{
  "schemaVersion": 1,
  "publisher": "Jersey Publishers",
  "credit": "WWW.JERSEYPUBLISHERS.COM",
  "source": "PubChem / NCBI",
  "retrievedAt": "2026-10-05",
  "scope": "Educational computed depiction. Not a chemical handling protocol, dose recommendation, or clinical advice.",
  "compound": {
    "id": "jasmonic-acid",
    "cid": 5281166,
    "name": "Jasmonic acid",
    "shortName": "JA",
    "sourceId": "pubchem-ja",
    "tagline": "A twelve-carbon plant signaling molecule.",
    "role": "Jasmonic acid belongs to the jasmonate family of plant oxylipins. Plant enzymes can modify this acid into compounds with different signaling roles.",
    "stereochemistry": "This model is the neutral (1R,2R), (Z)-side-chain stereoisomer in PubChem CID 5281166. Natural synthesis initially produces (+)-7-iso-JA, with a different ring configuration. These forms must not be treated as one interchangeable structure.",
    "stereochemistryShort": "Selected model: (1R,2R), (Z), neutral JA.",
    "ringAtomIds": [
      4,
      5,
      6,
      7,
      8
    ],
    "features": [
      {
        "id": "ring",
        "name": "Five-carbon ring",
        "atomIds": [
          4,
          5,
          6,
          7,
          8
        ],
        "description": "The cyclopentanone scaffold contains five ring carbons. The carbonyl oxygen is attached to one of them."
      },
      {
        "id": "ketone",
        "name": "Ring ketone",
        "atomIds": [
          1,
          8
        ],
        "description": "A carbon-oxygen double bond forms the ketone on the ring."
      },
      {
        "id": "acid",
        "name": "Carboxylic acid",
        "atomIds": [
          2,
          3,
          12,
          30
        ],
        "description": "The acid group distinguishes JA from its methyl ester. This download shows the neutral acid, not its deprotonated jasmonate ion."
      },
      {
        "id": "alkene",
        "name": "Z double bond",
        "atomIds": [
          11,
          13
        ],
        "description": "The side chain includes a carbon-carbon double bond with Z geometry. Bond rotation is restricted at this double bond."
      },
      {
        "id": "stereocenters",
        "name": "Two stereocenters",
        "atomIds": [
          4,
          5
        ],
        "description": "Two ring carbon stereocenters distinguish JA stereoisomers. The name and stereochemical identifiers specify the chosen form."
      }
    ],
    "relatedSourceIds": [
      "staswick-2004",
      "fonseca-2009",
      "seo-2001"
    ],
    "learningPoints": [
      "Jasmonate is a family name, not one universal molecule.",
      "Molecular mass describes a chemical entity. It is not a recommended dose.",
      "A structure identifier is essential when comparing studies that use different stereoisomers."
    ],
    "molecularFormula": "C12H18O3",
    "molecularWeight": 210.27,
    "molecularWeightUnit": "g/mol",
    "iupacName": "2-[(1R,2R)-3-oxo-2-[(Z)-pent-2-enyl]cyclopentyl]acetic acid",
    "isomericSmiles": "CC/C=C\\C[C@@H]1[C@H](CCC1=O)CC(=O)O",
    "connectivitySmiles": "CCC=CCC1C(CCC1=O)CC(=O)O",
    "inchi": "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",
    "inchiKey": "ZNJFBWYDHIGLCU-HWKXXFMVSA-N",
    "formalCharge": 0,
    "stereocenterCount": 2,
    "undefinedStereocenterCount": 0,
    "model": {
      "coordinateUnit": "angstrom",
      "representation": "One computed PubChem 3D conformer; not an experimental structure or guaranteed bound pose.",
      "conformerId": "0050958E00000001",
      "atomCount": 33,
      "heavyAtomCount": 15,
      "hydrogenCount": 18,
      "bondCount": 33,
      "atoms": [
        {
          "id": 1,
          "atomicNumber": 8,
          "element": "O",
          "x": 1.6783,
          "y": 2.1309,
          "z": 0.1601
        },
        {
          "id": 2,
          "atomicNumber": 8,
          "element": "O",
          "x": -4.5172,
          "y": -1.109,
          "z": 0.7588
        },
        {
          "id": 3,
          "atomicNumber": 8,
          "element": "O",
          "x": -3.6108,
          "y": -0.9779,
          "z": -1.3249
        },
        {
          "id": 4,
          "atomicNumber": 6,
          "element": "C",
          "x": -1.2097,
          "y": 0.0995,
          "z": -0.1134
        },
        {
          "id": 5,
          "atomicNumber": 6,
          "element": "C",
          "x": 0.0921,
          "y": 0.3616,
          "z": 0.662
        },
        {
          "id": 6,
          "atomicNumber": 6,
          "element": "C",
          "x": -1.7588,
          "y": 1.5032,
          "z": -0.3804
        },
        {
          "id": 7,
          "atomicNumber": 6,
          "element": "C",
          "x": -0.5345,
          "y": 2.3187,
          "z": -0.777
        },
        {
          "id": 8,
          "atomicNumber": 6,
          "element": "C",
          "x": 0.5541,
          "y": 1.6619,
          "z": 0.0332
        },
        {
          "id": 9,
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          "element": "C",
          "x": -2.1974,
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          "z": 0.6498
        },
        {
          "id": 10,
          "atomicNumber": 6,
          "element": "C",
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        },
        {
          "id": 11,
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        },
        {
          "id": 12,
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          "z": -0.1099
        },
        {
          "id": 13,
          "atomicNumber": 6,
          "element": "C",
          "x": 3.5911,
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          "z": 0.63
        },
        {
          "id": 14,
          "atomicNumber": 6,
          "element": "C",
          "x": 3.8054,
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        },
        {
          "id": 15,
          "atomicNumber": 6,
          "element": "C",
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        {
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        {
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        {
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      "bonds": [
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          "order": 2
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        {
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        {
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        },
        {
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          "order": 1
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      ],
      "stereo": [
        {
          "tetrahedral": {
            "center": 4,
            "above": 5,
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            "parity": 2,
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        },
        {
          "tetrahedral": {
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        },
        {
          "planar": {
            "left": 11,
            "ltop": 10,
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            "rtop": 14,
            "rbottom": 27,
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      "viewCenter": [
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      "bounds": {
        "x": [
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        "y": [
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        "z": [
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      }
    },
    "downloads": {
      "sdf": "jasmonic-acid-pubchem-3d.sdf",
      "json": "jasmonic-acid-3d.json"
    },
    "sourceUrls": {
      "summary": "https://pubchem.ncbi.nlm.nih.gov/compound/5281166",
      "json3d": "https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/cid/5281166/record/JSON?record_type=3d",
      "sdf3d": "https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/cid/5281166/record/SDF?record_type=3d",
      "properties": "https://pubchem.ncbi.nlm.nih.gov/rest/pug/compound/cid/5281166/property/MolecularFormula,MolecularWeight,IUPACName,IsomericSMILES,CanonicalSMILES,InChI,InChIKey/JSON"
    }
  }
}