NP-MRD: Showing NP-Card for Jasmonic acid (NP0002774)

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Record Information

Version

1.0

Created at

2020-11-23 19:40:05 UTC

Updated at

2021-08-19 23:59:21 UTC

NP-MRD ID

NP0002774

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Jasmonic acid

Provided By

BMRB

Description

Jasmonic acid, also known as jasmonate, belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety. Jasmonic acid is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Jasmonic acid is found in Arabidopsis thaliana, Cleyera japonica, Gibberella fujikuroi, Gelidium latifolium, Botryodiplodia theobromae, Lemna minor, Lemna trisulca and Petunia hybrida. It was first documented in 2000 (PMID: 11413487). Based on a literature review a significant number of articles have been published on Jasmonic acid (PMID: 16902246) (PMID: 17374880) (PMID: 17984079) (PMID: 20304987).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


     RDKit          2D

 33 33  0  0  0  0  0  0  0  0999 V2000
    4.5310    0.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -0.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7859   -1.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2930   -1.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726   -0.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0522    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2707    2.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246    3.5560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7636    2.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3634    1.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412    0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483   -0.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554   -1.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325   -3.2797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8855   -1.3621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3109    1.4048    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7511   -0.3403    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035    1.7523    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637    0.1341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8786   -1.5604    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -3.2737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205   -2.9826    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7093    0.2369    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0076   -0.8125    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4753    1.4432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1936    3.0321    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4628    4.0489    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3781    0.0998    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6680    1.9447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495   -0.4851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4877    0.1727    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3362   -1.9100    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9926   -2.3742    0.0000 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
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  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
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 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11  6  1  0
  1 16  1  1
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  1 18  1  0
  2 19  1  6
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  6
  5 24  1  0
  6 25  1  1
  9 26  1  1
  9 27  1  0
 10 28  1  1
 10 29  1  0
 11 30  1  6
 12 31  1  1
 12 32  1  0
 15 33  1  0
M  END

NP0002774
     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    4.5243   -0.6631    0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2276   -0.7417   -0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8169    0.5560   -0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751    1.1647   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6740    0.6057    0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    0.3997   -0.3538 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4449   -0.5405   -1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301   -0.3497   -2.4816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014   -1.7879   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503   -1.2661   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6718   -0.2715    0.5155 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6372    0.6395    1.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648    1.4673    0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3528    1.4510   -0.9412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226    2.3183    0.8400 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3739   -0.3198   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628   -1.6700    0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4258    0.0667    1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913   -1.3135    0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4955   -1.3856   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4654    1.1048   -1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4328    2.1435   -0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368    1.4280    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723   -0.2479    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9850    1.4099   -0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009   -2.5274   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232   -2.2421   -2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0703   -0.8207   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590   -2.0979    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058   -0.8395    1.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.0269    1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735    1.2692    1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2528    3.0340    1.5107 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
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 11  6  1  0
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M  END


     RDKit          2D

 33 33  0  0  0  0  0  0  0  0999 V2000
    4.5310    0.5322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6584   -0.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7859   -1.9080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2930   -1.7624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6726   -0.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0522    0.9689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2707    2.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246    3.5560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7636    2.5794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3634    1.2045    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2412    0.2092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3483   -0.8028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4554   -1.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1325   -3.2797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8855   -1.3621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3109    1.4048    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7511   -0.3403    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4035    1.7523    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7637    0.1341    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8786   -1.5604    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4063   -3.2737    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4205   -2.9826    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.4753    1.4432    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.6680    1.9447    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8495   -0.4851    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4877    0.1727    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3362   -1.9100    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9926   -2.3742    0.0000 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11  6  1  0
  1 16  1  1
  1 17  1  0
  1 18  1  0
  2 19  1  6
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  6
  5 24  1  0
  6 25  1  1
  9 26  1  1
  9 27  1  0
 10 28  1  1
 10 29  1  0
 11 30  1  6
 12 31  1  1
 12 32  1  0
 15 33  1  0
M  END
> <DATABASE_ID>
NP0002774

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1

> <INCHI_KEY>
ZNJFBWYDHIGLCU-HWKXXFMVSA-N

> <FORMULA>
C12H18O3

> <MOLECULAR_WEIGHT>
210.2695

> <EXACT_MASS>
210.125594442

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
22.928474980220432

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]acetic acid

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
2.4143108776666664

> <ALOGPS_LOGS>
-2.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.714081549780867

