NP-MRD: Showing NP-Card for Atripliciolide tiglate (NP0044176)

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Record Information

Version

1.0

Created at

2021-11-12 23:54:26 UTC

Updated at

2021-11-26 17:46:16 UTC

NP-MRD ID

NP0044176

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Atripliciolide tiglate

Description

(2Z,4R,8R,9R,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]Tetradeca-1(13),2-dien-9-yl (2E)-2-methylbut-2-enoate belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring. Atripliciolide tiglate is found in Calea lantanoides, Chresta sphaerocephala, Heliomeris multiflora, Lychnophora hakeaefolia, Pappobolus stuebelii and Aldama robusta. It was first documented in 2020 (PMID: 34756847). Based on a literature review a significant number of articles have been published on (2Z,4R,8R,9R,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0⁴,⁸]Tetradeca-1(13),2-dien-9-yl (2E)-2-methylbut-2-enoate (PMID: 34758541) (PMID: 34758548) (PMID: 34758547) (PMID: 34758546) (PMID: 34758545) (PMID: 34758544).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652311132100542D          

 28 30  0  0  1  0            999 V2000
    3.7494   -0.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4138   -1.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988   -1.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5632   -2.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0481   -3.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -1.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5934   -1.2954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645    0.2119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7494    0.8793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7494    1.7043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2645    2.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4799    2.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4799    3.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    2.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9652    1.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    0.2119    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2103   -0.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4799   -0.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2103    0.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257    0.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2103    1.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340    1.9593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0189    1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8439    1.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340    0.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7890   -0.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168    1.2194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    1.1343    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  0  0  0  0
  2  7  2  0  0  0  0
  8  1  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  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
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
  8 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 14 21  2  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  2  0  0  0  0
 10 27  1  6  0  0  0
  9 28  1  1  0  0  0
M  END

     RDKit          3D

 48 50  0  0  0  0  0  0  0  0999 V2000
    0.5496    2.4879   -2.0413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3322    2.4783   -1.0794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3698    3.4893   -0.9297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6145    4.4755   -1.7006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838    3.2005    0.2347 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9792    1.7650    0.3538 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.4951    1.3221    1.6520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2337    0.2384    1.8018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4368    0.1940    2.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8830   -0.9916    1.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6534   -1.7984    0.3367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8080   -2.3324   -0.7205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2059   -2.9791   -1.7266 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4358   -1.9393   -0.3264 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5060   -3.1110   -0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9122   -0.7057   -1.0554 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0837    0.1611   -0.1759 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2958    0.1477   -0.4148 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2828   -0.3097    0.4060 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8713   -0.7604    1.4844 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7102   -0.2741    0.0493 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6716   -0.8030    1.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1404    0.2024   -1.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6027    0.2206   -1.4148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5548    1.5523    0.0508 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6232   -1.5446    0.9976 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3205    1.7238   -2.1401 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5195    3.2838   -2.7735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6268    1.4301   -0.5137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2784    1.8967    2.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9823    1.1555    2.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1411   -0.5719    2.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0304    0.0396    3.7490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7218   -1.9851    0.5467 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0743   -2.9609   -1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2067   -3.1617    0.3650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1023   -4.0272   -0.6008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8004   -0.1632   -1.4267 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3958   -1.1015   -1.9470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1497   -0.2944    0.8457 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1835   -0.0130    1.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2371   -1.5093    1.7529 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4719   -1.3634    0.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4265    0.5883   -1.8054 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8359    1.0540   -2.0826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1388    0.3996   -0.4532 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8604   -0.7536   -1.8557 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0407    1.9483    0.9270 H   0  0  0  0  0  0  0  0  0  0  0  0
 18 19  1  0
 19 21  1  0
 21 23  2  0
 23 24  1  0
 21 22  1  0
 19 20  2  0
 18 17  1  0
 17 25  1  0
 25  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  8 10  1  0
 10 26  1  0
 26 14  1  0
 14 15  1  1
 14 16  1  0
 14 12  1  0
 12 13  2  0
 12 11  1  0
  6  5  1  0
  5  3  1  0
  3  4  2  0
  3  2  1  0
  2  1  2  3
 16 17  1  0
  2 25  1  0
 10 11  2  0
 23 44  1  0
 24 45  1  0
 24 46  1  0
 24 47  1  0
 22 41  1  0
 22 42  1  0
 22 43  1  0
 17 40  1  1
 25 48  1  1
  6 29  1  6
  7 30  1  0
  9 31  1  0
  9 32  1  0
  9 33  1  0
 15 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 11 34  1  0
  1 27  1  0
  1 28  1  0
M  END


