NP-MRD: Showing NP-Card for (3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate (NP0240256)

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Record Information

Version

2.0

Created at

2022-09-07 00:01:57 UTC

Updated at

2022-09-07 00:01:57 UTC

NP-MRD ID

NP0240256

Secondary Accession Numbers

None

Natural Product Identification

Common Name

(3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate

Description

Molephantin 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. (3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate is found in Elephantopus mollis. (3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate was first documented in 2013 (PMID: 24010290). Based on a literature review very few articles have been published on Molephantin (PMID: 28179060).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309072202012D          

 25 26  0  0  1  0            999 V2000
    5.0078    5.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6343    4.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0845    3.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104    4.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3602    5.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285    3.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6684    2.7653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4850    2.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8331    1.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    0.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6081    1.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9147    0.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7525    0.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047    0.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5881    0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3130   -0.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815    1.2335    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5954    2.0718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649    1.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312    0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330    1.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332    0.9440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3352    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7276    2.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    2.1169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  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  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 25 23  1  6  0  0  0
 19 25  1  0  0  0  0
  7 25  1  0  0  0  0
M  END

     RDKit          3D

 47 48  0  0  0  0  0  0  0  0999 V2000
   -3.4963    2.0833    3.1848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6771    2.2625    2.1495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4536    3.6462    1.6847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0258    1.1305    1.4992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2124   -0.0432    1.8870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1718    1.2690    0.4288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5209    0.2221   -0.2322 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9671    0.0248   -1.6546 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1969   -0.0553   -2.5972 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7058    1.2920   -3.0579 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7320   -1.1865   -2.9966 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3632   -2.5296   -2.6562 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3651   -3.3466   -3.6685 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0014   -3.1077   -1.4037 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6108   -2.9573   -0.2511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1594   -3.6032    1.0218 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7946   -2.1168   -0.2147 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.8034   -2.8670    0.4456 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4953   -0.9605    0.7210 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5978   -0.5089    1.4392 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6268    0.8915    1.4204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5316    1.5393    2.0342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    1.4140    0.6280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1661    2.6875    0.6385 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9770    0.2466   -0.0777 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9882    2.9048    3.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6852    1.0733    3.5558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3515    3.8287    1.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8967    3.8394    0.6884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8138    4.4001    2.4175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8674   -0.7087    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6962    0.8162   -1.9942 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5277   -0.9328   -1.8189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7526    1.1221   -3.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6478    2.0395   -2.2663 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1230    1.6614   -3.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5862   -1.0949   -3.6928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9008   -3.7570   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5054   -2.9653    1.6124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3169   -4.5999    0.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0747   -3.8368    1.6059 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2276   -1.8210   -1.1566 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7796   -2.7208    1.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6883   -1.2020    1.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7171    3.3917    1.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3285    3.0048    0.0223 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5130    0.1305   -1.0631 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  2  3
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  3
 23 25  1  0
 25  7  1  0
 25 19  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  1 26  1  0
  1 27  1  0
  7 31  1  1
  8 32  1  0
  8 33  1  0
 10 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 16 41  1  0
 17 42  1  6
 18 43  1  0
 19 44  1  1
 24 45  1  0
 24 46  1  0
 25 47  1  6
M  END


  Mrv1652309072202012D          

 25 26  0  0  1  0            999 V2000
    5.0078    5.1235    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6343    4.3879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0845    3.6966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8104    4.3437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3602    5.0350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4285    3.5917    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6684    2.7653    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.4850    2.6479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8331    1.5344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    0.7630    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6081    1.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9147    0.9985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7525    0.8292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047    0.3501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5881    0.4675    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3130   -0.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2815    1.2335    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.5954    2.0718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649    1.3509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8312    0.8227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1330    1.2622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3332    0.9440    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3352    2.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7276    2.6645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1584    2.1169    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  7  6  1  1  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  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  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  1  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  2  0  0  0  0
 25 23  1  6  0  0  0
 19 25  1  0  0  0  0
  7 25  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0240256

