NP-MRD: Showing NP-Card for jasmolin i (NP0178920)

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Record Information

Version

2.0

Created at

2022-09-03 17:00:46 UTC

Updated at

2022-09-03 17:00:47 UTC

NP-MRD ID

NP0178920

Secondary Accession Numbers

None

Natural Product Identification

Common Name

jasmolin i

Description

Jasmoline I 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. jasmolin i is found in Tanacetum coccineum. Jasmoline I is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1572004161622042D          

 26 27  0  0  0  0            999 V2000
    2.5069   -1.9449    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
   -4.3153    2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059    2.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    2.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   -1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3576   -0.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2082    0.8973    0.0000 C   0  0  0  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
    0.1682    0.2681    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
    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
   -2.8864    1.5011    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
    0.0820    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5011    0.0000 C   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
   -2.4739    2.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108   -0.6571    0.0000 O   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
   -0.6325    1.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371   -0.6100    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5136    0.3161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13 11  2  0  0  0  0
 14  4  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21  5  1  0  0  0  0
 21  6  1  0  0  0  0
 21 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22 17  2  0  0  0  0
 23 20  2  0  0  0  0
 24 18  1  0  0  0  0
 24 20  1  0  0  0  0
 25  8  1  0  0  0  0
 26  9  1  0  0  0  0
M  END

     RDKit          3D

 54 55  0  0  0  0  0  0  0  0999 V2000
    5.3455    2.5484   -1.2457 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8669    1.2722   -1.8538 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5989    0.1238   -0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9761    0.2467    0.2383 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7100   -0.8713    1.1299 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2922   -1.1328    1.4516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2157   -0.5201    1.0626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1474    0.6481    0.1560 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9647   -1.1285    1.6482 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0073   -1.3676    0.6787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2732   -0.8034    0.6761 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5304   -0.0272    1.6276 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1947   -1.1408   -0.4025 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.3510   -0.3106   -0.7860 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.5308    1.0873   -0.2978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3837    1.9093   -0.8749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2069    1.4919   -2.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5377    3.2884   -0.3662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6221   -1.4467    0.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9452   -1.1064    1.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2195   -2.7287   -0.3945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4532   -2.4340    2.1875 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8962   -2.2446    2.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -2.8939    3.1079 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2588    2.5166   -1.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5956    3.4385   -1.8617 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8661    2.7072   -0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9912    1.3815   -1.8756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4636    1.1003   -2.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8926   -0.8964   -1.1915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6755    1.2527    0.5078 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1550   -1.7946    0.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3260   -0.7459    2.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7608    0.5579   -0.7551 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3262    1.5681    0.7485 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1024    0.7382   -0.2064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6240   -0.4290    2.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8000   -1.8522   -1.1636 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7208   -0.4558   -1.8331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9572    1.4636    0.5528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5487    0.4404   -1.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6183    1.5353   -2.9931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0751    2.1652   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6047    3.6344   -0.4068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2468    3.2997    0.7047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9016    3.9794   -0.9729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1968   -1.5452    2.2447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9083   -1.5460    1.7897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9062   -0.0026    1.7242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5403   -3.5603   -0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3005   -2.6514   -1.4963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2273   -2.8259    0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2866   -3.2738    1.4752 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9056   -2.6591    3.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0
  2  1  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 22  1  0
 22 23  1  0
 23 24  2  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  3
 16 17  1  0
 16 18  1  0
 14 19  1  0
 19 20  1  0
 19 21  1  0
 23  6  1  0
 19 13  1  0
  3 30  1  0
  2 28  1  0
  2 29  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  8 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  1
 22 53  1  0
 22 54  1  0
 13 38  1  6
 14 39  1  6
 15 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
 20 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 21 52  1  0
M  END


  Mrv1572004161622042D          

 26 27  0  0  0  0            999 V2000
    2.5069   -1.9449    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
   -4.3153    2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0072    2.2311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1059    2.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8419    2.7459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425   -1.1913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3576   -0.5238    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6931    0.2299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2082    0.8973    0.0000 C   0  0  0  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
    0.1682    0.2681    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
    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
   -2.8864    1.5011    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
    0.0820    1.0886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0614    1.5011    0.0000 C   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
   -2.4739    2.2156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3108   -0.6571    0.0000 O   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
   -0.6325    1.5011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5371   -0.6100    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5136    0.3161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  2  0  0  0  0
 10  9  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13 11  2  0  0  0  0
 14  4  1  0  0  0  0
 15 10  1  0  0  0  0
 15 14  2  0  0  0  0
 16 11  1  0  0  0  0
 17 12  1  0  0  0  0
 17 15  1  0  0  0  0
 18 12  1  0  0  0  0
 18 14  1  0  0  0  0
 19 16  1  0  0  0  0
 20 19  1  0  0  0  0
 21  5  1  0  0  0  0
 21  6  1  0  0  0  0
 21 16  1  0  0  0  0
 21 19  1  0  0  0  0
 22 17  2  0  0  0  0
 23 20  2  0  0  0  0
 24 18  1  0  0  0  0
 24 20  1  0  0  0  0
 25  8  1  0  0  0  0
 26  9  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0178920

