NP-MRD: Showing NP-Card for jasmolin ii (NP0290323)

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Record Information

Version

2.0

Created at

2022-09-09 20:57:00 UTC

Updated at

2022-09-09 20:57:01 UTC

NP-MRD ID

NP0290323

Secondary Accession Numbers

None

Natural Product Identification

Common Name

jasmolin ii

Description

Jasmolin II belongs to the class of organic compounds known as pyrethrins. These are pyrethroids with a structure based on a skeleton that is characterized by the presence of a chrysanthemic acid esterified with a cyclopentenone derivative. Thus, jasmolin II is considered to be an isoprenoid lipid molecule. Jasmolin II is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. jasmolin ii is found in Tanacetum coccineum. Jasmolin II is a potentially toxic compound.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241205262D          

 27 28  0  0  1  0            999 V2000
    2.3175   -2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -2.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4668   -1.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1313   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108   -0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9752    0.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1682    0.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4448   -0.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820    1.0886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8357    1.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2082    0.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    1.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    0.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8864    1.5011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6009    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3153    1.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3153    2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0298    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0298    0.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7443    1.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4588    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739    2.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9471    2.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0007    2.8914    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  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  9 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END

     RDKit          3D

 57 58  0  0  0  0  0  0  0  0999 V2000
    8.1869    1.6118   -1.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9387    0.7502   -1.5931 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7812   -0.2285   -0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7404   -0.2891    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5762    0.6115    0.1858 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2337   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2896   -0.3041    0.6947 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1540    0.4555    1.9738 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383   -1.2465    0.0783 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0131   -0.8731    0.3572 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8863   -1.6357    1.0404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5070   -2.7618    1.4563 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2942   -1.2181    1.3262 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.0155   -0.4242    0.3050 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.4809   -0.5352    0.1509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0483    0.0105   -0.9028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1943    0.7077   -1.8809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5034   -0.0570   -1.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0048    0.4725   -2.1398 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3384   -0.7021   -0.2350 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7446   -0.7837   -0.4259 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5636    0.2704    1.5303 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5320    0.5949    2.6416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    1.2316    1.3666 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6973   -1.2344   -1.3606 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1700   -1.0740   -1.2614 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0836   -1.5196   -1.9710 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2222    2.3960   -2.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1771    2.0407   -0.3353 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0790    0.9477   -1.4188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1550    0.1922   -2.5390 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1004    1.4036   -1.7721 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6075   -0.9546   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7185   -1.0652    1.0614 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6597    1.4263   -0.5094 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4812    1.0766    1.2039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0810    0.4755    2.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3934   -0.0598    2.6282 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8343    1.4793    1.7803 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5935   -2.2529    0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9220   -1.9349    1.8924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4376   -0.2520   -0.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0745   -1.0500    0.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7121    0.0284   -2.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8367    1.4014   -2.4608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4457    1.3606   -1.3695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2385    0.1534   -0.1027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1658   -1.6397    0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0045   -0.9436   -1.4914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9261    0.7612    3.5670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759    1.5470    2.4667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2080   -0.2542    2.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6613    1.1192    2.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8530    2.2582    1.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0090    1.2284    0.3529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2712   -0.3268   -1.8616 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4028   -2.1579   -1.8811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 16 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 14 22  1  0
 22 23  1  0
 22 24  1  0
  9 25  1  0
 25 26  1  0
 26 27  2  0
 26  6  1  0
 22 13  1  0
  1 28  1  0
  1 29  1  0
  1 30  1  0
  2 31  1  0
  2 32  1  0
  3 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  8 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  1
 13 41  1  1
 14 42  1  6
 15 43  1  0
 17 44  1  0
 17 45  1  0
 17 46  1  0
 21 47  1  0
 21 48  1  0
 21 49  1  0
 23 50  1  0
 23 51  1  0
 23 52  1  0
 24 53  1  0
 24 54  1  0
 24 55  1  0
 25 56  1  0
 25 57  1  0
M  END


  Mrv0541 02241205262D          

 27 28  0  0  1  0            999 V2000
    2.3175   -2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9819   -2.1644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4668   -1.4970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1313   -0.7433    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108   -0.6571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9752    0.0966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1682    0.2681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4448   -0.2839    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0820    1.0886    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.8357    1.4242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3877    0.8111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2082    0.8973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6325    1.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3469    0.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5011    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.8864    1.5011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6009    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3153    1.5011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3153    2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0298    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0298    0.2636    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7443    1.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4588    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4739    2.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9471    2.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0007    2.8914    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  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
  6 11  1  0  0  0  0
 11 12  2  0  0  0  0
  9 13  1  1  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 14  1  6  0  0  0
 16 17  1  0  0  0  0
 17 18  1  1  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 17 25  1  0  0  0  0
 16 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0290323