  Mrv1652311132100542D          

 28 30  0  0  1  0            999 V2000
    3.7494   -0.4555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4138   -1.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8988   -1.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5632   -2.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0481   -3.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7192   -1.7904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5934   -1.2954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2645    0.2119    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.7494    0.8793    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7494    1.7043    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.2645    2.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4799    2.6267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4799    3.4517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    2.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9652    1.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6952    0.2119    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.2103   -0.4555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4799   -0.0430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2103    0.8793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4257    0.6244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2103    1.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340    1.9593    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0189    1.2918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8439    1.2918    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5340    0.6244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7890   -0.1602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4168    1.2194    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9648    1.1343    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  3  6  1  0  0  0  0
  2  7  2  0  0  0  0
  8  1  1  6  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  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
 16 17  1  1  0  0  0
 16 18  1  0  0  0  0
  8 18  1  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
 14 21  2  0  0  0  0
 10 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
  9 25  1  0  0  0  0
 25 26  2  0  0  0  0
 10 27  1  6  0  0  0
  9 28  1  1  0  0  0
M  END
> <DATABASE_ID>
NP0044176

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H][C@]12OC(=O)C(=C)[C@]1([H])[C@@H](C[C@@]1(C)OC(=CC1=O)\C(C)=C/2)OC(=O)C(\C)=C\C

> <INCHI_IDENTIFIER>
InChI=1S/C20H22O6/c1-6-10(2)18(22)25-15-9-20(5)16(21)8-13(26-20)11(3)7-14-17(15)12(4)19(23)24-14/h6-8,14-15,17H,4,9H2,1-3,5H3/b10-6+,11-7-/t14-,15-,17+,20-/m1/s1

> <INCHI_KEY>
QATUWZPYBIHFFR-GAZZCERVSA-N

> <FORMULA>
C20H22O6

> <MOLECULAR_WEIGHT>
358.39

> <EXACT_MASS>
358.141638428

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
36.432819989619844

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2Z,4R,8R,9R,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-1(13),2-dien-9-yl (2E)-2-methylbut-2-enoate

> <ALOGPS_LOGP>
2.24

> <JCHEM_LOGP>
3.0705717489999995

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.881129616141192

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
96.22709999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2Z,4R,8R,9R,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-1(13),2-dien-9-yl (2E)-2-methylbut-2-enoate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 13-NOV-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-NOV-21         0                                  
HETATM    1  O   UNK     0       6.999  -0.850   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       6.373  -2.257   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.278  -3.503   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.651  -4.910   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.557  -6.156   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.809  -3.342   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       4.841  -2.418   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       6.094   0.396   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.999   1.641   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.999   3.181   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.094   4.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.629   4.903   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.629   6.443   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.164   4.427   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       3.668   2.411   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       3.164   0.396   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.259  -0.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.629  -0.080   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.259   1.641   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       0.795   1.166   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       2.259   3.181   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       8.464   3.657   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       9.369   2.411   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      10.909   2.411   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       8.464   1.166   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       8.939  -0.299   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       8.245   2.276   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       5.534   2.117   0.000  0.00  0.00           H+0
CONECT    1    2    8                                                       
CONECT    2    1    3    7                                                  
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3                                                            
CONECT    7    2                                                            
CONECT    8    1    9   18                                                  
CONECT    9    8   10   25   28                                             
CONECT   10    9   11   22   27                                             
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   21                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17   18   19                                             
CONECT   17   16                                                            
CONECT   18   16    8                                                       
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   14                                                       
CONECT   22   10   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23    9   26                                                  
CONECT   26   25                                                            
CONECT   27   10                                                            
CONECT   28    9                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   60    0
END

View in JSmol

Synonyms

Value	Source
(2Z,4R,8R,9R,11R)-2,11-Dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0,]tetradeca-1(13),2-dien-9-yl (2E)-2-methylbut-2-enoic acid	Generator

Chemical Formula

C₂₀H₂₂O₆

Average Mass

358.3900 Da

Monoisotopic Mass

358.14164 Da

IUPAC Name

(2Z,4R,8R,9R,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-1(13),2-dien-9-yl (2E)-2-methylbut-2-enoate

Traditional Name

(2Z,4R,8R,9R,11R)-2,11-dimethyl-7-methylidene-6,12-dioxo-5,14-dioxatricyclo[9.2.1.0^{4,8}]tetradeca-1(13),2-dien-9-yl (2E)-2-methylbut-2-enoate

CAS Registry Number

Not Available

SMILES

[H][C@]12OC(=O)C(=C)[C@]1([H])[C@@H](C[C@@]1(C)OC(=CC1=O)\C(C)=C/2)OC(=O)C(\C)=C\C

InChI Identifier

InChI=1S/C20H22O6/c1-6-10(2)18(22)25-15-9-20(5)16(21)8-13(26-20)11(3)7-14-17(15)12(4)19(23)24-14/h6-8,14-15,17H,4,9H2,1-3,5H3/b10-6+,11-7-/t14-,15-,17+,20-/m1/s1

InChI Key

QATUWZPYBIHFFR-GAZZCERVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 300 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, Chloroform-d, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Calea lantanoides	Plant	KNApSAcK
Chresta sphaerocephala	LOTUS Database	35616633
Heliomeris multiflora	LOTUS Database	35616633
Lychnophora hakeaefolia	Plant	KNApSAcK
Pappobolus stuebelii	LOTUS Database	35616633
Viguiera robusta	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as terpene lactones. These are prenol lipids containing a lactone ring.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Terpene lactones

