  0.00           H+0
HETATM   36  H   UNK     0       3.081  -1.988   4.047  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.334   2.581  -0.548  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.482   2.084   1.981  0.00  0.00           H+0
HETATM   39  H   UNK     0       0.511   2.409   3.430  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.069   2.104  -1.524  0.00  0.00           H+0
HETATM   41  H   UNK     0       4.533   3.474   1.284  0.00  0.00           H+0
HETATM   42  H   UNK     0       4.648   1.700   1.403  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2   16    3    1                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   27   28                                             
CONECT    5    4   16    6   29                                             
CONECT    6    7    5   30   31                                             
CONECT    7    6    8   12                                                  
CONECT    8    7    9   32                                                  
CONECT    9    8   10   33                                                  
CONECT   10    9   11   15                                                  
CONECT   11   12   10   13                                                  
CONECT   12   11    7   34                                                  
CONECT   13   14   11                                                       
CONECT   14   15   13   35   36                                             
CONECT   15   10   14                                                       
CONECT   16   17    2    5                                                  
CONECT   17   16   18   37                                                  
CONECT   18   19   23   17                                                  
CONECT   19   20   18   38                                                  
CONECT   20   19   21   39                                                  
CONECT   21   20   22   26                                                  
CONECT   22   23   21   24                                                  
CONECT   23   22   18   40                                                  
CONECT   24   25   22                                                       
CONECT   25   26   24   41   42                                             
CONECT   26   21   25                                                       
CONECT   27    4                                                            
CONECT   28    4                                                            
CONECT   29    5                                                            
CONECT   30    6                                                            
CONECT   31    6                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34   12                                                            
CONECT   35   14                                                            
CONECT   36   14                                                            
CONECT   37   17                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   23                                                            
CONECT   41   25                                                            
CONECT   42   25                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

RDKit          3D

42 46  0  0  0  0  0  0  0  0999 V2000
   -4.0301    1.3501   -2.1265 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0018    0.7325   -2.3263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8006   -0.1812   -3.3162 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4185   -0.5461   -3.3429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8949   -0.3449   -1.9307 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.1397   -1.6085   -1.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5564   -1.5313    0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4109   -1.4879    1.4370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8915   -1.3965    2.7324 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4776   -1.3449    2.8721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3176   -1.3957    1.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8356   -1.4973    0.4978 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6292   -1.3220    2.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5141   -1.1808    3.5697 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1534   -1.2311    4.0463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7508    0.8130   -1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513    1.8363   -0.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513    2.0423    0.1262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961    2.1594    1.5260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6173    2.3409    2.3536 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8544    2.4077    1.7535 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0006    2.3208    0.3894 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9203    2.1524   -0.4517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3005    2.4136   -0.0002 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9566    2.5414    1.2784 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0435    2.5574    2.3954 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3251   -1.5803   -3.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9078    0.1010   -4.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1724   -0.1103   -1.9705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2132   -1.8326   -1.0202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6869   -2.4774   -1.5769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4912   -1.5153    1.3057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -1.3555    3.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5258   -1.5318   -0.3379 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9547   -0.2213    3.8647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0811   -1.9884    4.0467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3343    2.5814   -0.5479 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4822    2.0841    1.9808 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5113    2.4090    3.4300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0694    2.1044   -1.5239 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5331    3.4735    1.2843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6478    1.6997    1.4033 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  7  1  0
 19 20  2  0
  7  8  2  0
 17 16  2  0
  8  9  1  0
  9 10  2  0
 16  2  1  0
 11 12  2  0
 12  7  1  0
 11 10  1  0
 20 21  1  0
 18 19  1  0
 22 23  1  0
 23 18  2  0
  2  3  1  0
 10 15  1  0
 15 14  1  0
 14 13  1  0
 13 11  1  0
  3  4  1  0
  2  1  2  0
 22 21  2  0
  4  5  1  0
  5 16  1  0
  5  6  1  0
 18 17  1  0
 21 26  1  0
 26 25  1  0
 25 24  1  0
 24 22  1  0
 19 38  1  0
 20 39  1  0
 23 40  1  0
 17 37  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
 12 34  1  0
 14 35  1  0
 14 36  1  0
 25 41  1  0
 25 42  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₀H₁₆O₆

Average Mass

352.3420 Da

Monoisotopic Mass

352.09469 Da

IUPAC Name

(3E,4R)-4-[(2H-1,3-benzodioxol-5-yl)methyl]-3-[(2H-1,3-benzodioxol-5-yl)methylidene]oxolan-2-one

