NP-MRD: Showing NP-Card for 3-deoxypseudoanisatin. 4-deoxypseudoanisatin (NP0026791)

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Record Information

Version

2.0

Created at

2021-06-19 18:35:43 UTC

Updated at

2021-06-29 23:52:32 UTC

NP-MRD ID

NP0026791

Secondary Accession Numbers

None

Natural Product Identification

Common Name

3-deoxypseudoanisatin. 4-deoxypseudoanisatin

Provided By

JEOL Database JEOL Logo

Description

3-deoxypseudoanisatin. 4-deoxypseudoanisatin is found in Illicium merrillianum. 3-deoxypseudoanisatin. 4-deoxypseudoanisatin was first documented in 2004 (Huang, J.-M., et al.). Based on a literature review very few articles have been published on (1R,2R,5R,6S,13R)-5,13-dihydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.0¹,⁵]Tridecane-9,12-dione.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306192120353D          

 42 44  0  0  0  0            999 V2000
   -2.9242    2.0969   -2.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4262    1.0753   -1.6260 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1842    1.6927   -0.2308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0503    0.8707    0.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8236   -0.3053   -0.5450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9181   -1.1975   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -1.0960   -0.4925 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7016   -1.6418    0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.1806   -0.7756 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9939    0.0109   -2.1693 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795    0.8443   -2.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    1.1572   -4.0638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    1.3676   -2.3892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0861    0.3286   -1.9369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2539   -0.7921   -2.9731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1335   -1.8307   -2.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.3992   -3.9600 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170   -2.2812   -1.5369 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7245   -3.0716   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742   -3.2277   -1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    2.4376   -2.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    2.9864   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9805    1.6584   -3.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328    0.3344   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    2.7459   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0983    1.6463    0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    0.5383    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1686    1.5047    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -2.1301   -0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.2230    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1222   -2.2888    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -0.8219    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379   -0.6474   -0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696    0.7896   -0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    1.9532   -3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1019   -1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -1.3381   -2.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912   -0.3699   -3.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673   -3.4848   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -3.9358   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5284   -2.4706   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549   -3.9880   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
  2  1  1  0  0  0  0
  5 14  1  0  0  0  0
 18 19  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
  7  9  1  0  0  0  0
  5  7  1  0  0  0  0
  5  6  1  1  0  0  0
  7 18  1  0  0  0  0
 18 20  1  1  0  0  0
 18 16  1  0  0  0  0
 13 11  1  0  0  0  0
 14  2  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  2  0  0  0  0
  3  4  1  0  0  0  0
 16 17  2  0  0  0  0
  4  5  1  0  0  0  0
  7  8  1  1  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
  2 24  1  1  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 19 39  1  0  0  0  0
 19 40  1  0  0  0  0
 19 41  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  6 29  1  0  0  0  0
 20 42  1  0  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
M  END

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.9242    2.0969   -2.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4262    1.0753   -1.6260 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1842    1.6927   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0503    0.8707    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8236   -0.3053   -0.5450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9181   -1.1975   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -1.0960   -0.4925 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7016   -1.6418    0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.1806   -0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939    0.0109   -2.1693 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795    0.8443   -2.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    1.1572   -4.0638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    1.3676   -2.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0861    0.3286   -1.9369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2539   -0.7921   -2.9731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1335   -1.8307   -2.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.3992   -3.9600 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170   -2.2812   -1.5369 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7245   -3.0716   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742   -3.2277   -1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    2.4376   -2.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    2.9864   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9805    1.6584   -3.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328    0.3344   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    2.7459   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0983    1.6463    0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    0.5383    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1686    1.5047    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -2.1301   -0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.2230    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1222   -2.2888    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -0.8219    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379   -0.6474   -0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696    0.7896   -0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    1.9532   -3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1019   -1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -1.3381   -2.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912   -0.3699   -3.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673   -3.4848   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -3.9358   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5284   -2.4706   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549   -3.9880   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
  2  1  1  0
  5 14  1  0
 18 19  1  0
 14 13  1  6
 14 15  1  0
  7  9  1  0
  5  7  1  0
  5  6  1  1
  7 18  1  0
 18 20  1  1
 18 16  1  0
 13 11  1  0
 14  2  1  0
 11 10  1  0
 10  9  1  0
  2  3  1  0
 11 12  2  0
  3  4  1  0
 16 17  2  0
  4  5  1  0
  7  8  1  1
 15 37  1  0
 15 38  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 13 35  1  0
 13 36  1  0
  9 33  1  0
  9 34  1  0
  6 29  1  0
 20 42  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
M  END


