NP-MRD: Showing NP-Card for Tagitinin C methylbutyrate (NP0073759)

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Record Information

Version

2.0

Created at

2022-04-28 18:59:01 UTC

Updated at

2022-04-28 18:59:01 UTC

NP-MRD ID

NP0073759

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tagitinin C methylbutyrate

Description

(3AR,4R,6R,11aS)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-2H,3H,3aH,4H,5H,6H,9H,11aH-cyclodeca[b]furan-4-yl (2R)-2-methylbutanoate 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. Tagitinin C methylbutyrate is found in Tithonia diversifolia . Based on a literature review very few articles have been published on (3aR,4R,6R,11aS)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-2H,3H,3aH,4H,5H,6H,9H,11aH-cyclodeca[b]furan-4-yl (2R)-2-methylbutanoate.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652304282220592D          

 26 27  0  0  1  0            999 V2000
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1814    3.0525    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    2.7480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    1.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190    1.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340    1.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661    2.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2534    3.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
  7 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  6 16  1  1  0  0  0
 16 17  2  0  0  0  0
  5 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 25  1  1  0  0  0
  3 26  1  6  0  0  0
M  END

     RDKit          3D

 52 53  0  0  0  0  0  0  0  0999 V2000
    0.0259    2.8524   -1.1592 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7571    2.6327   -0.1466 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8622    3.4714    0.3471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1916    4.5914   -0.0584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4853    2.7432    1.3883 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2120    1.3280    1.1357 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.1015    1.0219    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6405   -0.1762   -0.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5567   -0.3783   -1.2336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4183   -1.2537    0.8474 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4924   -1.9511    1.0718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2584   -1.6874    1.5387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0761   -1.9726    1.0472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8188   -1.8612   -0.3928 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.8407   -2.4461   -1.2995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3359   -2.6871   -0.5783 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3970   -0.4470   -0.8183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0133    0.3640    0.3386 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3693    0.7844    0.1608 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4351    0.3660    0.9014 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2190   -0.4635    1.8263 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7933    0.8634    0.6336 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.1619    0.5415   -0.7979 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7507    0.2315    1.5999 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7170   -1.2665    1.4139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7626    1.4887    0.7834 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.1022    3.7697   -1.7694 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318    2.2334   -1.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4250    0.8947    2.1097 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3181    1.7918   -0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3913    0.3622   -1.2099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0417   -1.3679   -1.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0430   -0.2394   -2.2012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3487   -1.8071    2.6401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2846   -2.2920    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1664   -1.7235   -2.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4426   -3.3034   -1.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7051   -2.9122   -0.7841 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588   -2.7103   -1.5630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1509    0.0135   -1.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4666   -0.5888   -1.5060 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1058   -0.3643    1.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7795    1.9712    0.7673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2610    0.5412   -0.9602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6526   -0.3546   -1.1598 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7759    1.3948   -1.4161 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3928    0.4376    2.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7796    0.5835    1.4885 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7586   -1.6767    1.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3620   -1.4760    0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1288   -1.7594    2.1962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2840    1.8923    1.7320 H   0  0  0  0  0  0  0  0  0  0  0  0
 25 24  1  0
 24 22  1  0
 22 23  1  0
 22 20  1  0
 20 21  2  0
 20 19  1  0
 19 18  1  0
 18 17  1  0
 17 14  1  0
 14 15  1  0
 14 16  1  1
 14 13  1  0
 13 12  2  0
 12 10  1  0
 10 11  2  0
 10  8  1  0
  8  9  1  0
  8  7  2  0
  7  6  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
  2 26  1  0
 26 18  1  0
 26  6  1  0
 25 49  1  0
 25 50  1  0
 25 51  1  0
 24 47  1  0
 24 48  1  0
 22 43  1  6
 23 44  1  0
 23 45  1  0
 23 46  1  0
 18 42  1  1
 17 40  1  0
 17 41  1  0
 15 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 13 35  1  0
 12 34  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
  7 30  1  0
  6 29  1  1
  1 27  1  0
  1 28  1  0
 26 52  1  1
M  END


  Mrv1652304282220592D          

 26 27  0  0  1  0            999 V2000
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1814    3.0525    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7145    2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4289    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0420    2.7480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7065    1.9943    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1190    1.2798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8860    2.0805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340    1.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8661    2.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2534    3.2712    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  2  0  0  0  0
  9 12  1  0  0  0  0
  7 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  6 16  1  1  0  0  0
 16 17  2  0  0  0  0
  5 18  1  6  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  6  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
  3 25  1  1  0  0  0
  3 26  1  6  0  0  0
M  END
> <DATABASE_ID>
NP0073759

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC[C@@H](C)C(=O)O[C@@H]1C[C@@](C)(O)\C=C/C(=O)/C(C)=C\[C@@H]2OC(=O)C(=C)[C@H]12