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/CC1=C(C)[C@@H](OC(=O)[C@@H]2[C@@H](\C=C(/C)C(=O)OC)C2(C)C)CC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H30O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h8-9,11,16,18-19H,7,10,12H2,1-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1

> <INCHI_KEY>
WKNSDDMJXANVMK-XIGJTORUSA-N

> <FORMULA>
C22H30O5

> <MOLECULAR_WEIGHT>
374.4706

> <EXACT_MASS>
374.20932407

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
41.995871217967334

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S)-2-methyl-4-oxo-3-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl (1R,3R)-3-[(1E)-3-methoxy-2-methyl-3-oxoprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate

> <ALOGPS_LOGP>
4.67

> <JCHEM_LOGP>
4.458314125666667

> <ALOGPS_LOGS>
-4.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.088159193945717

> <JCHEM_PKA_STRONGEST_BASIC>
-5.897431264115815

> <JCHEM_POLAR_SURFACE_AREA>
69.67

> <JCHEM_REFRACTIVITY>
105.4708

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.00e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
jasmolin II

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0       4.326  -5.447   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.700  -4.040   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.605  -2.794   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.978  -1.387   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.447  -1.227   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.820   0.180   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.314   0.500   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.830  -0.530   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.153   2.032   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.560   2.659   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.590   1.514   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.122   1.675   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -1.181   2.802   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -2.514   2.032   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -2.514   0.492   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -3.848   2.802   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.388   2.802   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -6.722   2.032   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -8.055   2.802   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -8.055   4.342   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -9.389   2.032   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -9.389   0.492   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -10.723   2.802   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0     -12.056   2.032   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -4.618   4.136   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -5.501   5.397   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -3.735   5.397   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   11                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   25                                                  
CONECT   17   16   18   25                                                  
CONECT   18   17   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   17   16   26   27                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
MASTER        0    0    0    0    0    0    0    0   27    0   56    0
END

View in JSmol

Synonyms

Not Available

Chemical Formula

C₂₂H₃₀O₅

Average Mass

374.4706 Da

Monoisotopic Mass

374.20932 Da

IUPAC Name

(1S)-2-methyl-4-oxo-3-[(2Z)-pent-2-en-1-yl]cyclopent-2-en-1-yl (1R,3R)-3-[(1E)-3-methoxy-2-methyl-3-oxoprop-1-en-1-yl]-2,2-dimethylcyclopropane-1-carboxylate

Traditional Name

jasmolin II

CAS Registry Number

Not Available

SMILES

CC\C=C/CC1=C(C)[C@@H](OC(=O)[C@@H]2[C@@H](\C=C(/C)C(=O)OC)C2(C)C)CC1=O

InChI Identifier

InChI=1S/C22H30O5/c1-7-8-9-10-15-14(3)18(12-17(15)23)27-21(25)19-16(22(19,4)5)11-13(2)20(24)26-6/h8-9,11,16,18-19H,7,10,12H2,1-6H3/b9-8-,13-11+/t16-,18+,19+/m1/s1

InChI Key

WKNSDDMJXANVMK-XIGJTORUSA-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
Chrysanthemum coccineum	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as pyrethrins. These are pyrethroids with a structure based on a skeleton that is characterized by the presence of a chrysanthemic acid esterified with a cyclopentenone derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Pyrethrins

Alternative Parents

Substituents

Pyrethrin-backbone
Monocyclic monoterpenoid
Monoterpenoid
Carbocyclic fatty acid
Cyclopropanecarboxylic acid or derivatives
Dicarboxylic acid or derivatives
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Methyl ester
Carboxylic acid ester
Ketone
Cyclic ketone
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

methyl ester (CHEBI:39114 )
pyrethrins (CHEBI:39114 )
Cyclopropane and cyclobutane monoterpenoids (C16781 )
Cyclopropane and cyclobutane monoterpenoids (LMPR0102060005 )

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	4.67	ALOGPS
logP	4.46	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	18.09	ChemAxon
pKa (Strongest Basic)	-5.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	69.67 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	105.47 m³·mol⁻¹	ChemAxon
Polarizability	42 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

C16781

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pyrethrin

METLIN ID

Not Available

PubChem Compound

12304690

PDB ID

Not Available

ChEBI ID

39114

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for jasmolin ii (NP0290323)

MOL for NP0290323 (jasmolin ii)

3D MOL for NP0290323 (jasmolin ii)

3D SDF for NP0290323 (jasmolin ii)

3D-SDF for NP0290323 (jasmolin ii)

PDB for NP0290323 (jasmolin ii)

3D PDB for NP0290323 (jasmolin ii)

SMILES for NP0290323 (jasmolin ii)

INCHI for NP0290323 (jasmolin ii)

Structure for NP0290323 (jasmolin ii)

3D Structure for NP0290323 (jasmolin ii)