> <JCHEM_PKA_STRONGEST_BASIC>
-7.4223839862661904

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
58.55650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.20e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
jasmonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

NP0002774
     RDKit          3D

 33 33  0  0  0  0  0  0  0  0999 V2000
    4.5243   -0.6631    0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2276   -0.7417   -0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8169    0.5560   -0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751    1.1647   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6740    0.6057    0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    0.3997   -0.3538 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4449   -0.5405   -1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301   -0.3497   -2.4816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014   -1.7879   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503   -1.2661   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6718   -0.2715    0.5155 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6372    0.6395    1.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648    1.4673    0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3528    1.4510   -0.9412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226    2.3183    0.8400 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3739   -0.3198   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628   -1.6700    0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4258    0.0667    1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.4955   -1.3856   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4654    1.1048   -1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4328    2.1435   -0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368    1.4280    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9850    1.4099   -0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009   -2.5274   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232   -2.2421   -2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0703   -0.8207   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590   -2.0979    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058   -0.8395    1.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.0269    1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735    1.2692    1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2528    3.0340    1.5107 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  6
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 12 32  1  0
 15 33  1  0
M  END

HEADER    PROTEIN                                 27-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-SEP-20         0                                  
HETATM    1  C   UNK     0    8665.3628665.504   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.3628663.964   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0    8664.0298663.196   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0    8666.6958663.196   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    8665.8478668.462   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8667.1808667.693   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8668.7198667.693   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8670.0548668.462   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8671.3898667.693   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8663.2958670.174   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8663.2618668.616   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8662.0158667.710   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8662.4918666.246   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8664.0318666.246   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8664.5068667.710   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    6   15                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10   11                                                            
CONECT   11   12   15   10                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15    1                                                  
CONECT   15   11   14    5                                                  
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    NP0002774
HETATM    1  C1  UNL     1       4.524  -0.663   0.504  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.228  -0.742  -0.285  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.817   0.556  -0.824  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.675   1.165  -0.531  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.674   0.606   0.380  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.660   0.400  -0.354  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.445  -0.540  -1.487  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.230  -0.350  -2.482  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.201  -1.788  -1.218  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.350  -1.266  -0.361  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.672  -0.271   0.516  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.637   0.639   1.167  1.00  0.00           C  
HETATM   13  C12 UNL     1      -3.465   1.467   0.307  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.353   1.451  -0.941  1.00  0.00           O  
HETATM   15  O3  UNL     1      -4.423   2.318   0.840  1.00  0.00           O  
HETATM   16  H1  UNL     1       5.374  -0.320  -0.139  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.763  -1.670   0.897  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.426   0.067   1.338  1.00  0.00           H  
HETATM   19  H4  UNL     1       2.491  -1.313   0.261  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.496  -1.386  -1.181  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.465   1.105  -1.526  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.433   2.143  -0.977  1.00  0.00           H  
HETATM   23  H8  UNL     1       0.437   1.428   1.125  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.972  -0.248   0.973  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.985   1.410  -0.707  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.601  -2.527  -0.674  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.623  -2.242  -2.135  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.070  -0.821  -1.037  1.00  0.00           H  
HETATM   29  H14 UNL     1      -2.759  -2.098   0.253  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.106  -0.840   1.310  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.329   0.027   1.817  1.00  0.00           H  
HETATM   32  H17 UNL     1      -2.074   1.269   1.911  1.00  0.00           H  
HETATM   33  H18 UNL     1      -4.253   3.034   1.511  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    4   21
CONECT    4    5   22
CONECT    5    6   23   24
CONECT    6    7   11   25
CONECT    7    8    8    9
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   30
CONECT   12   13   31   32
CONECT   13   14   14   15
CONECT   15   33
END

NP0002774
     RDKit          3D

33 33  0  0  0  0  0  0  0  0999 V2000
    4.5243   -0.6631    0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2276   -0.7417   -0.2854 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8169    0.5560   -0.8242 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6751    1.1647   -0.5309 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6740    0.6057    0.3798 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6596    0.3997   -0.3538 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.4449   -0.5405   -1.4874 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2301   -0.3497   -2.4816 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2014   -1.7879   -1.2176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3503   -1.2661   -0.3611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6718   -0.2715    0.5155 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6372    0.6395    1.1672 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4648    1.4673    0.3075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3528    1.4510   -0.9412 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4226    2.3183    0.8400 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3739   -0.3198   -0.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7628   -1.6700    0.8966 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4258    0.0667    1.3378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4913   -1.3135    0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4955   -1.3856   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4654    1.1048   -1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4328    2.1435   -0.9766 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4368    1.4280    1.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9723   -0.2479    0.9733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9850    1.4099   -0.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6009   -2.5274   -0.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6232   -2.2421   -2.1352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0703   -0.8207   -1.0370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7590   -2.0979    0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1058   -0.8395    1.3104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3288    0.0269    1.8165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0735    1.2692    1.9107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2528    3.0340    1.5107 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  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 11  6  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  6
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  1
 12 31  1  0
 12 32  1  0
 15 33  1  0
M  END