  Mrv1652306192120353D          

 42 44  0  0  0  0            999 V2000
   -2.9242    2.0969   -2.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4262    1.0753   -1.6260 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1842    1.6927   -0.2308 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0503    0.8707    0.4189 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.8236   -0.3053   -0.5450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9181   -1.1975   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -1.0960   -0.4925 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7016   -1.6418    0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.1806   -0.7756 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9939    0.0109   -2.1693 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795    0.8443   -2.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    1.1572   -4.0638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    1.3676   -2.3892 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.0861    0.3286   -1.9369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2539   -0.7921   -2.9731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1335   -1.8307   -2.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.3992   -3.9600 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170   -2.2812   -1.5369 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7245   -3.0716   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742   -3.2277   -1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    2.4376   -2.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    2.9864   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9805    1.6584   -3.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328    0.3344   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    2.7459   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0983    1.6463    0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    0.5383    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1686    1.5047    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -2.1301   -0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.2230    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1222   -2.2888    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -0.8219    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379   -0.6474   -0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696    0.7896   -0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    1.9532   -3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1019   -1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -1.3381   -2.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912   -0.3699   -3.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673   -3.4848   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -3.9358   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5284   -2.4706   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549   -3.9880   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0  0  0  0
  2  1  1  0  0  0  0
  5 14  1  0  0  0  0
 18 19  1  0  0  0  0
 14 13  1  6  0  0  0
 14 15  1  0  0  0  0
  7  9  1  0  0  0  0
  5  7  1  0  0  0  0
  5  6  1  1  0  0  0
  7 18  1  0  0  0  0
 18 20  1  1  0  0  0
 18 16  1  0  0  0  0
 13 11  1  0  0  0  0
 14  2  1  0  0  0  0
 11 10  1  0  0  0  0
 10  9  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  2  0  0  0  0
  3  4  1  0  0  0  0
 16 17  2  0  0  0  0
  4  5  1  0  0  0  0
  7  8  1  1  0  0  0
 15 37  1  0  0  0  0
 15 38  1  0  0  0  0
  2 24  1  1  0  0  0
  3 25  1  0  0  0  0
  3 26  1  0  0  0  0
  4 27  1  0  0  0  0
  4 28  1  0  0  0  0
  1 21  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
 19 39  1  0  0  0  0
 19 40  1  0  0  0  0
 19 41  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
  9 33  1  0  0  0  0
  9 34  1  0  0  0  0
  6 29  1  0  0  0  0
 20 42  1  0  0  0  0
  8 30  1  0  0  0  0
  8 31  1  0  0  0  0
  8 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0026791

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@]12C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@]11C([H])([H])C(=O)[C@@](O[H])(C([H])([H])[H])[C@@]2(C([H])([H])[H])C([H])([H])OC(=O)C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O5/c1-9-4-5-15(19)12(2)8-20-11(17)7-14(9,15)6-10(16)13(12,3)18/h9,18-19H,4-8H2,1-3H3/t9-,12-,13+,14-,15+/m1/s1

> <INCHI_KEY>
CZGRONHLKQQJIY-CEVLRCNZSA-N

> <FORMULA>
C15H22O5

> <MOLECULAR_WEIGHT>
282.336

> <EXACT_MASS>
282.146723808

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
28.54003397637132

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2R,5R,6S,13R)-5,13-dihydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.0^{1,5}]tridecane-9,12-dione