> <INCHI_IDENTIFIER>
InChI=1S/C20H26O6/c1-6-11(2)18(22)26-16-10-20(5,24)8-7-14(21)12(3)9-15-17(16)13(4)19(23)25-15/h7-9,11,15-17,24H,4,6,10H2,1-3,5H3/b8-7-,12-9-/t11-,15+,16-,17+,20+/m1/s1

> <INCHI_KEY>
XUPGTXZVXSSFBQ-AUIFUDINSA-N

> <FORMULA>
C20H26O6

> <MOLECULAR_WEIGHT>
362.422

> <EXACT_MASS>
362.172938557

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
37.227163406985596

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(3aR,4R,6R,11aS)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-2H,3H,3aH,4H,5H,6H,9H,11aH-cyclodeca[b]furan-4-yl (2R)-2-methylbutanoate

> <ALOGPS_LOGP>
1.60

> <JCHEM_LOGP>
3.0262931559999995

> <ALOGPS_LOGS>
-3.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.556095202218817

> <JCHEM_PKA_STRONGEST_BASIC>
-2.992963958549484

> <JCHEM_POLAR_SURFACE_AREA>
89.90000000000002

> <JCHEM_REFRACTIVITY>
96.96900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(3aR,4R,6R,11aS)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-3aH,4H,5H,11aH-cyclodeca[b]furan-4-yl (2R)-2-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

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       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   7.700   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.205   5.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   5.390   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.000   6.160   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.667   7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.000   7.700   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.000   9.240   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334  10.010   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -3.812   5.130   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -3.185   3.723   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -3.955   2.389   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -1.654   3.884   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.623   2.739   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.000   4.620   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       3.483   4.854   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.206   6.106   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4   25   26                                             
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   16                                                  
CONECT    7    6    8   13                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   12                                                  
CONECT   10    9    1   11                                                  
CONECT   11   10                                                            
CONECT   12    9                                                            
CONECT   13    7   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14    6   17                                                  
CONECT   17   16                                                            
CONECT   18    5   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23                                                            
CONECT   25    3                                                            
CONECT   26    3                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
(3AR,4R,6R,11as)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-2H,3H,3ah,4H,5H,6H,9H,11ah-cyclodeca[b]furan-4-yl (2R)-2-methylbutanoic acid	Generator

Chemical Formula

C₂₀H₂₆O₆

Average Mass

362.4220 Da

Monoisotopic Mass

362.17294 Da

IUPAC Name

(3aR,4R,6R,11aS)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-2H,3H,3aH,4H,5H,6H,9H,11aH-cyclodeca[b]furan-4-yl (2R)-2-methylbutanoate

Traditional Name

(3aR,4R,6R,11aS)-6-hydroxy-6,10-dimethyl-3-methylidene-2,9-dioxo-3aH,4H,5H,11aH-cyclodeca[b]furan-4-yl (2R)-2-methylbutanoate

CAS Registry Number

Not Available

SMILES

CC[C@@H](C)C(=O)O[C@@H]1C[C@@](C)(O)\C=C/C(=O)/C(C)=C\[C@@H]2OC(=O)C(=C)[C@H]12

InChI Identifier

InChI=1S/C20H26O6/c1-6-11(2)18(22)26-16-10-20(5,24)8-7-14(21)12(3)9-15-17(16)13(4)19(23)25-15/h7-9,11,15-17,24H,4,6,10H2,1-3,5H3/b8-7-,12-9-/t11-,15+,16-,17+,20+/m1/s1

InChI Key

XUPGTXZVXSSFBQ-AUIFUDINSA-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
Tithonia diversifolia	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
Fatty acid ester
Fatty acyl
Gamma butyrolactone
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Tertiary alcohol
Cyclic ketone
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
logP	1.6	ALOGPS
logP	3.03	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	14.56	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	89.9 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	96.97 m³·mol⁻¹	ChemAxon
Polarizability	37.23 Å³	ChemAxon
Number of Rings	2	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

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

163035861

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Showing NP-Card for Tagitinin C methylbutyrate (NP0073759)

MOL for NP0073759 (Tagitinin C methylbutyrate)

3D MOL for NP0073759 (Tagitinin C methylbutyrate)

3D SDF for NP0073759 (Tagitinin C methylbutyrate)

3D-SDF for NP0073759 (Tagitinin C methylbutyrate)

PDB for NP0073759 (Tagitinin C methylbutyrate)

3D PDB for NP0073759 (Tagitinin C methylbutyrate)

SMILES for NP0073759 (Tagitinin C methylbutyrate)

INCHI for NP0073759 (Tagitinin C methylbutyrate)

Structure for NP0073759 (Tagitinin C methylbutyrate)

3D Structure for NP0073759 (Tagitinin C methylbutyrate)