Traditional Name

savinin

CAS Registry Number

Not Available

SMILES

[H]\C(=C1/C(=O)OC([H])([H])[C@]1([H])C([H])([H])C1=C([H])C([H])=C2OC([H])([H])OC2=C1[H])C1=C([H])C2=C(OC([H])([H])O2)C([H])=C1[H]

InChI Identifier

InChI=1S/C20H16O6/c21-20-15(6-13-2-4-17-19(8-13)26-11-24-17)14(9-22-20)5-12-1-3-16-18(7-12)25-10-23-16/h1-4,6-8,14H,5,9-11H2/b15-6+/t14-/m0/s1

InChI Key

CMJGAYUQSLJSCR-ULIPXBITSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₆D₆, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₆D₆, 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
Acanthopanax divaricatus var. albeofructus	KNApSAcK Database	22123792
Acanthopanax sessiliflorus	KNApSAcK Database	22123792
Amyris pinnata	KNApSAcK Database	22123792
Anthriscus nemorosa	KNApSAcK Database	22123792
Aristolochia indica	LOTUS Database	35616633
Calocedrus formosana	KNApSAcK Database	22123792
Chamaecyparis formosensis	KNApSAcK Database	22123792
Chamaecyparis obtusa	KNApSAcK Database	22123792
Chamaecyparis pisifera	KNApSAcK Database	22123792
Eleutherococcus divaricatus var. albeofructus	KNApSAcK Database	22123792
Eleutherococcus divaricatus var. chiisanensis	KNApSAcK Database	22123792
Eleutherococcus nodiflorus	LOTUS Database	35616633
Eleutherococcus senticosus	KNApSAcK Database	22123792
Fagara heitzii	KNApSAcK Database	22123792
Hypoestes purpurea	KNApSAcK Database	22123792
Juniperus chinensis	KNApSAcK Database	22123792
Juniperus conferta	KNApSAcK Database	22123792
Juniperus formosana	LOTUS Database	35616633
Juniperus formosana var. concolor	KNApSAcK Database	22123792
Juniperus horizontalis	LOTUS Database	35616633
Juniperus oblonga	KNApSAcK Database	22123792
Juniperus rigida	LOTUS Database	35616633
Juniperus sabina	KNApSAcK Database	22123792
Juniperus thurifera	KNApSAcK Database	22123792
Justicia hyssopifolia	KNApSAcK Database	22123792
Justicia neesii	KNApSAcK Database	22123792
Libocedrus formosana	KNApSAcK Database	22123792
Linum corymbulosum	LOTUS Database	35616633
Micranthemum umbrosum	KNApSAcK Database	22123792
Phoebe formosana	Plant	KNApSAcK
Pterocarpus santalinus	KNApSAcK Database	22123792
Ruta graveolens	KNApSAcK Database	22123792
Ruta microcarpa	KNApSAcK Database	22123792
Ruta pinnata	KNApSAcK Database	22123792
Saussurea lappa	KNApSAcK Database	22123792
Taiwania cryptomerioides	KNApSAcK Database	22123792
Taxus baccata	KNApSAcK Database	22123792
Zanthoxyllum naranjillo	JEOL database	da Silva, R., et al, Magn. Reson. Chem. 43, 966 (2005)
Zanthoxylum caudatum	KNApSAcK Database	22123792
Zanthoxylum naranjillo	KNApSAcK Database	22123792
Zanthoxylum nitidum	LOTUS Database	35616633
Zanthoxylum pluviatile	KNApSAcK Database	22123792

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	2.82	ALOGPS
logP	3.63	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	63.22 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	91.16 m³·mol⁻¹	ChemAxon
Polarizability	34.09 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

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00002624

Chemspider ID

4445161

KEGG Compound ID

C10880

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

da Silva, R., et al. (2005). da Silva, R., et al, Magn. Reson. Chem. 43, 966 (2005). Mag. Reson. Chem..

Showing NP-Card for savinin (NP0031536)

MOL for NP0031536 (savinin)

3D MOL for NP0031536 (savinin)

3D SDF for NP0031536 (savinin)

3D-SDF for NP0031536 (savinin)

PDB for NP0031536 (savinin)

3D PDB for NP0031536 (savinin)

SMILES for NP0031536 (savinin)

INCHI for NP0031536 (savinin)

Structure for NP0031536 (savinin)

3D Structure for NP0031536 (savinin)