NP-MRD: Showing NP-Card for sulfocostunolide B (NP0037314)

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Record Information

Version

2.0

Created at

2021-06-20 20:16:00 UTC

Updated at

2021-06-30 00:09:27 UTC

NP-MRD ID

NP0037314

Secondary Accession Numbers

None

Natural Product Identification

Common Name

sulfocostunolide B

Provided By

JEOL Database JEOL Logo

Description

DTXSID00780092 belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative. sulfocostunolide B is found in Saussurea lappa. sulfocostunolide B was first documented in 2008 (Wang, F., et al.). Based on a literature review very few articles have been published on DTXSID00780092.

Structure

MOL 3D MOL SDF 3D SDF PDB SMILES InChI


  Mrv1652306202122163D          

 41 43  0  0  0  0            999 V2000
   -1.8865   -1.1972   -3.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -1.2793   -3.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.0115   -3.0839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1280    0.3146   -1.6047 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6479   -0.6086   -0.6704 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3872   -0.3388    0.8116 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1613    0.8557    1.3495 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7903    1.2187    3.0669 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.1491    2.5949    3.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    0.6893    3.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    0.2749    3.7612 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522   -1.6371    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -1.8056    2.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -2.6089    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -2.0983   -0.7694 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9528   -2.7695   -2.0067 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0835   -4.2838   -1.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -4.9480   -1.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -4.9683   -2.8918 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7509   -3.8526   -3.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1216   -2.5842   -3.3105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4486   -2.0659   -4.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -0.2404   -4.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051    0.8292   -3.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -0.0840   -3.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972    0.2918   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2029    1.3468   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -0.4707   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.2459    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8876    1.7601    0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465    0.7311    1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024   -0.6716    3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663   -2.2849   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594   -2.3578   -2.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156   -4.4285   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -6.0327   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3918   -5.7904   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502   -5.3513   -3.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -3.7687   -2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452   -4.0582   -4.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -2.6400   -4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
 21  2  1  0  0  0  0
 15 14  1  0  0  0  0
 14 12  1  0  0  0  0
 12  6  1  0  0  0  0
  6  5  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  2  0  0  0  0
 21 20  1  0  0  0  0
  6  7  1  0  0  0  0
 20 19  1  0  0  0  0
 17 18  2  3  0  0  0
 19 17  1  0  0  0  0
 16 34  1  6  0  0  0
 17 16  1  0  0  0  0
 21 41  1  6  0  0  0
  5  4  1  0  0  0  0
  7  8  1  0  0  0  0
  2  1  2  3  0  0  0
  8  9  2  0  0  0  0
  5 15  1  0  0  0  0
  8 10  2  0  0  0  0
 16 21  1  0  0  0  0
  8 11  1  1  0  0  0
 16 15  1  0  0  0  0
  6 29  1  6  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  5 28  1  1  0  0  0
 15 33  1  1  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
 18 35  1  0  0  0  0
 18 36  1  0  0  0  0
 11 32  1  0  0  0  0
M  END

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -1.8865   -1.1972   -3.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -1.2793   -3.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.0115   -3.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1280    0.3146   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6479   -0.6086   -0.6704 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3872   -0.3388    0.8116 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1613    0.8557    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    1.2187    3.0669 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.1491    2.5949    3.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    0.6893    3.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    0.2749    3.7612 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522   -1.6371    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -1.8056    2.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -2.6089    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -2.0983   -0.7694 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9528   -2.7695   -2.0067 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0835   -4.2838   -1.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -4.9480   -1.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -4.9683   -2.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -3.8526   -3.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216   -2.5842   -3.3105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4486   -2.0659   -4.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -0.2404   -4.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051    0.8292   -3.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -0.0840   -3.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972    0.2918   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2029    1.3468   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -0.4707   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.2459    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8876    1.7601    0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465    0.7311    1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024   -0.6716    3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663   -2.2849   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594   -2.3578   -2.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156   -4.4285   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -6.0327   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3918   -5.7904   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502   -5.3513   -3.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -3.7687   -2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452   -4.0582   -4.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -2.6400   -4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 21  2  1  0
 15 14  1  0
 14 12  1  0
 12  6  1  0
  6  5  1  0
  3  4  1  0
 12 13  2  0
 21 20  1  0
  6  7  1  0
 20 19  1  0
 17 18  2  3
 19 17  1  0
 16 34  1  6
 17 16  1  0
 21 41  1  6
  5  4  1  0
  7  8  1  0
  2  1  2  3
  8  9  2  0
  5 15  1  0
  8 10  2  0
 16 21  1  0
  8 11  1  1
 16 15  1  0
  6 29  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 20 39  1  0
 20 40  1  0
 19 37  1  0
 19 38  1  0
  1 22  1  0
  1 23  1  0
  5 28  1  1
 15 33  1  1
  7 30  1  0
  7 31  1  0
 18 35  1  0
 18 36  1  0
 11 32  1  0
M  END