View in JSmol

Synonyms

Value	Source
(-)-Jasmonic acid	ChEBI
(1R,2R)-3-oxo-2-(2Z)-2-Penten-ylcyclopentanacetic acid	ChEBI
(1R,2R)-3-oxo-2-(Pent-2Z-enyl)-cyclopentaneacetic acid	ChEBI
2-{(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl}acetate	ChEBI
Jasmonate	ChEBI
{(1R,2R)-3-oxo-2-[(Z)pent-2-enyl]cyclopent-2-enyl}acetic acid	Kegg
(-)-Jasmonate	Kegg
(1R,2R)-3-oxo-2-(2Z)-2-Penten-ylcyclopentanacetate	Generator
(1R,2R)-3-oxo-2-(Pent-2Z-enyl)-cyclopentaneacetate	Generator
2-{(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl}acetic acid	Generator
{(1R,2R)-3-oxo-2-[(Z)pent-2-enyl]cyclopent-2-enyl}acetate	Generator
7-Epi-jasmonic acid	HMDB
(Z)-trans-3-oxo-2-(2-Pentenyl)-cyclopentaneacetic acid	HMDB
[1R-[1alpha,2beta(Z)]]-3-oxo-2-(2-Pentenyl)-cyclopentaneacetic acid	HMDB
[1R-[1Α,2β(Z)]]-3-oxo-2-(2-pentenyl)-cyclopentaneacetic acid	HMDB
(1R,2R)-3-oxo-2-(2Z)-2-Pentenyl-cyclopentaneacetic acid	HMDB
(1R,2R)-3-oxo-2-(2Z)-2-Penten-1-ylcyclopentaneacetic acid	HMDB
(1R,2R)-Jasmonic acid	HMDB
(3R,7R)(-)-Jasmonic acid	HMDB
JA	HMDB

Chemical Formula

C₁₂H₁₈O₃

Average Mass

210.2695 Da

Monoisotopic Mass

210.12559 Da

IUPAC Name

2-[(1R,2R)-3-oxo-2-[(2Z)-pent-2-en-1-yl]cyclopentyl]acetic acid

Traditional Name

jasmonic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/C[C@@H]1[C@@H](CC(O)=O)CCC1=O

InChI Identifier

InChI=1S/C12H18O3/c1-2-3-4-5-10-9(8-12(14)15)6-7-11(10)13/h3-4,9-10H,2,5-8H2,1H3,(H,14,15)/b4-3-/t9-,10-/m1/s1