Direct Parent

Terpene lactones

Alternative Parents

Substituents

Terpene lactone
Sesquiterpenoid
Fatty acid ester
Dicarboxylic acid or derivatives
3-furanone
Gamma butyrolactone
Fatty acyl
Dihydrofuran
Oxolane
Vinylogous ester
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Lactone
Ketone
Carboxylic acid ester
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
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	2.24	ALOGPS
logP	3.07	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Basic)	-4.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	96.23 m³·mol⁻¹	ChemAxon
Polarizability	36.43 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

23256962

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14314512

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Dai Y, Wang YH, An Y, Lu C, Zhang HH, Fan XT, Wei PH, Ren LK, Shan YZ, Zhao GG: [Observation of efficacy and safety of stereotactic-EEG-guided three-dimensional radiofrequency thermocoagulation for the treatment of drug-resistant insular epilepsy]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3386-3392. doi: 10.3760/cma.j.cn112137-20210505-01057. [PubMed:34758541 ]
McDonagh MS, Wagner J, Ahmed AY, Morasco B, Kansagara D, Chou R: Living Systematic Review on Cannabis and Other Plant-Based Treatments for Chronic Pain - Quarterly Progress Report/Addendum: September 2021. 2020 Dec. [PubMed:34756847 ]
Zhang WB, Yang QB, Wu SF, Lu SH, Cheng M, Sheng Y, Zhang QC, Yang LF, Yu L, Yan SX: [Application of diffusion-weighted magnetic resonance imaging in evaluating the efficacy of radiotherapy and chemotherapy for esophageal cancer]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3427-3430. doi: 10.3760/cma.j.cn112137-20210709-01544. [PubMed:34758548 ]
Sun Y, Wang DM, Yu H, Liu C, Ji TY, Wang S, Wu Y, Liu XY, Jiang YW, Cai LX, Liu QZ: [The screening of potential biological markers of seizure onset zone in focal cortical dysplasia based on bioinformatics analysis]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3422-3426. doi: 10.3760/cma.j.cn112137-20210331-00779. [PubMed:34758547 ]
Dong HH, Cai YS, Liang XN, Miao JB, Chen QS, Gao YD, Li H: [Analysis of incidence and risk factors for postoperative venous thromboembolism in patients with stage a non-small-cell lung cancer]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3417-3421. doi: 10.3760/cma.j.cn112137-20210418-00929. [PubMed:34758546 ]
Chai YR, Gao JB, Lyu PJ, Liang P, Xing JJ, Liu J: [Comparative study of CT relative enhancement value and subjective visual evaluation for intestinal ischemia in patients with closed loop obstruction]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3411-3416. doi: 10.3760/cma.j.cn112137-20210328-00756. [PubMed:34758545 ]
Yang B, Zhao JL, Huang ZC, Su ZZ, Li MT, Zeng XF, Hu CJ: [Value of IgA antiphospholipid antibodies in diagnosis of the antiphospholipid syndrome]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3404-3410. doi: 10.3760/cma.j.cn112137-20210424-00976. [PubMed:34758544 ]
Liu Z, Zhou J, Guan YG, Zhai F, Wang MY, Wang J, Zhao M, Wang XF, Zhang Y, Teng PF, Luan GM: [Clinical characteristics, surgical treatment and prognosis of rolandic and perirolandic drug-resistant epilepsies]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3380-3385. doi: 10.3760/cma.j.cn112137-20210729-01691. [PubMed:34758540 ]
Chen SC, Wang YH, Fan XT, Wei PH, Ren LK, Shan YZ, Zhao GG: [Safety and short-term efficacy of domestic magnetic resonance-guided laser interstitial thermotherapy in the treatment of drug-resistant epilepsy]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3399-3403. doi: 10.3760/cma.j.cn112137-20210501-01046. [PubMed:34758543 ]
Guo Q, Tan HP, Chen J, Chen MB, Zhang LM, Zhang W, Zheng YL, Tang XW, Zhu D: [Efficacy and safety of conformal thermocoagulation guided by stereotactic electroencephalogram in the treatment of epilepsy caused by focal cortical dysplasia in eloquent cortex]. Zhonghua Yi Xue Za Zhi. 2021 Nov 9;101(41):3393-3398. doi: 10.3760/cma.j.cn112137-20210418-00927. [PubMed:34758542 ]
Ferdinand Bohlmann et al. (1978). New germacranolides from Isocarpha species. Phytochemistry, Volume 17, Issue 3, 1978, Pages 471-474. DOI: 10.1016/S0031-9422(00)89341-3. Phytochemistry.

Showing NP-Card for Atripliciolide tiglate (NP0044176)

MOL for NP0044176 (Atripliciolide tiglate)

3D MOL for NP0044176 (Atripliciolide tiglate)

3D SDF for NP0044176 (Atripliciolide tiglate)

3D-SDF for NP0044176 (Atripliciolide tiglate)

PDB for NP0044176 (Atripliciolide tiglate)

3D PDB for NP0044176 (Atripliciolide tiglate)

SMILES for NP0044176 (Atripliciolide tiglate)

INCHI for NP0044176 (Atripliciolide tiglate)

Structure for NP0044176 (Atripliciolide tiglate)

3D Structure for NP0044176 (Atripliciolide tiglate)