NP-MRD: Showing NP-Card for polyhydroxylated cyclic 13-membered sulfoxide (NP0033821)

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Record Information

Version

2.0

Created at

2021-06-20 17:43:49 UTC

Updated at

2021-06-30 00:03:50 UTC

NP-MRD ID

NP0033821

Secondary Accession Numbers

None

Natural Product Identification

Common Name

polyhydroxylated cyclic 13-membered sulfoxide

Provided By

JEOL Database JEOL Logo

Description

polyhydroxylated cyclic 13-membered sulfoxide is found in Salacia reticulata WIGHT. polyhydroxylated cyclic 13-membered sulfoxide was first documented in 2008 (Ozaki, S., et al.).

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202119433D          

 46 46  0  0  0  0            999 V2000
   -0.8421    3.8674    1.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443    2.3758    1.2281 S   0  0  2  0  0  4  0  0  0  0  0  0
   -2.6850    1.9410    1.5549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5849    2.2987    0.3731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7050    3.7318    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2330    1.7322   -1.0280 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3357    2.1102   -1.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    0.1980   -1.1676 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1143   -0.4563   -0.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106   -0.3307   -0.7540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5701   -1.8553   -0.8063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4111   -2.4486    0.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -2.3154   -0.5752 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3174   -2.5767    0.8738 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6798   -3.0552    0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.3944    1.8703 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7441   -1.9286    3.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1608   -0.1787    1.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5466   -0.5676    1.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300    1.0127    2.4462 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6810    0.5511    3.6950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    1.6225    2.7242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7568    0.8739    1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887    2.5009    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6007    1.9704    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8388    4.1393    0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3551    2.2367   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5172    3.0500   -1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.0827   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576   -0.1276   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5354   -0.0535    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9452    0.1429   -1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -2.2088   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005   -2.0446    0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -3.2736   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864   -1.6477   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -3.4070    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -3.3473    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -1.0871    2.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9733   -1.1690    3.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709    0.1720    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.4598    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    1.7944    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    0.2555    3.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    0.8649    3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695    2.3999    3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0  0  0  0
  3  4  1  0  0  0  0
  8  6  1  0  0  0  0
  4  6  1  0  0  0  0
 16 18  1  0  0  0  0
  6  7  1  0  0  0  0
 16 14  1  0  0  0  0
  8  9  1  0  0  0  0
 18 20  1  0  0  0  0
  4  5  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  2  0  0  0  0
 20 22  1  0  0  0  0
 20 21  1  0  0  0  0
 13 11  1  0  0  0  0
 18 19  1  0  0  0  0
 22  2  1  0  0  0  0
 16 17  1  0  0  0  0
 11 10  1  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  1  0  0  0  0
 16 39  1  0  0  0  0
 18 41  1  0  0  0  0
 14 37  1  0  0  0  0
 20 43  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 22 45  1  0  0  0  0
 22 46  1  0  0  0  0
 11 33  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  8 29  1  0  0  0  0
  4 25  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  0  0  0  0
  9 30  1  0  0  0  0
  5 26  1  0  0  0  0
 21 44  1  0  0  0  0
 19 42  1  0  0  0  0
 17 40  1  0  0  0  0
 15 38  1  0  0  0  0
 12 34  1  0  0  0  0
M  END

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
   -0.8421    3.8674    1.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443    2.3758    1.2281 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.6850    1.9410    1.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    2.2987    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050    3.7318    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2330    1.7322   -1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357    2.1102   -1.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    0.1980   -1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1143   -0.4563   -0.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106   -0.3307   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -1.8553   -0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4111   -2.4486    0.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -2.3154   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3174   -2.5767    0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6798   -3.0552    0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.3944    1.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -1.9286    3.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1608   -0.1787    1.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466   -0.5676    1.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300    1.0127    2.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6810    0.5511    3.6950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    1.6225    2.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7568    0.8739    1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887    2.5009    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6007    1.9704    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8388    4.1393    0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3551    2.2367   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5172    3.0500   -1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.0827   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576   -0.1276   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5354   -0.0535    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9452    0.1429   -1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -2.2088   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005   -2.0446    0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -3.2736   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864   -1.6477   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -3.4070    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -3.3473    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -1.0871    2.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9733   -1.1690    3.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709    0.1720    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.4598    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    1.7944    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    0.2555    3.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    0.8649    3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695    2.3999    3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0
  3  4  1  0
  8  6  1  0
  4  6  1  0
 16 18  1  0
  6  7  1  0
 16 14  1  0
  8  9  1  0
 18 20  1  0
  4  5  1  0
 14 13  1  0
  2  1  2  0
 20 22  1  0
 20 21  1  0
 13 11  1  0
 18 19  1  0
 22  2  1  0
 16 17  1  0
 11 10  1  0
 14 15  1  0
  2  3  1  0
 11 12  1  0
 16 39  1  0
 18 41  1  0
 14 37  1  0
 20 43  1  0
 13 35  1  0
 13 36  1  0
 22 45  1  0
 22 46  1  0
 11 33  1  0
 10 31  1  0
 10 32  1  0
  3 23  1  0
  3 24  1  0
  8 29  1  0
  4 25  1  0
  6 27  1  0
  7 28  1  0
  9 30  1  0
  5 26  1  0
 21 44  1  0
 19 42  1  0
 17 40  1  0
 15 38  1  0
 12 34  1  0
M  END