  Mrv1652306202122163D          

 41 43  0  0  0  0            999 V2000
   -1.8865   -1.1972   -3.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -1.2793   -3.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.0115   -3.0839 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.1280    0.3146   -1.6047 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6479   -0.6086   -0.6704 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3872   -0.3388    0.8116 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1613    0.8557    1.3495 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7903    1.2187    3.0669 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.1491    2.5949    3.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    0.6893    3.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    0.2749    3.7612 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522   -1.6371    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -1.8056    2.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -2.6089    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -2.0983   -0.7694 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9528   -2.7695   -2.0067 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0835   -4.2838   -1.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -4.9480   -1.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -4.9683   -2.8918 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7509   -3.8526   -3.3485 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1216   -2.5842   -3.3105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4486   -2.0659   -4.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -0.2404   -4.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051    0.8292   -3.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -0.0840   -3.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972    0.2918   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2029    1.3468   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -0.4707   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.2459    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8876    1.7601    0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465    0.7311    1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024   -0.6716    3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663   -2.2849   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594   -2.3578   -2.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156   -4.4285   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -6.0327   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3918   -5.7904   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502   -5.3513   -3.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -3.7687   -2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452   -4.0582   -4.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -2.6400   -4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
 21  2  1  0  0  0  0
 15 14  1  0  0  0  0
 14 12  1  0  0  0  0
 12  6  1  0  0  0  0
  6  5  1  0  0  0  0
  3  4  1  0  0  0  0
 12 13  2  0  0  0  0
 21 20  1  0  0  0  0
  6  7  1  0  0  0  0
 20 19  1  0  0  0  0
 17 18  2  3  0  0  0
 19 17  1  0  0  0  0
 16 34  1  6  0  0  0
 17 16  1  0  0  0  0
 21 41  1  6  0  0  0
  5  4  1  0  0  0  0
  7  8  1  0  0  0  0
  2  1  2  3  0  0  0
  8  9  2  0  0  0  0
  5 15  1  0  0  0  0
  8 10  2  0  0  0  0
 16 21  1  0  0  0  0
  8 11  1  1  0  0  0
 16 15  1  0  0  0  0
  6 29  1  6  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
 20 39  1  0  0  0  0
 20 40  1  0  0  0  0
 19 37  1  0  0  0  0
 19 38  1  0  0  0  0
  1 22  1  0  0  0  0
  1 23  1  0  0  0  0
  5 28  1  1  0  0  0
 15 33  1  1  0  0  0
  7 30  1  0  0  0  0
  7 31  1  0  0  0  0
 18 35  1  0  0  0  0
 18 36  1  0  0  0  0
 11 32  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0037314

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]O[S](=O)(=O)C([H])([H])[C@]1([H])C(=O)O[C@]2([H])[C@@]3([H])C(=C([H])[H])C([H])([H])C([H])([H])[C@@]3([H])C(=C([H])[H])C([H])([H])C([H])([H])[C@@]12[H]

> <INCHI_IDENTIFIER>
InChI=1S/C15H20O5S/c1-8-3-6-11-12(7-21(17,18)19)15(16)20-14(11)13-9(2)4-5-10(8)13/h10-14H,1-7H2,(H,17,18,19)/t10-,11-,12-,13-,14-/m0/s1

> <INCHI_KEY>
IDSMFDGIKYVJPL-PEDHHIEDSA-N

> <FORMULA>
C15H20O5S

> <MOLECULAR_WEIGHT>
312.38

> <EXACT_MASS>
312.103144918

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.61401996076545

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
[(3S,3aS,6aR,9aR,9bS)-6,9-dimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-3-yl]methanesulfonic acid