InChI Key

ZNJFBWYDHIGLCU-HWKXXFMVSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, simulated)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, CDCl₃, experimental)	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
Abelmoschus esculentus	FooDB	FooDB
Actinidia chinensis	FooDB	FooDB
Agaricus bisporus	FooDB	FooDB
Agave	FooDB	FooDB
Allium ampeloprasum	FooDB	FooDB
Allium ascalonicum	FooDB	FooDB
Allium cepa	KNApSAcK Database	22123792
Allium cepa L.	FooDB	FooDB
Allium fistulosum	FooDB	FooDB
Allium sativum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Allium schoenoprasum	FooDB	FooDB
Allium tuberosum	FooDB	FooDB
Aloysia triphylla	FooDB	FooDB
Amaranthus	FooDB	FooDB
Amelanchier alnifolia	FooDB	FooDB
Anacardium occidentale	FooDB	FooDB
Ananas comosus	FooDB	FooDB
Anethum graveolens	FooDB	FooDB
Angelica keiskei	FooDB	FooDB
Annona cherimola	FooDB	FooDB
Annona muricata	FooDB	FooDB
Annona reticulata	FooDB	FooDB
Annona squamosa	FooDB	FooDB
Anthriscus cerefolium	FooDB	FooDB
Apium graveolens	FooDB	FooDB
Apium graveolens var. dulce	FooDB	FooDB
Apium graveolens var. rapaceum	FooDB	FooDB
Apium graveolens var. secalinum	FooDB	FooDB
Arabidopsis thaliana	Plant	KNApSAcK
Arachis hypogaea	FooDB	FooDB
Arctium lappa	FooDB	FooDB
Armoracia rusticana	FooDB	FooDB
Artemisia dracunculus	FooDB	FooDB
Artemisia vulgaris	FooDB	FooDB
Artocarpus altilis	FooDB	FooDB
Artocarpus heterophyllus	FooDB	FooDB
Asparagus officinalis	FooDB	FooDB
Attalea speciosa	FooDB	FooDB
Auricularia auricula-judae	FooDB	FooDB
Auricularia polytricha	FooDB	FooDB
Avena sativa L.	FooDB	FooDB
Averrhoa carambola	FooDB	FooDB
Basella alba	FooDB	FooDB
Benincasa hispida	FooDB	FooDB
Bertholletia excelsa	FooDB	FooDB
Beta vulgaris	FooDB	FooDB
Beta vulgaris ssp. cicla	FooDB	FooDB
Borago officinalis	FooDB	FooDB
Brassica alboglabra	FooDB	FooDB
Brassica juncea	FooDB	FooDB
Brassica napus	KNApSAcK Database	22123792
Brassica napus var. napus	FooDB	FooDB
Brassica oleracea	FooDB	FooDB
Brassica oleracea var. botrytis	FooDB	FooDB
Brassica oleracea var. capitata	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Brassica oleracea var. gemmifera	FooDB	FooDB
Brassica oleracea var. gongylodes	FooDB	FooDB
Brassica oleracea var. italica	FooDB	FooDB
Brassica oleracea var. sabauda	FooDB	FooDB
Brassica oleracea var. viridis	FooDB	FooDB
Brassica rapa	FooDB	FooDB
Brassica rapa ssp. chinensis	FooDB	FooDB
Brassica rapa var. pekinensis	FooDB	FooDB
Brassica rapa var. rapa	FooDB	FooDB
Brassica ruvo	FooDB	FooDB
Brosimum alicastrum	FooDB	FooDB
Byrsonima crassifolia	FooDB	FooDB
Cajanus cajan	FooDB	FooDB
Calliandra haematocephala	KNApSAcK Database	22123792
Camellia japonica	KNApSAcK Database	22123792
Camellia sasanqua	KNApSAcK Database	22123792
Camellia sinensis	KNApSAcK Database	22123792
Canarium ovatum	FooDB	FooDB
Cannabis sativa	CannabisDB	Not Available
Cantharellus cibarius	FooDB	FooDB
Capparis spinosa	FooDB	FooDB
Capsicum annuum	FooDB	FooDB
Capsicum annuum L.	FooDB	FooDB
Capsicum annuum var. annuum	FooDB	FooDB
Capsicum chinense	FooDB	FooDB
Capsicum pubescens	FooDB	FooDB
Carica papaya L.	FooDB	FooDB
Carissa macrocarpa	FooDB	FooDB
Carthamus tinctorius	FooDB	FooDB
Carum carvi	FooDB	FooDB
Carya	FooDB	FooDB
Carya illinoinensis	FooDB	FooDB
Castanea	FooDB	FooDB
Castanea crenata	KNApSAcK Database	22123792
Castanea mollissima	FooDB	FooDB
Castanea sativa	FooDB	FooDB
Ceratonia siliqua	FooDB	FooDB
Chamaemelum nobile	FooDB	FooDB
Chamerion angustifolium	FooDB	FooDB
Chenopodium album	FooDB	FooDB
Chenopodium quinoa	FooDB	FooDB
Chlorella sp.	KNApSAcK Database	22123792