  Mrv1652306202119433D          

 46 46  0  0  0  0            999 V2000
   -0.8421    3.8674    1.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443    2.3758    1.2281 S   0  0  2  0  0  4  0  0  0  0  0  0
   -2.6850    1.9410    1.5549 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.5849    2.2987    0.3731 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7050    3.7318    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2330    1.7322   -1.0280 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.3357    2.1102   -1.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    0.1980   -1.1676 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1143   -0.4563   -0.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106   -0.3307   -0.7540 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.5701   -1.8553   -0.8063 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4111   -2.4486    0.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -2.3154   -0.5752 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3174   -2.5767    0.8738 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.6798   -3.0552    0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.3944    1.8703 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7441   -1.9286    3.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1608   -0.1787    1.4507 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.5466   -0.5676    1.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300    1.0127    2.4462 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6810    0.5511    3.6950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    1.6225    2.7242 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.7568    0.8739    1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887    2.5009    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6007    1.9704    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8388    4.1393    0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3551    2.2367   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5172    3.0500   -1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.0827   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576   -0.1276   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5354   -0.0535    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9452    0.1429   -1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -2.2088   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005   -2.0446    0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -3.2736   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864   -1.6477   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -3.4070    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -3.3473    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -1.0871    2.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9733   -1.1690    3.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709    0.1720    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.4598    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    1.7944    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    0.2555    3.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    0.8649    3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695    2.3999    3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0  0  0  0
  3  4  1  0  0  0  0
  8  6  1  0  0  0  0
  4  6  1  0  0  0  0
 16 18  1  0  0  0  0
  6  7  1  0  0  0  0
 16 14  1  0  0  0  0
  8  9  1  0  0  0  0
 18 20  1  0  0  0  0
  4  5  1  0  0  0  0
 14 13  1  0  0  0  0
  2  1  2  0  0  0  0
 20 22  1  0  0  0  0
 20 21  1  0  0  0  0
 13 11  1  0  0  0  0
 18 19  1  0  0  0  0
 22  2  1  0  0  0  0
 16 17  1  0  0  0  0
 11 10  1  0  0  0  0
 14 15  1  0  0  0  0
  2  3  1  0  0  0  0
 11 12  1  0  0  0  0
 16 39  1  0  0  0  0
 18 41  1  0  0  0  0
 14 37  1  0  0  0  0
 20 43  1  0  0  0  0
 13 35  1  0  0  0  0
 13 36  1  0  0  0  0
 22 45  1  0  0  0  0
 22 46  1  0  0  0  0
 11 33  1  0  0  0  0
 10 31  1  0  0  0  0
 10 32  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  8 29  1  0  0  0  0
  4 25  1  0  0  0  0
  6 27  1  0  0  0  0
  7 28  1  0  0  0  0
  9 30  1  0  0  0  0
  5 26  1  0  0  0  0
 21 44  1  0  0  0  0
 19 42  1  0  0  0  0
 17 40  1  0  0  0  0
 15 38  1  0  0  0  0
 12 34  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0033821

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[C@@]1([H])C([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(O[H])C([H])([H])[S@@](=O)C([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@]([H])(O[H])C1([H])[H]

> <INCHI_IDENTIFIER>
InChI=1S/C12H24O9S/c13-5-1-6(14)10(18)8(16)3-22(21)4-9(17)12(20)11(19)7(15)2-5/h5-20H,1-4H2/t5-,6+,7+,8+,9+,10+,11+,12+,22+/m0/s1

> <INCHI_KEY>
ZCFDZGVJJBUOOF-KPQXVTSISA-N

> <FORMULA>
C12H24O9S

> <MOLECULAR_WEIGHT>
344.38

> <EXACT_MASS>
344.114103527

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
32.19102969072405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
8

