NP-MRD: Showing NP-Card for (1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate (NP0272445)

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Record Information

Version

2.0

Created at

2022-09-08 19:04:30 UTC

Updated at

2022-09-08 19:04:31 UTC

NP-MRD ID

NP0272445

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate

Description

Neoglabrescin a belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups. Thus, neoglabrescin a is considered to be an isoprenoid. (1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate is found in Neoboutonia mannii. Based on a literature review very few articles have been published on Neoglabrescin a.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309082221042D          

 32 35  0  0  1  0            999 V2000
   -2.5372    0.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964    0.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -0.7974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1260    0.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4852   -0.2072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5610   -1.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -1.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2065   -1.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7662   -0.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267    0.0434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9805    0.3831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5831    0.7865    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0310    0.0402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8550    0.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3015   -0.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256   -0.5738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9240   -1.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -1.3871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7225   -2.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.6934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2687   -1.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313    1.3638    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4412    2.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5400    1.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3621    2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9708    3.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775    0.9211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5704    1.2692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429    2.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908    2.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0326    2.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  6  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
  9 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 12 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 22 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

     RDKit          3D

 62 65  0  0  0  0  0  0  0  0999 V2000
   -2.5976   -1.8994   -4.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6332   -1.5466   -2.8994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7154   -1.2204   -2.3349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4938   -1.5595   -2.1077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4780   -1.2371   -0.7444 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.0192   -2.4002    0.1087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8620   -3.4888    0.6789 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2954   -2.3286    0.2970 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7665   -1.1515   -0.3998 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4113   -0.2387   -0.3957 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2149    0.7919   -1.2588 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7360    1.5655   -0.5341 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.9996    0.8668   -0.5733 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2562    1.5363   -0.1819 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3527    0.9106   -1.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3743    1.4817   -1.2868 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0151   -0.4716   -1.5038 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159   -1.2535   -0.5321 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.1293   -1.7998    0.5738 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0320   -0.5274    0.0628 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.2070   -0.4704    1.4212 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    1.7892    0.7323 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8031    2.2662    1.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9288    2.8178    0.4010 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8341    3.4070    1.2398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7716    4.4954    0.7808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8579    3.0033    2.4257 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6577    0.4401    0.9340 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0552    0.5925    1.0117 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8227    0.0065    2.0317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2728    0.2492    1.9889 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2139   -0.6600    2.8738 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9342   -2.9415   -4.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5809   -1.7143   -4.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3546   -1.2430   -4.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4787   -0.9830   -0.4221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1204   -3.2343    1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7527   -3.7020    0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2947   -4.4533    0.7248 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9099   -3.0365    0.8772 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9284   -1.4406   -1.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8343    2.4981   -1.1308 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1048    0.5931   -1.6809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6082    1.2209    0.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3242    2.6072   -0.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0164   -0.9896   -1.5957 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6158   -0.4680   -2.5437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -2.1713   -1.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9972   -1.2094    1.5047 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8801   -2.8511    0.8194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1832   -1.7515    0.3025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8832   -1.2448    1.9110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8885    1.5566    2.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7874    2.6023    1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4290    3.2226    2.3521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651    4.0407    0.1873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1208    5.1890    0.1815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0936    5.0282    1.6808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2436   -0.1471    1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5098    1.2737    1.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7415    0.2422    3.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7810   -0.4596    1.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
 19 18  1  0
 18 17  1  0
 17 15  1  0
 15 16  2  0
 15 14  1  0
 14 13  1  0
 13 12  1  0
 12 11  1  0
 10 11  1  6
 10  5  1  0
  5  4  1  0
  4  2  1  0
  2  1  1  0
  2  3  2  0
  5  6  1  0
  6  7  1  0
  6  8  2  0
  8  9  1  0
  9 20  1  0
 20 21  1  1
 10 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 28 22  1  0
 22 23  1  0
 22 24  1  6
 24 25  1  0
 25 26  1  0
 25 27  2  0
 20 18  1  0
 20 13  1  0
 22 12  1  0
  9 10  1  0
 19 49  1  0
 19 50  1  0
 19 51  1  0
 18 48  1  6
 17 46  1  0
 17 47  1  0
 14 44  1  0
 14 45  1  0
 13 43  1  6
 12 42  1  6
  5 36  1  1
  1 33  1  0
  1 34  1  0
  1 35  1  0
  7 37  1  0
  7 38  1  0
  7 39  1  0
  8 40  1  0
  9 41  1  6
 21 52  1  0
 28 59  1  1
 31 60  1  0
 31 61  1  0
 31 62  1  0
 23 53  1  0
 23 54  1  0
 23 55  1  0
 26 56  1  0
 26 57  1  0
 26 58  1  0
M  END


