NP-MRD: Showing NP-Card for [3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid (NP0058802)

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Record Information

Version

2.0

Created at

2022-04-28 04:08:29 UTC

Updated at

2022-04-28 04:08:30 UTC

NP-MRD ID

NP0058802

Secondary Accession Numbers

None

Natural Product Identification

Common Name

[3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid

Description

(3AS,4S,5S,6S,9S,11aR)-5-(acetyloxy)-6,9-dihydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,6H,7H,8H,9H,11aH-cyclodeca[b]furan-4-yl (2E)-2-methylbut-2-enoate belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety. [3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid is found in Trichogonia salviaefolia. Based on a literature review very few articles have been published on (3aS,4S,5S,6S,9S,11aR)-5-(acetyloxy)-6,9-dihydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-2H,3H,3aH,4H,5H,6H,7H,8H,9H,11aH-cyclodeca[b]furan-4-yl (2E)-2-methylbut-2-enoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282206082D          

 31 32  0  0  1  0            999 V2000
    3.1701   -1.2843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4614   -0.5125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8173    0.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -0.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3561   -0.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -1.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2755   -0.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668    0.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3809    0.5267    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9037   -0.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6124   -0.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1352   -1.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -1.0170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5070   -1.7889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6929   -1.9226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4015   -2.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874   -2.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -2.1899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961   -3.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820   -3.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907   -4.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8189   -4.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -2.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -3.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2612   -3.8372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9243   -3.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4599   -1.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511   -1.7628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6722    1.2985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  1  6  1  1  0  0  0
  6  7  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
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 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
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 15 24  1  1  0  0  0
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 25 27  1  0  0  0  0
 14 28  1  6  0  0  0
 14 29  1  1  0  0  0
 10 30  1  1  0  0  0
  9 31  1  0  0  0  0
M  END

     RDKit          3D

 59 60  0  0  0  0  0  0  0  0999 V2000
    1.4832   -0.3760   -2.7680 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3276    0.1841   -2.4811 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7644    0.3446   -3.4356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8225   -0.1730   -4.6020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7215    1.1689   -2.8228 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495    0.8016   -1.4313 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.3220    1.8892   -0.6939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2416    1.7826    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7923    3.0518    0.8550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8097    0.5230    0.7426 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.0967   -0.4216   -0.2342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8928   -0.0235    1.8023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267   -1.2542    1.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9403   -2.0574    0.7151 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8129   -1.5857    1.4805 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1462   -0.9652    2.6581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7329   -2.9885    1.6568 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0065   -1.3194    0.1956 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6565   -1.9397   -0.8829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1842   -3.0614   -1.5474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8809   -3.6990   -2.6783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9092   -3.5508   -1.1448 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2852    0.1285    0.0247 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7061    0.3214    0.1103 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045    1.1066    1.0604 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    1.6881    1.8962 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7547    1.2290    1.0522 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3945    2.0820    2.0833 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5212    0.6172    0.1709 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0164    0.7530    0.1739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1698    0.7676   -1.2274 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.2798   -0.4892   -2.0644 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6496   -0.7460   -3.7642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1058   -0.1799   -1.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.3901    3.1939    1.8642 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8903    2.8990    0.9577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6475    3.9153    0.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7793    0.7455    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6359   -0.0370   -0.9410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4574   -0.3051    2.7066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1699    0.7602    2.1270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9638   -1.0338    2.4898 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3993    0.0701    2.8640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4011   -1.5595    3.5819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3267   -3.3749    0.9657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9371   -1.9207    0.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2580   -4.7262   -2.4170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1252   -3.8626   -3.4865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6965   -3.0506   -3.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1304    0.7365    0.8652 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6686    2.5491    2.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9498    2.9085    1.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1658    1.5158    2.6536 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0997   -0.0067   -0.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2994    0.9276   -0.8913 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3641    1.5589    0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4111   -0.2478    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1800    1.8286   -1.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
 30 29  1  0
 29 27  2  0
 27 28  1  0
 27 25  1  0
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 23 31  1  0
 31  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
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 12 13  1  0
 13 14  2  0
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 18 19  1  0
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 30 57  1  0
 30 58  1  0
 29 55  1  0
 28 52  1  0
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 28 54  1  0
 23 51  1  1
 31 59  1  1
  6 34  1  6
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  7 35  1  0
  9 36  1  0
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 16 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  1
 21 48  1  0
 21 49  1  0
 21 50  1  0
M  END


  Mrv1652304282206082D          

 31 32  0  0  1  0            999 V2000
    3.1701   -1.2843    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4614   -0.5125    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8173    0.0031    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1279   -0.4501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3561   -0.1588    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3460   -1.2458    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8304   -1.8899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2755   -0.3788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5668    0.3930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3809    0.5267    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.9037   -0.1115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6124   -0.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1352   -1.5216    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7983   -1.0170    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.5070   -1.7889    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.6929   -1.9226    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4015   -2.6944    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5874   -2.8281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0647   -2.1899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2961   -3.5999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4820   -3.7336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907   -4.5054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8189   -4.2381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0298   -2.4271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7384   -3.1990    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2612   -3.8372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9243   -3.3326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4599   -1.5098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1511   -1.7628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6722    1.2985    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0440    1.0312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  1  6  1  1  0  0  0
  6  7  2  0  0  0  0
  2  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
  1 16  1  0  0  0  0
 16 17  1  1  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
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 21 22  1  0  0  0  0
 20 23  1  0  0  0  0
 15 24  1  1  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 14 28  1  6  0  0  0
 14 29  1  1  0  0  0
 10 30  1  1  0  0  0
  9 31  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0058802