> <ALOGPS_LOGP>
-0.01

> <JCHEM_LOGP>
1.363222073666667

> <ALOGPS_LOGS>
-2.46

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.7346528907938268

> <JCHEM_PKA_STRONGEST_BASIC>
-7.10148033120274

> <JCHEM_POLAR_SURFACE_AREA>
80.67

> <JCHEM_REFRACTIVITY>
76.3367

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(3S,3aS,6aR,9aR,9bS)-6,9-dimethylidene-2-oxo-octahydro-3H-azuleno[4,5-b]furan-3-yl]methanesulfonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

     RDKit          3D

 41 43  0  0  0  0  0  0  0  0999 V2000
   -1.8865   -1.1972   -3.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -1.2793   -3.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.0115   -3.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1280    0.3146   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6479   -0.6086   -0.6704 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3872   -0.3388    0.8116 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1613    0.8557    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    1.2187    3.0669 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.1491    2.5949    3.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    0.6893    3.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    0.2749    3.7612 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522   -1.6371    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -1.8056    2.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -2.6089    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -2.0983   -0.7694 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9528   -2.7695   -2.0067 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0835   -4.2838   -1.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -4.9480   -1.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -4.9683   -2.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -3.8526   -3.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216   -2.5842   -3.3105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4486   -2.0659   -4.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -0.2404   -4.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051    0.8292   -3.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -0.0840   -3.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972    0.2918   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2029    1.3468   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -0.4707   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.2459    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8876    1.7601    0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465    0.7311    1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024   -0.6716    3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663   -2.2849   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594   -2.3578   -2.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156   -4.4285   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -6.0327   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3918   -5.7904   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502   -5.3513   -3.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -3.7687   -2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452   -4.0582   -4.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -2.6400   -4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 21  2  1  0
 15 14  1  0
 14 12  1  0
 12  6  1  0
  6  5  1  0
  3  4  1  0
 12 13  2  0
 21 20  1  0
  6  7  1  0
 20 19  1  0
 17 18  2  3
 19 17  1  0
 16 34  1  6
 17 16  1  0
 21 41  1  6
  5  4  1  0
  7  8  1  0
  2  1  2  3
  8  9  2  0
  5 15  1  0
  8 10  2  0
 16 21  1  0
  8 11  1  1
 16 15  1  0
  6 29  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 20 39  1  0
 20 40  1  0
 19 37  1  0
 19 38  1  0
  1 22  1  0
  1 23  1  0
  5 28  1  1
 15 33  1  1
  7 30  1  0
  7 31  1  0
 18 35  1  0
 18 36  1  0
 11 32  1  0
M  END