Chrysanthemum coronarium	FooDB	FooDB
Cicer arietinum	FooDB	FooDB
Cichorium endivia	FooDB	FooDB
Cichorium intybus	FooDB	FooDB
Cinnamomum	FooDB	FooDB
Cinnamomum aromaticum	FooDB	FooDB
Cinnamomum verum	FooDB	FooDB
Cirsium	FooDB	FooDB
Citrullus lanatus	FooDB	FooDB
Citrus ×limon (L.) Burm. f. (pro sp.)	FooDB	FooDB
Citrus aurantifolia	KNApSAcK Database	22123792
Citrus aurantiifolia	FooDB	KNAPSACK
Citrus latifolia	FooDB	FooDB
Citrus limon	FooDB	FooDB
Citrus maxima	FooDB	FooDB
Citrus paradisi	FooDB	FooDB
Citrus reticulata	FooDB	FooDB
Citrus sinensis	KNApSAcK Database	22123792
Citrus X sinensis (L.) Osbeck (pro. sp.)	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Cleyera japonica	LOTUS Database	35616633
Cleyera ochnacea	KNApSAcK Database	22123792
Cocos nucifera	FooDB	FooDB
Coffea arabica L.	FooDB	FooDB
Coffea canephora	FooDB	FooDB
Colocasia esculenta	FooDB	FooDB
Corchorus olitorius	FooDB	FooDB
Coriandrum sativum L.	FooDB	FooDB
Corylus	FooDB	FooDB
Corylus avellana	FooDB	FooDB
Crateva religiosa	FooDB	FooDB
Crocus sativus	FooDB	FooDB
Cucumis melo	FooDB	FooDB
Cucumis metuliferus	FooDB	FooDB
Cucumis sativus L.	FooDB	FooDB
Cucurbita	FooDB	FooDB
Cucurbita maxima	KNApSAcK Database	22123792
Cucurbita moschata	FooDB	FooDB
Cuminum cyminum	FooDB	FooDB
Curcuma longa	FooDB	FooDB
Cydonia oblonga	FooDB	FooDB
Cymbopogon citratus	FooDB	FooDB
Cynara cardunculus	FooDB	FooDB
Cynara scolymus	FooDB	FooDB
Daucus carota	FooDB	FooDB
Daucus carota ssp. sativus	FooDB	FooDB
Dimocarpus longan	FooDB	FooDB
Dioscorea	FooDB	FooDB
Dioscorea pentaphylla	FooDB	FooDB
Diospyros	FooDB	FooDB
Diospyros kaki	FooDB	FooDB
Diospyros virginiana	FooDB	FooDB
Dolichos lablab	KNApSAcK Database	22123792
Durio zibethinus	FooDB	FooDB
Dysphania ambrosioides	FooDB	FooDB
Elaeis	FooDB	FooDB
Eleocharis dulcis	FooDB	FooDB
Elettaria cardamomum	FooDB	FooDB
Empetrum nigrum	FooDB	FooDB
Equisetum arvense	KNApSAcK Database	22123792
Eragrostis tef	FooDB	FooDB
Eriobotrya japonica	FooDB	FooDB
Eruca vesicaria subsp. Sativa	FooDB	FooDB
Eschscholzia californica	KNApSAcK Database	22123792
Eugenia javanica	FooDB	FooDB
Eugenia uniflora	FooDB	FooDB
Eutrema japonicum	FooDB	FooDB
Fagopyrum esculentum	FooDB	FooDB
Fagopyrum tataricum	FooDB	FooDB
Fagus	FooDB	FooDB
Fagus sylvatica	KNApSAcK Database	22123792
Feijoa sellowiana	FooDB	FooDB
Ficus carica	FooDB	FooDB
Ficus superba	KNApSAcK Database	22123792
Flammulina velutipes	FooDB	FooDB
Foeniculum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Fragaria x ananassa	FooDB	FooDB
Fusarium fujikuroi	Fungi	KNApSAcK
Garcinia mangostana	FooDB	FooDB
Gaylussacia baccata	FooDB	FooDB
Gelidium latifolium	LOTUS Database	35616633
Ginkgo biloba	FooDB	FooDB
Glycine max	KNApSAcK Database	22123792
Gossypium	FooDB	FooDB
Grifola frondosa	FooDB	FooDB
Hedysarum alpinum	FooDB	FooDB
Helianthus annuus	KNApSAcK Database	22123792
Helianthus annuus L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Helianthus tuberosus	KNApSAcK Database	22123792
Hibiscus sabbariffa	FooDB	FooDB
Hippophae rhamnoides	FooDB	FooDB
Hordeum vulgare	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Hyssopus officinalis L.	FooDB	FooDB
Illicium verum	FooDB	FooDB
Ipomoea aquatica	FooDB	FooDB
Ipomoea batatas	FooDB	FooDB
Jasminum grandiflorum	KNApSAcK Database	22123792
Juglans	FooDB	FooDB
Juglans ailanthifolia	FooDB	FooDB
Juglans cinerea	FooDB	FooDB
Juglans nigra L.	FooDB	FooDB
Juglans regia	FooDB	FooDB
Lablab purpureus	FooDB	KNAPSACK
Lactuca sativa	FooDB	FooDB
Lagenaria siceraria	FooDB	FooDB
Lasiodiplodia theobromae	Fungi	KNApSAcK
Lathyrus sativus	FooDB	FooDB
Laurus nobilis L.	FooDB	FooDB