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(1R,3S,4S,5R,6R,8R,10R,11R,12S)-3,4,5,6,8,10,11,12-octahydroxy-1lambda4-thiacyclotridecan-1-one

> <ALOGPS_LOGP>
-2.49

> <JCHEM_LOGP>
-6.197772213333333

> <ALOGPS_LOGS>
-0.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.112828801011556

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.56026510265212

> <JCHEM_PKA_STRONGEST_BASIC>
-2.761928385716475

> <JCHEM_POLAR_SURFACE_AREA>
178.91

> <JCHEM_REFRACTIVITY>
76.35239999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.30e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(1R,3S,4S,5R,6R,8R,10R,11R,12S)-3,4,5,6,8,10,11,12-octahydroxy-1lambda4-thiacyclotridecan-1-one

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 46 46  0  0  0  0  0  0  0  0999 V2000
   -0.8421    3.8674    1.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443    2.3758    1.2281 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.6850    1.9410    1.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    2.2987    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050    3.7318    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2330    1.7322   -1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357    2.1102   -1.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    0.1980   -1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1143   -0.4563   -0.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106   -0.3307   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -1.8553   -0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4111   -2.4486    0.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -2.3154   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3174   -2.5767    0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6798   -3.0552    0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.3944    1.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -1.9286    3.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1608   -0.1787    1.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466   -0.5676    1.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300    1.0127    2.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6810    0.5511    3.6950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    1.6225    2.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7568    0.8739    1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887    2.5009    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6007    1.9704    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8388    4.1393    0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3551    2.2367   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5172    3.0500   -1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.0827   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576   -0.1276   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5354   -0.0535    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9452    0.1429   -1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -2.2088   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005   -2.0446    0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -3.2736   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864   -1.6477   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -3.4070    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -3.3473    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -1.0871    2.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9733   -1.1690    3.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709    0.1720    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.4598    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    1.7944    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    0.2555    3.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    0.8649    3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695    2.3999    3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0
  3  4  1  0
  8  6  1  0
  4  6  1  0
 16 18  1  0
  6  7  1  0
 16 14  1  0
  8  9  1  0
 18 20  1  0
  4  5  1  0
 14 13  1  0
  2  1  2  0
 20 22  1  0
 20 21  1  0
 13 11  1  0
 18 19  1  0
 22  2  1  0
 16 17  1  0
 11 10  1  0
 14 15  1  0
  2  3  1  0
 11 12  1  0
 16 39  1  0
 18 41  1  0
 14 37  1  0
 20 43  1  0
 13 35  1  0
 13 36  1  0
 22 45  1  0
 22 46  1  0
 11 33  1  0
 10 31  1  0
 10 32  1  0
  3 23  1  0
  3 24  1  0
  8 29  1  0
  4 25  1  0
  6 27  1  0
  7 28  1  0
  9 30  1  0
  5 26  1  0
 21 44  1  0
 19 42  1  0
 17 40  1  0
 15 38  1  0
 12 34  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      -0.842   3.867   1.320  0.00  0.00           O+0
HETATM    2  S   UNK     0      -0.944   2.376   1.228  0.00  0.00           S+0
HETATM    3  C   UNK     0      -2.685   1.941   1.555  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.585   2.299   0.373  0.00  0.00           C+0
HETATM    5  O   UNK     0      -3.705   3.732   0.237  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.233   1.732  -1.028  0.00  0.00           C+0
HETATM    7  O   UNK     0      -4.336   2.110  -1.887  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.090   0.198  -1.168  0.00  0.00           C+0
HETATM    9  O   UNK     0      -4.114  -0.456  -0.412  0.00  0.00           O+0
HETATM   10  C   UNK     0      -1.711  -0.331  -0.754  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.570  -1.855  -0.806  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.411  -2.449   0.176  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.121  -2.315  -0.575  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.317  -2.577   0.874  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.680  -3.055   0.831  0.00  0.00           O+0