HEADER    PROTEIN                                 20-JUN-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-JUN-21         0                                  
HETATM    1  C   UNK     0      -1.887  -1.197  -3.981  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.642  -1.279  -3.476  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.077  -0.012  -3.084  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.128   0.315  -1.605  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.648  -0.609  -0.670  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.387  -0.339   0.812  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.161   0.856   1.349  0.00  0.00           C+0
HETATM    8  S   UNK     0       0.790   1.219   3.067  0.00  0.00           S+0
HETATM    9  O   UNK     0       1.149   2.595   3.324  0.00  0.00           O+0
HETATM   10  O   UNK     0      -0.513   0.689   3.397  0.00  0.00           O+0
HETATM   11  O   UNK     0       1.901   0.275   3.761  0.00  0.00           O+0
HETATM   12  C   UNK     0       0.852  -1.637   1.410  0.00  0.00           C+0
HETATM   13  O   UNK     0       1.184  -1.806   2.574  0.00  0.00           O+0
HETATM   14  O   UNK     0       0.868  -2.609   0.459  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.315  -2.098  -0.769  0.00  0.00           C+0
HETATM   16  C   UNK     0       0.953  -2.769  -2.007  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.083  -4.284  -1.918  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.944  -4.948  -1.135  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.171  -4.968  -2.892  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.751  -3.853  -3.349  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.122  -2.584  -3.311  0.00  0.00           C+0
HETATM   22  H   UNK     0      -2.449  -2.066  -4.308  0.00  0.00           H+0
HETATM   23  H   UNK     0      -2.390  -0.240  -4.096  0.00  0.00           H+0
HETATM   24  H   UNK     0      -0.305   0.829  -3.678  0.00  0.00           H+0
HETATM   25  H   UNK     0       1.143  -0.084  -3.328  0.00  0.00           H+0
HETATM   26  H   UNK     0      -1.197   0.292  -1.357  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.203   1.347  -1.437  0.00  0.00           H+0
HETATM   28  H   UNK     0       1.723  -0.471  -0.861  0.00  0.00           H+0
HETATM   29  H   UNK     0      -0.688  -0.246   1.004  0.00  0.00           H+0
HETATM   30  H   UNK     0       0.888   1.760   0.796  0.00  0.00           H+0
HETATM   31  H   UNK     0       2.247   0.731   1.269  0.00  0.00           H+0
HETATM   32  H   UNK     0       1.602  -0.672   3.729  0.00  0.00           H+0
HETATM   33  H   UNK     0      -0.766  -2.285  -0.737  0.00  0.00           H+0
HETATM   34  H   UNK     0       1.959  -2.358  -2.163  0.00  0.00           H+0
HETATM   35  H   UNK     0       2.616  -4.428  -0.457  0.00  0.00           H+0
HETATM   36  H   UNK     0       1.997  -6.033  -1.145  0.00  0.00           H+0
HETATM   37  H   UNK     0      -0.392  -5.790  -2.440  0.00  0.00           H+0
HETATM   38  H   UNK     0       0.750  -5.351  -3.740  0.00  0.00           H+0
HETATM   39  H   UNK     0      -1.602  -3.769  -2.660  0.00  0.00           H+0
HETATM   40  H   UNK     0      -1.145  -4.058  -4.350  0.00  0.00           H+0
HETATM   41  H   UNK     0       0.826  -2.640  -4.156  0.00  0.00           H+0
CONECT    1    2   22   23                                                  
CONECT    2    3   21    1                                                  
CONECT    3    2    4   24   25                                             
CONECT    4    3    5   26   27                                             
CONECT    5    6    4   15   28                                             
CONECT    6   12    5    7   29                                             
CONECT    7    6    8   30   31                                             
CONECT    8    7    9   10   11                                             
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    8   32                                                       
CONECT   12   14    6   13                                                  
CONECT   13   12                                                            
CONECT   14   15   12                                                       
CONECT   15   14    5   16   33                                             
CONECT   16   34   17   21   15                                             
CONECT   17   18   19   16                                                  
CONECT   18   17   35   36                                                  
CONECT   19   20   17   37   38                                             
CONECT   20   21   19   39   40                                             
CONECT   21    2   20   41   16                                             
CONECT   22    1                                                            
CONECT   23    1                                                            
CONECT   24    3                                                            
CONECT   25    3                                                            
CONECT   26    4                                                            
CONECT   27    4                                                            
CONECT   28    5                                                            
CONECT   29    6                                                            
CONECT   30    7                                                            
CONECT   31    7                                                            
CONECT   32   11                                                            
CONECT   33   15                                                            
CONECT   34   16                                                            
CONECT   35   18                                                            
CONECT   36   18                                                            
CONECT   37   19                                                            
CONECT   38   19                                                            
CONECT   39   20                                                            
CONECT   40   20                                                            
CONECT   41   21                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   86    0
END