Lemna minor	Plant	KNApSAcK
Lemna trisulca	Plant	KNApSAcK
Lens culinaris	FooDB	FooDB
Lentinus edodes	FooDB	FooDB
Lepidium sativum	FooDB	FooDB
Levisticum officinale	FooDB	FooDB
Linum usitatissimum	KNApSAcK Database	22123792
Litchi chinensis	FooDB	FooDB
Luffa aegyptiaca	FooDB	FooDB
Lupinus	FooDB	FooDB
Lupinus albus	KNApSAcK Database	22123792
Macadamia	FooDB	FooDB
Macadamia tetraphylla	FooDB	FooDB
Malpighia emarginata	FooDB	FooDB
Malus	FooDB	FooDB
Malus pumila	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Malva sylvestris	KNApSAcK Database	22123792
Mammea americana	FooDB	FooDB
Mangifera indica	FooDB	FooDB
Manihot esculenta	FooDB	FooDB
Manilkara zapota	FooDB	FooDB
Maranta arundinacea	FooDB	FooDB
Matricaria recutita	FooDB	FooDB
Matteuccia struthiopteris	FooDB	FooDB
Medicago sativa	FooDB	FooDB
Melissa officinalis L.	FooDB	FooDB
Mentha	FooDB	FooDB
Mentha aquatica	FooDB	FooDB
Mentha arvensis	FooDB	FooDB
Mentha spicata	FooDB	FooDB
Mentha x piperita	FooDB	FooDB
Mespilus germanica	FooDB	FooDB
Metroxylon sagu	FooDB	FooDB
Mimosa pudica	KNApSAcK Database	22123792
Momordica charantia	FooDB	FooDB
Morchellaceae	FooDB	FooDB
Morella rubra	FooDB	FooDB
Moringa oleifera	FooDB	FooDB
Morus	FooDB	FooDB
Morus nigra	FooDB	FooDB
Musa acuminata	FooDB	FooDB
Musa x paradisiaca	FooDB	FooDB
Myrica	FooDB	FooDB
Myristica fragrans	FooDB	FooDB
Nelumbo	FooDB	FooDB
Nelumbo nucifera	FooDB	FooDB
Nephelium lappaceum	FooDB	FooDB
Nuphar lutea	FooDB	FooDB
Ocimum basilicum	FooDB	FooDB
Oenothera biennis	FooDB	FooDB
Olea europaea	FooDB	FooDB
Opuntia	FooDB	FooDB
Opuntia cochenillifera	FooDB	FooDB
Opuntia macrorhiza	FooDB	FooDB
Origanum majorana	FooDB	FooDB
Origanum onites	FooDB	FooDB
Origanum vulgare	FooDB	FooDB
Origanum X majoricum	FooDB	FooDB
Oryza officinalis	KNApSAcK Database	22123792
Oryza rufipogon	FooDB	FooDB
Oryza sativa	FooDB	FooDB
Pachyrhizus erosus	FooDB	FooDB
Panax ginseng	FooDB	FooDB
Pangium edule	FooDB	FooDB
Panicum miliaceum	FooDB	FooDB
Passiflora edulis	FooDB	FooDB
Pastinaca sativa	FooDB	FooDB
Pediomelum esculentum	FooDB	FooDB
Perideridia oregana	FooDB	FooDB
Persea americana	FooDB	FooDB
Petasites japonicus	FooDB	FooDB
Petroselinum crispum	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Petunia hybrida	KNApSAcK Database	22123792
Petunia x hybrida	Plant	KNApSAcK
Phaseolus coccineus	KNApSAcK Database	22123792
Phaseolus lunatus	FooDB	FooDB
Phaseolus vulgaris	KNApSAcK Database	22123792
Phoenix dactylifera	FooDB	FooDB
Photinia melanocarpa	FooDB	FooDB
Phyllostachys edulis	FooDB	FooDB
Physalis	FooDB	FooDB
Physalis philadelphica var. immaculata	FooDB	FooDB
Phytolacca americana	FooDB	FooDB
Pimenta dioica	FooDB	FooDB
Pimpinella anisum	FooDB	FooDB
Pinus	FooDB	FooDB
Pinus edulis	FooDB	FooDB
Piper nigrum L.	FooDB	FooDB
Pistacia vera	FooDB	FooDB
Pisum sativum	KNApSAcK Database	22123792
Pleurotus ostreatus	FooDB	FooDB
Polygonum alpinum	FooDB	FooDB
Portulaca oleracea	FooDB	FooDB
Pouteria sapota	FooDB	FooDB
Prunus armeniaca	FooDB	FooDB
Prunus avium	KNApSAcK Database	22123792
Prunus avium L.	FooDB	FooDB
Prunus cerasus	FooDB	FooDB
Prunus domestica	FooDB	FooDB
Prunus dulcis	FooDB	FooDB
Prunus persica	FooDB	FooDB
Prunus persica var. nucipersica	FooDB	FooDB
Prunus persica var. persica	FooDB	FooDB
Prunus tomentosa	FooDB	FooDB
Prunus virginiana	FooDB	FooDB
Psidium cattleianum	FooDB	FooDB
Psidium guajava	FooDB	FooDB
Psophocarpus tetragonolobus	FooDB	FooDB
Punica granatum	FooDB	FooDB
Pyrus communis	FooDB	FooDB
Pyrus pyrifolia	FooDB	FooDB
Quercus	FooDB	FooDB
Quercus robur	KNApSAcK Database	22123792
Raphanus sativus	FooDB	FooDB