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C(/C)C(=O)O[C@H]1[C@@H]2[C@H](OC(=O)C2=C)\C=C(C)\[C@@H](O)CC(=O)[C@@](C)(O)[C@H]1OC(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H28O9/c1-7-10(2)20(26)31-18-17-12(4)21(27)30-15(17)8-11(3)14(24)9-16(25)22(6,28)19(18)29-13(5)23/h7-8,14-15,17-19,24,28H,4,9H2,1-3,5-6H3/b10-7+,11-8+/t14-,15+,17-,18-,19-,22+/m0/s1

> <INCHI_KEY>
BTJHWHPMYLVAAD-QWLUJNHFSA-N

> <FORMULA>
C22H28O9

> <MOLECULAR_WEIGHT>
436.457

> <EXACT_MASS>
436.173332482

$$$$

HEADER    PROTEIN                                 28-APR-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-APR-22         0                                  
HETATM    1  C   UNK     0       5.917  -2.397   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.461  -0.957   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.259   0.006   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       3.972  -0.840   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       2.531  -0.296   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       4.379  -2.326   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.417  -3.528   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.981  -0.707   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.525   0.734   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.044   0.983   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      11.020  -0.208   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.476  -1.649   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      11.452  -2.840   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       8.957  -1.898   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.413  -3.339   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.893  -3.589   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       6.350  -5.030   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0       4.830  -5.279   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.854  -4.088   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0       4.286  -6.720   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.766  -6.969   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.223  -8.410   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.262  -7.911   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0       9.389  -4.531   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.845  -5.971   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       9.821  -7.163   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       7.325  -6.221   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.192  -2.818   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       9.615  -3.291   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      10.588   2.424   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       7.549   1.925   0.000  0.00  0.00           C+0
CONECT    1    2    6   16                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    1    7                                                  
CONECT    7    6                                                            
CONECT    8    2    9                                                       
CONECT    9    8   10   31                                                  
CONECT   10    9   11   30                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   28   29                                             
CONECT   15   14   16   24                                                  
CONECT   16   15    1   17                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   23                                                  
CONECT   21   20   22                                                       
CONECT   22   21                                                            
CONECT   23   20                                                            
CONECT   24   15   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   14                                                            
CONECT   29   14                                                            
CONECT   30   10                                                            
CONECT   31    9                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   64    0
END

View in JSmol

Synonyms

Value	Source
(3AS,4S,5S,6S,9S,11ar)-5-(acetyloxy)-6,9-dihydroxy-6,10-dimethyl-3-methylidene-2,7-dioxo-2H,3H,3ah,4H,5H,6H,7H,8H,9H,11ah-cyclodeca[b]furan-4-yl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₂H₂₈O₉

Average Mass

436.4570 Da

Monoisotopic Mass

436.17333 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

C\C=C(/C)C(=O)O[C@H]1[C@@H]2[C@H](OC(=O)C2=C)\C=C(C)\[C@@H](O)CC(=O)[C@@](C)(O)[C@H]1OC(C)=O

InChI Identifier

InChI=1S/C22H28O9/c1-7-10(2)20(26)31-18-17-12(4)21(27)30-15(17)8-11(3)14(24)9-16(25)22(6,28)19(18)29-13(5)23/h7-8,14-15,17-19,24,28H,4,9H2,1-3,5-6H3/b10-7+,11-8+/t14-,15+,17-,18-,19-,22+/m0/s1

InChI Key

BTJHWHPMYLVAAD-QWLUJNHFSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Trichogonia salviaefolia	Plant	KNApSAcK

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as germacranolides and derivatives. These are sesquiterpene lactones with a structure based on the germacranolide skeleton, characterized by a gamma lactone fused to a 1,7-dimethylcyclodec-1-ene moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Germacranolides and derivatives

Alternative Parents

Substituents

Germacranolide
Sesquiterpenoid
Germacrane sesquiterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Gamma butyrolactone
Acyloin
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Cyclic ketone
Secondary alcohol
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
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

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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

163030207

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for [3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid (NP0058802)

MOL for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D MOL for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D SDF for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D-SDF for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

PDB for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D PDB for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

SMILES for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

INCHI for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

Structure for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D Structure for NP0058802 ([3aS-[3aR*,4R*(Z),5R*,6R*,9S*,10E,11aS*]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

Showing NP-Card for [3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid (NP0058802)

MOL for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D MOL for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D SDF for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D-SDF for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

PDB for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D PDB for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

SMILES for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

INCHI for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

Structure for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)

3D Structure for NP0058802 ([3aS-[3aR,4R(Z),5R,6R,9S,10E,11aS]]-5-(Acetyloxy)-2,3,3a,4,5,6,7,8,9,11a-decahydro-6,9-dihydroxy-6,10-dimethyl-3-methylene-2,7-dioxocyclodeca[b]furan-4-yl ester 2-methylbutenoic acid)