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(=C)C(=O)O[C@H]1C\C(C)=C\C(=O)\C=C(C)/[C@H](O)C2OC(=O)C(=C)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C19H22O6/c1-9(2)18(22)24-14-7-10(3)6-13(20)8-11(4)16(21)17-15(14)12(5)19(23)25-17/h6,8,14-17,21H,1,5,7H2,2-4H3/b10-6+,11-8-/t14-,15+,16-,17?/m0/s1

> <INCHI_KEY>
LXINRHXYVUTAMQ-QKIXUBETSA-N

> <FORMULA>
C19H22O6

> <MOLECULAR_WEIGHT>
346.379

> <EXACT_MASS>
346.141638428

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
47

> <JCHEM_AVERAGE_POLARIZABILITY>
34.83876686478005

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4S,11S)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-2H,3H,3aH,4H,5H,8H,11H,11aH-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate

> <JCHEM_LOGP>
2.7626760470000002

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.829641240545982

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.524977268244864

> <JCHEM_PKA_STRONGEST_BASIC>
-3.44382468471656

> <JCHEM_POLAR_SURFACE_AREA>
89.9

> <JCHEM_REFRACTIVITY>
91.6297

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4S,11S)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3aH,4H,5H,11H,11aH-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 07-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   07-SEP-22         0                                  
HETATM    1  C   UNK     0       9.348   9.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.651   8.191   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.491   6.900   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.113   8.108   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       6.272   9.399   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0       6.400   6.705   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       6.848   5.162   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.372   4.943   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       9.022   2.864   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       7.708   1.424   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.469   3.294   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.041   1.864   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.605   1.548   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.089   0.653   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.564   0.873   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       8.051  -0.730   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.992   2.302   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       8.578   3.867   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       6.468   2.522   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       5.285   1.536   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.982   2.356   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.489   1.762   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       4.359   3.849   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.225   4.974   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.896   3.952   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8   25                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   25                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   19    7                                                  
MASTER        0    0    0    0    0    0    0    0   25    0   52    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₁₉H₂₂O₆

Average Mass

346.3790 Da

Monoisotopic Mass

346.14164 Da

IUPAC Name

Not Available

Traditional Name

Not Available

CAS Registry Number

Not Available

SMILES

CC(=C)C(=O)O[C@H]1C\C(C)=C\C(=O)\C=C(C)/[C@H](O)C2OC(=O)C(=C)[C@H]12

InChI Identifier

InChI=1S/C19H22O6/c1-9(2)18(22)24-14-7-10(3)6-13(20)8-11(4)16(21)17-15(14)12(5)19(23)25-17/h6,8,14-17,21H,1,5,7H2,2-4H3/b10-6+,11-8-/t14-,15+,16-,17?/m0/s1

InChI Key

LXINRHXYVUTAMQ-QKIXUBETSA-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
Elephantopus mollis	LOTUS Database	35616633

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

C00003333

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

118701563

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Wu ZN, Zhang YB, Chen NH, Li MJ, Li MM, Tang W, Zhuang L, Li YL, Wang GC: Sesquiterpene lactones from Elephantopus mollis and their anti-inflammatory activities. Phytochemistry. 2017 May;137:81-86. doi: 10.1016/j.phytochem.2017.01.020. Epub 2017 Feb 5. [PubMed:28179060 ]
Li Y, Zhang CY, Lin T, Wang GH, Zeng DQ, Guo ZJ, Zou XH, Chen HF: [Chemical constituents from Elephantopus tomentosus]. Zhongguo Zhong Yao Za Zhi. 2013 Jun;38(11):1751-6. [PubMed:24010290 ]
LOTUS database [Link]

Showing NP-Card for (3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate (NP0240256)

MOL for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

3D MOL for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

3D SDF for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

3D-SDF for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

PDB for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

3D PDB for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

SMILES for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

INCHI for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

Structure for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)

3D Structure for NP0240256 ((3ar,4s,11s)-11-hydroxy-6,10-dimethyl-3-methylidene-2,8-dioxo-3ah,4h,5h,11h,11ah-cyclodeca[b]furan-4-yl 2-methylprop-2-enoate)