Raphanus sativus var. longipinnatus	FooDB	FooDB
Raphanus sativus var. sativus	FooDB	FooDB
Rauvolfia canescens	KNApSAcK Database	22123792
Rheum rhabarbarum	FooDB	FooDB
Ribes aureum	FooDB	FooDB
Ribes glandulosum	FooDB	FooDB
Ribes nigrum	FooDB	FooDB
Ribes rubrum	FooDB	FooDB
Ribes uva-crispa	FooDB	FooDB
Rosa	FooDB	FooDB
Rubus arcticus	FooDB	FooDB
Rubus chamaemorus	FooDB	FooDB
Rubus idaeus	FooDB	FooDB
Rubus occidentalis	FooDB	FooDB
Rubus spectabilis	FooDB	FooDB
Rumex	FooDB	FooDB
Rumex acetosa	FooDB	FooDB
Rumex articus	FooDB	FooDB
Sagittaria latifolia	FooDB	FooDB
Salix pulchra	FooDB	FooDB
Salvia elegans	FooDB	FooDB
Salvia hispanica	FooDB	FooDB
Salvia officinalis	FooDB	FooDB
Salvia rosmarinus	FooDB	FooDB
Sambucus nigra	FooDB	FooDB
Sambucus nigra L.	FooDB	FooDB
Satureja hortensis L.	FooDB	FooDB
Satureja montana	FooDB	FooDB
Scorzonera hispanica	FooDB	FooDB
Secale cereale	KNApSAcK Database	22123792
Sechium edule	FooDB	FooDB
Sesamum indicum	FooDB	FooDB
Sesbania bispinosa	FooDB	FooDB
Sinapis alba	FooDB	FooDB
Sisymbrium	FooDB	FooDB
Solanum demissum	KNApSAcK Database	22123792
Solanum lycopersicum	FooDB	FooDB
Solanum lycopersicum var. cerasiforme	FooDB	FooDB
Solanum lycopersicum var. lycopersicum	FooDB	FooDB
Solanum melongena	KNApSAcK Database	22123792
Solanum quitoense	FooDB	FooDB
Solanum tuberosum	KNApSAcK Database	22123792
Sorbus aucuparia	FooDB	FooDB
Sorghum bicolor	FooDB	FooDB
Spinacia oleracea	FooDB	FooDB
Syzygium aromaticum	FooDB	FooDB
Syzygium cumini	FooDB	FooDB
Syzygium jambos	FooDB	FooDB
Tamarindus indica	FooDB	FooDB
Taraxacum officinale	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Tetragonia tetragonioides	FooDB	FooDB
Thelesperma	FooDB	FooDB
Thymus pulegioides	FooDB	FooDB
Thymus vulgaris	FooDB	FooDB
Tilia cordata	FooDB	FooDB
Tilia L.	FooDB	FooDB
Tragopogon porrifolius	FooDB	FooDB
Trigonella foenum-graecum	FooDB	FooDB
Triticum	FooDB	FooDB
Triticum aestivum	KNApSAcK Database	22123792
Triticum durum	FooDB	FooDB
Triticum spelta	FooDB	FooDB
Triticum turanicum	FooDB	FooDB
Typha angustifolia	FooDB	FooDB
Vaccinium	FooDB	FooDB
Vaccinium angustifolium	FooDB	FooDB
Vaccinium angustifolium X Vaccinium corymbosum	FooDB	FooDB
Vaccinium arboreum	FooDB	FooDB
Vaccinium corymbosum	FooDB	FooDB
Vaccinium deliciosum	FooDB	FooDB
Vaccinium elliottii	FooDB	FooDB
Vaccinium macrocarpon	FooDB	FooDB
Vaccinium myrtilloides	FooDB	FooDB
Vaccinium myrtillus	FooDB	FooDB
Vaccinium ovalifolium	FooDB	FooDB
Vaccinium ovatum	FooDB	FooDB
Vaccinium oxycoccos	FooDB	FooDB
Vaccinium parvifolium	FooDB	FooDB
Vaccinium reticulatum	FooDB	FooDB
Vaccinium stamineum	FooDB	FooDB
Vaccinium uliginosum	FooDB	FooDB
Vaccinium vitis-idaea	FooDB	FooDB
Valerianella locusta	FooDB	FooDB
Vanilla	FooDB	FooDB
Verbena officinalis	FooDB	FooDB
Viburnum edule	FooDB	FooDB
Vicia faba	KNApSAcK Database	22123792
Vicia narbonensis	KNApSAcK Database	22123792
Vigna aconitifolia	FooDB	FooDB
Vigna angularis	FooDB	FooDB
Vigna mungo	FooDB	FooDB
Vigna radiata	FooDB	FooDB
Vigna umbellata	FooDB	FooDB
Vigna unguiculata	FooDB	FooDB
Vigna unguiculata ssp. cylindrica	FooDB	FooDB
Vigna unguiculata ssp. unguiculata	FooDB	FooDB
Vigna unguiculata var. sesquipedalis	FooDB	FooDB
Vitis	FooDB	FooDB
Vitis aestivalis	FooDB	FooDB
Vitis labrusca	FooDB	FooDB
Vitis rotundifolia	FooDB	FooDB
Vitis vinifera L.	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases
Xanthosoma sagittifolium	FooDB	FooDB
Zea mays	KNApSAcK Database	22123792
Zea mays L.	FooDB	KNAPSACK
Zingiber officinale	FooDB	FooDB
Zizania	FooDB	FooDB
Zizania aquatica	FooDB	FooDB
Ziziphus zizyphus	FooDB	FooDB