> <ALOGPS_LOGP>
0.28

> <JCHEM_LOGP>
0.4394496406666665

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.93600719200175

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.679730149932961

> <JCHEM_PKA_STRONGEST_BASIC>
-3.313551116495244

> <JCHEM_POLAR_SURFACE_AREA>
83.83

> <JCHEM_REFRACTIVITY>
70.1653

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.72e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2R,5R,6S,13R)-5,13-dihydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.0^{1,5}]tridecane-9,12-dione

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 42 44  0  0  0  0  0  0  0  0999 V2000
   -2.9242    2.0969   -2.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4262    1.0753   -1.6260 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1842    1.6927   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0503    0.8707    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8236   -0.3053   -0.5450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9181   -1.1975   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -1.0960   -0.4925 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7016   -1.6418    0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.1806   -0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939    0.0109   -2.1693 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795    0.8443   -2.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    1.1572   -4.0638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    1.3676   -2.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0861    0.3286   -1.9369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2539   -0.7921   -2.9731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1335   -1.8307   -2.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.3992   -3.9600 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170   -2.2812   -1.5369 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7245   -3.0716   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742   -3.2277   -1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    2.4376   -2.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    2.9864   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9805    1.6584   -3.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328    0.3344   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    2.7459   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0983    1.6463    0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    0.5383    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1686    1.5047    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -2.1301   -0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.2230    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1222   -2.2888    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -0.8219    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379   -0.6474   -0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696    0.7896   -0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    1.9532   -3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1019   -1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -1.3381   -2.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912   -0.3699   -3.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673   -3.4848   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -3.9358   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5284   -2.4706   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549   -3.9880   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
  2  1  1  0
  5 14  1  0
 18 19  1  0
 14 13  1  6
 14 15  1  0
  7  9  1  0
  5  7  1  0
  5  6  1  1
  7 18  1  0
 18 20  1  1
 18 16  1  0
 13 11  1  0
 14  2  1  0
 11 10  1  0
 10  9  1  0
  2  3  1  0
 11 12  2  0
  3  4  1  0
 16 17  2  0
  4  5  1  0
  7  8  1  1
 15 37  1  0
 15 38  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 13 35  1  0
 13 36  1  0
  9 33  1  0
  9 34  1  0
  6 29  1  0
 20 42  1  0
  8 30  1  0
  8 31  1  0
  8 32  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      -2.924   2.097  -2.641  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.426   1.075  -1.626  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.184   1.693  -0.231  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.050   0.871   0.419  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.824  -0.305  -0.545  0.00  0.00           C+0
HETATM    6  O   UNK     0      -1.918  -1.198  -0.224  0.00  0.00           O+0
HETATM    7  C   UNK     0       0.514  -1.096  -0.493  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.702  -1.642   0.951  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.727  -0.181  -0.776  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.994   0.011  -2.169  0.00  0.00           O+0
HETATM   11  C   UNK     0       1.280   0.844  -2.946  0.00  0.00           C+0
HETATM   12  O   UNK     0       1.673   1.157  -4.064  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.016   1.368  -2.389  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.086   0.329  -1.937  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.254  -0.792  -2.973  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.134  -1.831  -2.922  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.216  -2.399  -3.960  0.00  0.00           O+0