HETATM   16  C   UNK     0       0.279  -1.394   1.870  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.744  -1.929   3.129  0.00  0.00           O+0
HETATM   18  C   UNK     0       1.161  -0.179   1.451  0.00  0.00           C+0
HETATM   19  O   UNK     0       2.547  -0.568   1.364  0.00  0.00           O+0
HETATM   20  C   UNK     0       1.130   1.013   2.446  0.00  0.00           C+0
HETATM   21  O   UNK     0       1.681   0.551   3.695  0.00  0.00           O+0
HETATM   22  C   UNK     0      -0.245   1.623   2.724  0.00  0.00           C+0
HETATM   23  H   UNK     0      -2.757   0.874   1.780  0.00  0.00           H+0
HETATM   24  H   UNK     0      -2.989   2.501   2.446  0.00  0.00           H+0
HETATM   25  H   UNK     0      -4.601   1.970   0.626  0.00  0.00           H+0
HETATM   26  H   UNK     0      -2.839   4.139   0.455  0.00  0.00           H+0
HETATM   27  H   UNK     0      -2.355   2.237  -1.447  0.00  0.00           H+0
HETATM   28  H   UNK     0      -4.517   3.050  -1.671  0.00  0.00           H+0
HETATM   29  H   UNK     0      -3.256  -0.083  -2.216  0.00  0.00           H+0
HETATM   30  H   UNK     0      -4.958  -0.128  -0.791  0.00  0.00           H+0
HETATM   31  H   UNK     0      -1.535  -0.054   0.277  0.00  0.00           H+0
HETATM   32  H   UNK     0      -0.945   0.143  -1.379  0.00  0.00           H+0
HETATM   33  H   UNK     0      -1.896  -2.209  -1.792  0.00  0.00           H+0
HETATM   34  H   UNK     0      -3.301  -2.045   0.067  0.00  0.00           H+0
HETATM   35  H   UNK     0      -0.002  -3.274  -1.102  0.00  0.00           H+0
HETATM   36  H   UNK     0       0.586  -1.648  -1.083  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.272  -3.407   1.283  0.00  0.00           H+0
HETATM   38  H   UNK     0       1.853  -3.347   1.753  0.00  0.00           H+0
HETATM   39  H   UNK     0      -0.757  -1.087   2.024  0.00  0.00           H+0
HETATM   40  H   UNK     0       0.973  -1.169   3.705  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.871   0.172   0.457  0.00  0.00           H+0
HETATM   42  H   UNK     0       2.567  -1.460   0.951  0.00  0.00           H+0
HETATM   43  H   UNK     0       1.811   1.794   2.086  0.00  0.00           H+0
HETATM   44  H   UNK     0       2.589   0.256   3.461  0.00  0.00           H+0
HETATM   45  H   UNK     0      -0.922   0.865   3.128  0.00  0.00           H+0
HETATM   46  H   UNK     0      -0.170   2.400   3.493  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1   22    3                                                  
CONECT    3    4    2   23   24                                             
CONECT    4    3    6    5   25                                             
CONECT    5    4   26                                                       
CONECT    6    8    4    7   27                                             
CONECT    7    6   28                                                       
CONECT    8   10    6    9   29                                             
CONECT    9    8   30                                                       
CONECT   10    8   11   31   32                                             
CONECT   11   13   10   12   33                                             
CONECT   12   11   34                                                       
CONECT   13   14   11   35   36                                             
CONECT   14   16   13   15   37                                             
CONECT   15   14   38                                                       
CONECT   16   18   14   17   39                                             
CONECT   17   16   40                                                       
CONECT   18   16   20   19   41                                             
CONECT   19   18   42                                                       
CONECT   20   18   22   21   43                                             
CONECT   21   20   44                                                       
CONECT   22   20    2   45   46                                             
CONECT   23    3                                                            
CONECT   24    3                                                            
CONECT   25    4                                                            
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28    7                                                            
CONECT   29    8                                                            
CONECT   30    9                                                            
CONECT   31   10                                                            
CONECT   32   10                                                            
CONECT   33   11                                                            
CONECT   34   12                                                            
CONECT   35   13                                                            
CONECT   36   13                                                            
CONECT   37   14                                                            
CONECT   38   15                                                            
CONECT   39   16                                                            
CONECT   40   17                                                            
CONECT   41   18                                                            
CONECT   42   19                                                            
CONECT   43   20                                                            
CONECT   44   21                                                            
CONECT   45   22                                                            
CONECT   46   22                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   92    0
END