Species Where Detected

Species Name	Source	Reference
Botryodiplodia theobromae	KNApSAcK Database	22123792
Euglena gracilis	KNApSAcK Database	22123792
Gibberella fujikuroi	KNApSAcK Database	22123792
Lasiodiplodia theobromae IFO 31059	KNApSAcK Database	22123792

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as jasmonic acids. These are lipids containing or derived from a jasmonic acid, with a structure characterized by the presence of an alkene chain linked to a 2-(3-oxocyclopentyl)acetic acid moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Jasmonic acids

Alternative Parents

Not Available

Substituents

Not Available

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	742.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	2.36	ALOGPS
logP	2.41	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.71	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	58.56 m³·mol⁻¹	ChemAxon
Polarizability	22.93 Å³	ChemAxon
Number of Rings	1	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

HMDB0032797

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Jasmonic_acid

METLIN ID

Not Available

PubChem Compound

5281166

PDB ID

Not Available

ChEBI ID

18292

Good Scents ID

Not Available

References

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
Rossard S, Roblin G, Atanassova R: Ergosterol triggers characteristic elicitation steps in Beta vulgaris leaf tissues. J Exp Bot. 2010 Jun;61(6):1807-16. doi: 10.1093/jxb/erq047. Epub 2010 Mar 19. [PubMed:20304987 ]

Showing NP-Card for Jasmonic acid (NP0002774)

MOL for NP0002774 (Jasmonic acid)

3D MOL for NP0002774 (Jasmonic acid)

3D SDF for NP0002774 (Jasmonic acid)

3D-SDF for NP0002774 (Jasmonic acid)

PDB for NP0002774 (Jasmonic acid)

3D PDB for NP0002774 (Jasmonic acid)

SMILES for NP0002774 (Jasmonic acid)

INCHI for NP0002774 (Jasmonic acid)

Structure for NP0002774 (Jasmonic acid)

3D Structure for NP0002774 (Jasmonic acid)