HETATM   18  C   UNK     0       0.417  -2.281  -1.537  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.724  -3.072  -1.703  0.00  0.00           C+0
HETATM   20  O   UNK     0      -0.574  -3.228  -1.069  0.00  0.00           O+0
HETATM   21  H   UNK     0      -3.929   2.438  -2.368  0.00  0.00           H+0
HETATM   22  H   UNK     0      -2.288   2.986  -2.684  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.981   1.658  -3.642  0.00  0.00           H+0
HETATM   24  H   UNK     0      -3.233   0.334  -1.531  0.00  0.00           H+0
HETATM   25  H   UNK     0      -1.887   2.746  -0.294  0.00  0.00           H+0
HETATM   26  H   UNK     0      -3.098   1.646   0.372  0.00  0.00           H+0
HETATM   27  H   UNK     0      -1.358   0.538   1.417  0.00  0.00           H+0
HETATM   28  H   UNK     0      -0.169   1.505   0.543  0.00  0.00           H+0
HETATM   29  H   UNK     0      -1.654  -2.130  -0.379  0.00  0.00           H+0
HETATM   30  H   UNK     0       1.625  -2.223   1.045  0.00  0.00           H+0
HETATM   31  H   UNK     0      -0.122  -2.289   1.268  0.00  0.00           H+0
HETATM   32  H   UNK     0       0.771  -0.822   1.675  0.00  0.00           H+0
HETATM   33  H   UNK     0       2.638  -0.647  -0.380  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.670   0.790  -0.273  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.435   1.953  -3.218  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.224   2.102  -1.613  0.00  0.00           H+0
HETATM   37  H   UNK     0      -2.192  -1.338  -2.820  0.00  0.00           H+0
HETATM   38  H   UNK     0      -1.291  -0.370  -3.984  0.00  0.00           H+0
HETATM   39  H   UNK     0       2.067  -3.485  -0.750  0.00  0.00           H+0
HETATM   40  H   UNK     0       1.579  -3.936  -2.363  0.00  0.00           H+0
HETATM   41  H   UNK     0       2.528  -2.471  -2.136  0.00  0.00           H+0
HETATM   42  H   UNK     0      -0.555  -3.988  -1.687  0.00  0.00           H+0
CONECT    1    2   21   22   23                                             
CONECT    2    1   14    3   24                                             
CONECT    3    2    4   25   26                                             
CONECT    4    3    5   27   28                                             
CONECT    5   14    7    6    4                                             
CONECT    6    5   29                                                       
CONECT    7    9    5   18    8                                             
CONECT    8    7   30   31   32                                             
CONECT    9    7   10   33   34                                             
CONECT   10   11    9                                                       
CONECT   11   13   10   12                                                  
CONECT   12   11                                                            
CONECT   13   14   11   35   36                                             
CONECT   14    5   13   15    2                                             
CONECT   15   16   14   37   38                                             
CONECT   16   15   18   17                                                  
CONECT   17   16                                                            
CONECT   18   19    7   20   16                                             
CONECT   19   18   39   40   41                                             
CONECT   20   18   42                                                       
CONECT   21    1                                                            
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    2                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
CONECT   27    4                                                            
CONECT   28    4                                                            
CONECT   29    6                                                            
CONECT   30    8                                                            
CONECT   31    8                                                            
CONECT   32    8                                                            
CONECT   33    9                                                            
CONECT   34    9                                                            
CONECT   35   13                                                            
CONECT   36   13                                                            
CONECT   37   15                                                            
CONECT   38   15                                                            
CONECT   39   19                                                            
CONECT   40   19                                                            
CONECT   41   19                                                            
CONECT   42   20                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   88    0
END