  Mrv1652309082221042D          

 32 35  0  0  1  0            999 V2000
   -2.5372    0.5370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8964    0.0174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0261   -0.7974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1260    0.3125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4852   -0.2072    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5610   -1.0348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2667   -1.4622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2065   -1.3505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7662   -0.7185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3267    0.0434    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9805    0.3831    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5831    0.7865    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.0310    0.0402    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8550    0.0801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3015   -0.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1256   -0.5738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9240   -1.3472    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1000   -1.3871    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7225   -2.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6535   -0.6934    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2687   -1.4231    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313    1.3638    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.4412    2.0275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5400    1.9207    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3621    2.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5755    2.9750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9708    3.2832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1775    0.9211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5704    1.2692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6429    2.0910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3908    2.4392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0326    2.5647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  5  4  1  6  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  5 10  1  0  0  0  0
 10 11  1  6  0  0  0
 12 11  1  6  0  0  0
 12 13  1  0  0  0  0
 13 14  1  1  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  1  0  0  0
 18 20  1  0  0  0  0
  9 20  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  1  0  0  0
 12 22  1  0  0  0  0
 22 23  1  1  0  0  0
 22 24  1  6  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  2  0  0  0  0
 22 28  1  0  0  0  0
 10 28  1  0  0  0  0
 28 29  1  6  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0272445

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C[C@@H]1CC(=O)C[C@@H]2[C@H]3O[C@]4([C@@H](OC(C)=O)C(C)=CC4[C@@]12O)[C@H](OC(C)=O)[C@]3(C)OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C23H30O9/c1-10-7-17-22(28)11(2)8-15(27)9-16(22)19-21(6,31-14(5)26)20(30-13(4)25)23(17,32-19)18(10)29-12(3)24/h7,11,16-20,28H,8-9H2,1-6H3/t11-,16-,17?,18+,19-,20-,21-,22-,23-/m1/s1

> <INCHI_KEY>
RWOHROIADKDRDD-XESBKENASA-N

> <FORMULA>
C23H30O9

> <MOLECULAR_WEIGHT>
450.484

> <EXACT_MASS>
450.188982546

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
62

> <JCHEM_AVERAGE_POLARIZABILITY>
45.46975840619969

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1R,2S,6R,7R,11R,12R,13R,14R)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0^{1,5}.0^{6,11}]pentadec-3-en-2-yl acetate

> <JCHEM_LOGP>
-0.035938086333331815

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.76072056405689

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.892597069908398

> <JCHEM_PKA_STRONGEST_BASIC>
-3.281724430163793

> <JCHEM_POLAR_SURFACE_AREA>
125.43

> <JCHEM_REFRACTIVITY>
107.9988

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(1R,2S,6R,7R,11R,12R,13R,14R)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0^{1,5}.0^{6,11}]pentadec-3-en-2-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 08-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-22         0                                  
HETATM    1  C   UNK     0      -4.736   1.002   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.540   0.032   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -3.782  -1.488   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      -2.102   0.583   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -0.906  -0.387   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.047  -1.932   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.364  -2.729   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.386  -2.521   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.430  -1.341   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.610   0.081   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       1.830   0.715   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       2.955   1.468   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.791   0.075   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.329   0.149   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       6.163  -1.145   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       7.701  -1.071   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       5.458  -2.515   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.920  -2.589   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.215  -3.959   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.086  -1.294   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.368  -2.656   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       1.738   2.546   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.824   3.785   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       2.875   3.585   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       2.543   5.089   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.074   5.553   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       3.679   6.129   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       0.331   1.719   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      -1.065   2.369   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -1.200   3.903   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -2.596   4.553   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0       0.061   4.787   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   20                                                  
CONECT   10    9    5   11   28                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   22                                                  
CONECT   13   12   14   20                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18    9   13   21                                             
CONECT   21   20                                                            
CONECT   22   12   23   24   28                                             
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   22   10   29                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   70    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₃H₃₀O₉

Average Mass

450.4840 Da

Monoisotopic Mass

450.18898 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C[C@@H]1CC(=O)C[C@@H]2[C@H]3O[C@]4([C@@H](OC(C)=O)C(C)=CC4[C@@]12O)[C@H](OC(C)=O)[C@]3(C)OC(C)=O

InChI Identifier

InChI=1S/C23H30O9/c1-10-7-17-22(28)11(2)8-15(27)9-16(22)19-21(6,31-14(5)26)20(30-13(4)25)23(17,32-19)18(10)29-12(3)24/h7,11,16-20,28H,8-9H2,1-6H3/t11-,16-,17?,18+,19-,20-,21-,22-,23-/m1/s1

InChI Key

RWOHROIADKDRDD-XESBKENASA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Neoboutonia mannii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tricarboxylic acids and derivatives. These are carboxylic acids containing exactly three carboxyl groups.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Tricarboxylic acids and derivatives

Direct Parent

Tricarboxylic acids and derivatives

Alternative Parents

Substituents

Tricarboxylic acid or derivatives
Oxane
Cyclic alcohol
Tertiary alcohol
Tetrahydrofuran
Cyclic ketone
Ketone
Carboxylic acid ester
Ether
Dialkyl ether
Organoheterocyclic compound
Oxacycle
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Alcohol
Hydrocarbon derivative
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Rhamnofolane and daphnane diterpenoids (LMPR0104320002 )

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

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

C00036172

Chemspider ID

24846811

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

42608249

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for (1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate (NP0272445)

MOL for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

3D MOL for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

3D SDF for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

3D-SDF for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

PDB for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

3D PDB for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

SMILES for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

INCHI for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

Structure for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)

3D Structure for NP0272445 ((1r,2s,6r,7r,11r,12r,13r,14r)-13,14-bis(acetyloxy)-6-hydroxy-3,7,13-trimethyl-9-oxo-15-oxatetracyclo[10.2.1.0¹,⁵.0⁶,¹¹]pentadec-3-en-2-yl acetate)