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CC)=C(\[H])CC1=C(C)C(CC1=O)OC(=O)C1C(C=C(C)C)C1(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C21H30O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h8-9,11,16,18-19H,7,10,12H2,1-6H3/b9-8+

> <INCHI_KEY>
NZKIRHFOLVYKFT-CMDGGOBGSA-N

> <FORMULA>
C21H30O3

> <MOLECULAR_WEIGHT>
330.468

> <EXACT_MASS>
330.219494826

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
38.56828623664492

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methyl-4-oxo-3-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

> <ALOGPS_LOGP>
5.42

> <JCHEM_LOGP>
4.8873941373333345

> <ALOGPS_LOGS>
-4.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
18.088159142328127

> <JCHEM_PKA_STRONGEST_BASIC>
-5.9503780622288724

> <JCHEM_POLAR_SURFACE_AREA>
43.370000000000005

> <JCHEM_REFRACTIVITY>
98.9845

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.40e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methyl-4-oxo-3-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 16-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-APR-16         0                                  
HETATM    1  C   UNK     0       4.680  -3.631   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -9.389   2.032   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -8.055   4.342   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.880   4.165   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -5.798   5.126   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.438   5.126   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.306  -2.224   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.401  -0.978   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.027   0.429   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.122   1.675   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.722   2.032   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.314   0.500   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.055   2.802   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.560   2.658   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.590   1.514   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.388   2.802   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.820   0.180   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.153   2.032   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.848   2.802   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.514   2.032   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -4.618   4.136   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.447  -1.227   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -2.514   0.492   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -1.181   2.802   0.000  0.00  0.00           O+0
HETATM   25  H   UNK     0       2.869  -1.139   0.000  0.00  0.00           H+0
HETATM   26  H   UNK     0       6.559   0.590   0.000  0.00  0.00           H+0
CONECT    1    7                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   21                                                            
CONECT    6   21                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9   25                                                  
CONECT    9    8   10   26                                                  
CONECT   10    9   15                                                       
CONECT   11   13   16                                                       
CONECT   12   17   18                                                       
CONECT   13    2    3   11                                                  
CONECT   14    4   15   18                                                  
CONECT   15   10   14   17                                                  
CONECT   16   11   19   21                                                  
CONECT   17   12   15   22                                                  
CONECT   18   12   14   24                                                  
CONECT   19   16   20   21                                                  
CONECT   20   19   23   24                                                  
CONECT   21    5    6   16   19                                             
CONECT   22   17                                                            
CONECT   23   20                                                            
CONECT   24   18   20                                                       
CONECT   25    8                                                            
CONECT   26    9                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   54    0
END

View in JSmol

Synonyms

Value	Source
2-Methyl-4-oxo-3-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylic acid	Generator

Chemical Formula

C₂₁H₃₀O₃

Average Mass

330.4680 Da

Monoisotopic Mass

330.21949 Da

IUPAC Name

2-methyl-4-oxo-3-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

Traditional Name

2-methyl-4-oxo-3-[(2E)-pent-2-en-1-yl]cyclopent-2-en-1-yl 2,2-dimethyl-3-(2-methylprop-1-en-1-yl)cyclopropane-1-carboxylate

CAS Registry Number

Not Available

SMILES

[H]\C(CC)=C(\[H])CC1=C(C)C(CC1=O)OC(=O)C1C(C=C(C)C)C1(C)C

InChI Identifier

InChI=1S/C21H30O3/c1-7-8-9-10-15-14(4)18(12-17(15)22)24-20(23)19-16(11-13(2)3)21(19,5)6/h8-9,11,16,18-19H,7,10,12H2,1-6H3/b9-8+

InChI Key

NZKIRHFOLVYKFT-CMDGGOBGSA-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
Monoterpenoid
Monocyclic monoterpenoid
Cyclopropanecarboxylic acid or derivatives
Cyclic ketone
Ketone
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic 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	5.42	ALOGPS
logP	4.89	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	18.09	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.37 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	98.98 m³·mol⁻¹	ChemAxon
Polarizability	38.57 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

5371268

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for jasmolin i (NP0178920)

MOL for NP0178920 (jasmolin i)

3D MOL for NP0178920 (jasmolin i)

3D SDF for NP0178920 (jasmolin i)

3D-SDF for NP0178920 (jasmolin i)

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3D PDB for NP0178920 (jasmolin i)

SMILES for NP0178920 (jasmolin i)

INCHI for NP0178920 (jasmolin i)

Structure for NP0178920 (jasmolin i)

3D Structure for NP0178920 (jasmolin i)