RDKit          3D

46 46  0  0  0  0  0  0  0  0999 V2000
   -0.8421    3.8674    1.3198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9443    2.3758    1.2281 S   0  0  0  0  0  4  0  0  0  0  0  0
   -2.6850    1.9410    1.5549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5849    2.2987    0.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7050    3.7318    0.2370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2330    1.7322   -1.0280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3357    2.1102   -1.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0897    0.1980   -1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1143   -0.4563   -0.4122 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7106   -0.3307   -0.7540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701   -1.8553   -0.8063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4111   -2.4486    0.1756 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1208   -2.3154   -0.5752 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3174   -2.5767    0.8738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6798   -3.0552    0.8312 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2793   -1.3944    1.8703 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7441   -1.9286    3.1287 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1608   -0.1787    1.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5466   -0.5676    1.3638 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1300    1.0127    2.4462 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6810    0.5511    3.6950 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2447    1.6225    2.7242 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7568    0.8739    1.7798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9887    2.5009    2.4461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6007    1.9704    0.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8388    4.1393    0.4551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3551    2.2367   -1.4466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5172    3.0500   -1.6708 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2563   -0.0827   -2.2155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9576   -0.1276   -0.7905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5354   -0.0535    0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9452    0.1429   -1.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8959   -2.2088   -1.7917 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3005   -2.0446    0.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0015   -3.2736   -1.1022 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5864   -1.6477   -1.0830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2721   -3.4070    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8531   -3.3473    1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7574   -1.0871    2.0238 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9733   -1.1690    3.7051 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8709    0.1720    0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5671   -1.4598    0.9510 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8112    1.7944    2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5888    0.2555    3.4612 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9222    0.8649    3.1284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1695    2.3999    3.4928 H   0  0  0  0  0  0  0  0  0  0  0  0
 10  8  1  0
  3  4  1  0
  8  6  1  0
  4  6  1  0
 16 18  1  0
  6  7  1  0
 16 14  1  0
  8  9  1  0
 18 20  1  0
  4  5  1  0
 14 13  1  0
  2  1  2  0
 20 22  1  0
 20 21  1  0
 13 11  1  0
 18 19  1  0
 22  2  1  0
 16 17  1  0
 11 10  1  0
 14 15  1  0
  2  3  1  0
 11 12  1  0
 16 39  1  0
 18 41  1  0
 14 37  1  0
 20 43  1  0
 13 35  1  0
 13 36  1  0
 22 45  1  0
 22 46  1  0
 11 33  1  0
 10 31  1  0
 10 32  1  0
  3 23  1  0
  3 24  1  0
  8 29  1  0
  4 25  1  0
  6 27  1  0
  7 28  1  0
  9 30  1  0
  5 26  1  0
 21 44  1  0
 19 42  1  0
 17 40  1  0
 15 38  1  0
 12 34  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₂H₂₄O₉S

Average Mass

344.3800 Da

Monoisotopic Mass

344.11410 Da

IUPAC Name

(1R,3S,4S,5R,6R,8R,10R,11R,12S)-3,4,5,6,8,10,11,12-octahydroxy-1lambda4-thiacyclotridecan-1-one

Traditional Name

(1R,3S,4S,5R,6R,8R,10R,11R,12S)-3,4,5,6,8,10,11,12-octahydroxy-1lambda4-thiacyclotridecan-1-one

CAS Registry Number

Not Available

SMILES

[H]O[C@@]1([H])C([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(O[H])C([H])([H])[S@@](=O)C([H])([H])[C@@]([H])(O[H])[C@@]([H])(O[H])[C@]([H])(O[H])[C@]([H])(O[H])C1([H])[H]

InChI Identifier

InChI=1S/C12H24O9S/c13-5-1-6(14)10(18)8(16)3-22(21)4-9(17)12(20)11(19)7(15)2-5/h5-20H,1-4H2/t5-,6+,7+,8+,9+,10+,11+,12+,22+/m0/s1

InChI Key

ZCFDZGVJJBUOOF-KPQXVTSISA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, 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
Salacia reticulata	JEOL database	Ozaki, S., et al, J. Nat. Prod. 71, 981 (2008)

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	-2.5	ALOGPS
logP	-6.2	ChemAxon
logS	-0.42	ALOGPS
pKa (Strongest Acidic)	12.56	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	8	ChemAxon
Polar Surface Area	178.91 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.35 m³·mol⁻¹	ChemAxon
Polarizability	32.19 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

Not Available

References

General References

Ozaki, S., et al. (2008). Ozaki, S., et al, J. Nat. Prod. 71, 981 (2008) . J. Nat. Prod..

Showing NP-Card for polyhydroxylated cyclic 13-membered sulfoxide (NP0033821)

MOL for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

3D MOL for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

3D SDF for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

3D-SDF for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

PDB for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

3D PDB for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

SMILES for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

INCHI for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

Structure for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)

3D Structure for NP0033821 (polyhydroxylated cyclic 13-membered sulfoxide)