RDKit          3D

41 43  0  0  0  0  0  0  0  0999 V2000
   -1.8865   -1.1972   -3.9809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6416   -1.2793   -3.4760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0766   -0.0115   -3.0839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1280    0.3146   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6479   -0.6086   -0.6704 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.3872   -0.3388    0.8116 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.1613    0.8557    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7903    1.2187    3.0669 S   0  0  1  0  0  6  0  0  0  0  0  0
    1.1491    2.5949    3.3238 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5130    0.6893    3.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9014    0.2749    3.7612 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8522   -1.6371    1.4101 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1837   -1.8056    2.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8677   -2.6089    0.4585 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3152   -2.0983   -0.7694 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.9528   -2.7695   -2.0067 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.0835   -4.2838   -1.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9444   -4.9480   -1.1345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1713   -4.9683   -2.8918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7509   -3.8526   -3.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1216   -2.5842   -3.3105 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.4486   -2.0659   -4.3076 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3898   -0.2404   -4.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3051    0.8292   -3.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1433   -0.0840   -3.3281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1972    0.2918   -1.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2029    1.3468   -1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7231   -0.4707   -0.8613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6883   -0.2459    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8876    1.7601    0.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465    0.7311    1.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6024   -0.6716    3.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7663   -2.2849   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9594   -2.3578   -2.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6156   -4.4285   -0.4573 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9967   -6.0327   -1.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3918   -5.7904   -2.4400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7502   -5.3513   -3.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6023   -3.7687   -2.6602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1452   -4.0582   -4.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8255   -2.6400   -4.1556 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0
 21  2  1  0
 15 14  1  0
 14 12  1  0
 12  6  1  0
  6  5  1  0
  3  4  1  0
 12 13  2  0
 21 20  1  0
  6  7  1  0
 20 19  1  0
 17 18  2  3
 19 17  1  0
 16 34  1  6
 17 16  1  0
 21 41  1  6
  5  4  1  0
  7  8  1  0
  2  1  2  3
  8  9  2  0
  5 15  1  0
  8 10  2  0
 16 21  1  0
  8 11  1  1
 16 15  1  0
  6 29  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
 20 39  1  0
 20 40  1  0
 19 37  1  0
 19 38  1  0
  1 22  1  0
  1 23  1  0
  5 28  1  1
 15 33  1  1
  7 30  1  0
  7 31  1  0
 18 35  1  0
 18 36  1  0
 11 32  1  0
M  END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₅H₂₀O₅S

Average Mass

312.3800 Da

Monoisotopic Mass

312.10314 Da

IUPAC Name

[(3S,3aS,6aR,9aR,9bS)-6,9-dimethylidene-2-oxo-dodecahydroazuleno[4,5-b]furan-3-yl]methanesulfonic acid

Traditional Name

[(3S,3aS,6aR,9aR,9bS)-6,9-dimethylidene-2-oxo-octahydro-3H-azuleno[4,5-b]furan-3-yl]methanesulfonic acid

CAS Registry Number

Not Available

SMILES

[H]O[S](=O)(=O)C([H])([H])[C@]1([H])C(=O)O[C@]2([H])[C@@]3([H])C(=C([H])[H])C([H])([H])C([H])([H])[C@@]3([H])C(=C([H])[H])C([H])([H])C([H])([H])[C@@]12[H]

InChI Identifier

InChI=1S/C15H20O5S/c1-8-3-6-11-12(7-21(17,18)19)15(16)20-14(11)13-9(2)4-5-10(8)13/h10-14H,1-7H2,(H,17,18,19)/t10-,11-,12-,13-,14-/m0/s1

InChI Key

IDSMFDGIKYVJPL-PEDHHIEDSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, C₅D₅N / D₂O (10:1), simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, C₅D₅N / D₂O (10:1), 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
Saussurea costus	JEOL database	Wang, F., et al, Chem. Pharm. Bull. 56, 864 (2008)

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as guaianolides and derivatives. These are diterpene lactones with a structure characterized by the presence of a gamma-lactone fused to a guaiane, forming 3,6,9-trimethyl-azuleno[4,5-b]furan-2-one or a derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Guaianolides and derivatives

Alternative Parents

Substituents

Guaianolide-skeleton
Guaiane sesquiterpenoid
Sesquiterpenoid
Gamma butyrolactone
Oxolane
Organic sulfonic acid or derivatives
Organosulfonic acid or derivatives
Organosulfonic acid
Sulfonyl
Alkanesulfonic acid
Lactone
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organoheterocyclic compound
Organosulfur compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxygen 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	-0.01	ALOGPS
logP	1.36	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	-0.73	ChemAxon
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	80.67 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	76.34 m³·mol⁻¹	ChemAxon
Polarizability	31.61 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

28285255

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71355856

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wang, F., et al. (2008). Wang, F., et al, Chem. Pharm. Bull. 56, 864 (2008). Chem. Pharm. Bull..

Showing NP-Card for sulfocostunolide B (NP0037314)

MOL for NP0037314 (sulfocostunolide B)

3D MOL for NP0037314 (sulfocostunolide B)

3D SDF for NP0037314 (sulfocostunolide B)

3D-SDF for NP0037314 (sulfocostunolide B)

PDB for NP0037314 (sulfocostunolide B)

3D PDB for NP0037314 (sulfocostunolide B)

SMILES for NP0037314 (sulfocostunolide B)

INCHI for NP0037314 (sulfocostunolide B)

Structure for NP0037314 (sulfocostunolide B)

3D Structure for NP0037314 (sulfocostunolide B)