RDKit          3D

42 44  0  0  0  0  0  0  0  0999 V2000
   -2.9242    2.0969   -2.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4262    1.0753   -1.6260 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1842    1.6927   -0.2308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0503    0.8707    0.4189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8236   -0.3053   -0.5450 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9181   -1.1975   -0.2242 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5142   -1.0960   -0.4925 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7016   -1.6418    0.9509 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7274   -0.1806   -0.7756 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9939    0.0109   -2.1693 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2795    0.8443   -2.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6728    1.1572   -4.0638 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0156    1.3676   -2.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0861    0.3286   -1.9369 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2539   -0.7921   -2.9731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1335   -1.8307   -2.9219 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2155   -2.3992   -3.9600 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4170   -2.2812   -1.5369 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7245   -3.0716   -1.7034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5742   -3.2277   -1.0694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9292    2.4376   -2.3679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2883    2.9864   -2.6841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9805    1.6584   -3.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2328    0.3344   -1.5306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8874    2.7459   -0.2935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0983    1.6463    0.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3579    0.5383    1.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1686    1.5047    0.5426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544   -2.1301   -0.3788 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6247   -2.2230    1.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1222   -2.2888    1.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7705   -0.8219    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6379   -0.6474   -0.3799 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6696    0.7896   -0.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4345    1.9532   -3.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    2.1019   -1.6135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1923   -1.3381   -2.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2912   -0.3699   -3.9842 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0673   -3.4848   -0.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5790   -3.9358   -2.3633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5284   -2.4706   -2.1364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5549   -3.9880   -1.6865 H   0  0  0  0  0  0  0  0  0  0  0  0
 16 15  1  0
  2  1  1  0
  5 14  1  0
 18 19  1  0
 14 13  1  6
 14 15  1  0
  7  9  1  0
  5  7  1  0
  5  6  1  1
  7 18  1  0
 18 20  1  1
 18 16  1  0
 13 11  1  0
 14  2  1  0
 11 10  1  0
 10  9  1  0
  2  3  1  0
 11 12  2  0
  3  4  1  0
 16 17  2  0
  4  5  1  0
  7  8  1  1
 15 37  1  0
 15 38  1  0
  2 24  1  1
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
 19 39  1  0
 19 40  1  0
 19 41  1  0
 13 35  1  0
 13 36  1  0
  9 33  1  0
  9 34  1  0
  6 29  1  0
 20 42  1  0
  8 30  1  0
  8 31  1  0
  8 32  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₂O₅

Average Mass

282.3360 Da

Monoisotopic Mass

282.14672 Da

IUPAC Name

(1R,2R,5R,6S,13R)-5,13-dihydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.0^{1,5}]tridecane-9,12-dione

Traditional Name

(1R,2R,5R,6S,13R)-5,13-dihydroxy-2,6,13-trimethyl-8-oxatricyclo[4.4.3.0^{1,5}]tridecane-9,12-dione

CAS Registry Number

Not Available

SMILES

[H]O[C@]12C([H])([H])C([H])([H])[C@@]([H])(C([H])([H])[H])[C@]11C([H])([H])C(=O)[C@@](O[H])(C([H])([H])[H])[C@@]2(C([H])([H])[H])C([H])([H])OC(=O)C1([H])[H]

InChI Identifier

InChI=1S/C15H22O5/c1-9-4-5-15(19)12(2)8-20-11(17)7-14(9,15)6-10(16)13(12,3)18/h9,18-19H,4-8H2,1-3H3/t9-,12-,13+,14-,15+/m1/s1

InChI Key

CZGRONHLKQQJIY-CEVLRCNZSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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, 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, 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, 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, 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, Chem. Pharm. Bull. 52, 104 (2004)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lactones. These are cyclic esters of hydroxy carboxylic acids, containing a 1-oxacycloalkan-2-one structure, or analogues having unsaturation or heteroatoms replacing one or more carbon atoms of the ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Not Available

Direct Parent

Lactones

Alternative Parents

Substituents

Caprolactone
Oxepane
Acyloin
Cyclic alcohol
Tertiary alcohol
Carboxylic acid ester
Ketone
Lactone
Cyclic ketone
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Oxacycle
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organooxygen compound
Organic oxide
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	0.28	ALOGPS
logP	0.44	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	12.68	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	83.83 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	70.17 m³·mol⁻¹	ChemAxon
Polarizability	28.54 Å³	ChemAxon
Number of Rings	3	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

Not Available

Chemspider ID

9589742

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12080670

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Huang, J.-M., et al. (2004). Huang, J.-M., et al, Chem. Pharm. Bull. 52, 104 (2004). Chem. Pharm. Bull..

Showing NP-Card for 3-deoxypseudoanisatin. 4-deoxypseudoanisatin (NP0026791)

MOL for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

3D MOL for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

3D SDF for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

3D-SDF for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

PDB for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

3D PDB for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

SMILES for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

INCHI for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

Structure for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)

3D Structure for NP0026791 (3-deoxypseudoanisatin. 4-deoxypseudoanisatin)