{
  "meta": {
    "disclaimer": "Do not rely on openFDA to make decisions regarding medical care. While we make every effort to ensure that data is accurate, you should assume all results are unvalidated. We may limit or otherwise restrict your access to the API in line with our Terms of Service.",
    "terms": "https://open.fda.gov/terms/",
    "license": "https://open.fda.gov/license/",
    "last_updated": "2025-09-19",
    "results": {
      "skip": 0,
      "limit": 1,
      "total": 1
    }
  },
  "results": [
    {
      "codes": [
        {
          "uuid": "4353e6d6-2893-46ad-bf1a-15c2b3b19227",
          "code": "128-50-7",
          "type": "PRIMARY",
          "url": "https://commonchemistry.cas.org/detail?cas_rn=128-50-7",
          "code_system": "CAS",
          "references": [
            "7d6b2bbb-2ed2-48de-b048-f65dd202c819",
            "293b2334-0626-43d1-be82-953dbf28d4a3"
          ]
        },
        {
          "uuid": "17b2eb52-ebcd-4c65-8057-f8633d871b65",
          "code": "10-HYDROXYMETHYLENE-2-PINENE",
          "comments": "JECFA|FUNCTIONAL CLASSIFICATION|Flavouring Agent",
          "type": "PRIMARY",
          "url": "http://apps.who.int/food-additives-contaminants-jecfa-database/chemical.aspx?chemID=5201",
          "code_system": "JECFA EVALUATION",
          "references": [
            "7d6b2bbb-2ed2-48de-b048-f65dd202c819"
          ]
        },
        {
          "uuid": "b2aa93d9-6337-4fb2-af3b-97d658707e89",
          "code": "204-890-3",
          "type": "PRIMARY",
          "url": "https://echa.europa.eu/substance-information/-/substanceinfo/100.004.447",
          "code_system": "ECHA (EC/EINECS)",
          "references": [
            "7d6b2bbb-2ed2-48de-b048-f65dd202c819"
          ]
        },
        {
          "uuid": "93d18742-bb4d-2e3a-ca9a-ac170c2387b4",
          "code": "DTXSID10861780",
          "type": "PRIMARY",
          "url": "https://comptox.epa.gov/dashboard/chemical/details/DTXSID10861780",
          "code_system": "EPA CompTox",
          "references": [
            "86adc50f-15b5-8390-cd31-ab26e8313f9a"
          ]
        },
        {
          "uuid": "3c8dcaca-9d77-4e4f-8e9b-0851bf300c06",
          "code": "m8041",
          "type": "PRIMARY",
          "url": "https://merckindex.rsc.org/monographs/m8041",
          "code_system": "MERCK INDEX",
          "references": [
            "70a93752-04be-ea94-1fed-879c8024f563"
          ]
        },
        {
          "uuid": "fb381bad-d1a5-4718-a23e-8e41c1c115f4",
          "code": "XK8HU7WJQC",
          "type": "PRIMARY",
          "code_system": "FDA UNII"
        },
        {
          "uuid": "f14cbfcb-e028-0bef-3cd3-6d5e977ab447",
          "code": "1284",
          "type": "PRIMARY",
          "url": "https://dtp.cancer.gov/dtpstandard/servlet/dwindex?searchtype=NSC&outputformat=html&searchlist=1284",
          "code_system": "NSC",
          "references": [
            "ea8db5a2-2f8f-314f-b3d5-1ae3aeb00507"
          ]
        },
        {
          "uuid": "b144ce87-a1ce-f4cc-cdb6-bf79ab583023",
          "code": "404962",
          "type": "PRIMARY",
          "url": "https://dtp.cancer.gov/dtpstandard/servlet/dwindex?searchtype=NSC&outputformat=html&searchlist=404962",
          "code_system": "NSC",
          "references": [
            "ea8db5a2-2f8f-314f-b3d5-1ae3aeb00507"
          ]
        },
        {
          "uuid": "7fae9707-4d57-c8fa-0665-abab86ae1d71",
          "code": "919",
          "type": "PRIMARY",
          "url": "https://www.fao.org/food/food-safety-quality/scientific-advice/jecfa/jecfa-flav/details/en/c/919/",
          "code_system": "JECFA MONOGRAPH",
          "references": [
            "46b93dac-de24-a725-5d6f-deb8145532c3"
          ]
        }
      ],
      "relationships": [
        {
          "uuid": "d8a74901-8f93-4f8d-8144-6585a528a272",
          "amount": {
            "uuid": "c540806a-85d6-4583-bf30-1b377f6817fe"
          },
          "type": "ENANTIOMER->RACEMATE",
          "related_substance": {
            "uuid": "44cc08cc-2fb4-4370-b340-b2b011b005dd",
            "refuuid": "a87cedff-3b6b-4d0d-b5e1-9e11a261165a",
            "name": "NOPOL, (-)-",
            "unii": "149HVE6X29",
            "linking_id": "149HVE6X29",
            "ref_pname": "NOPOL, (-)-"
          }
        }
      ],
      "substance_class": "chemical",
      "names": [
        {
          "uuid": "73d5b4fe-d5f3-4145-acb8-9cd614c3ae72",
          "name": "(±)-NOPOL",
          "stdName": "(+/-)-NOPOL",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "36876437-11c3-4dd1-95bc-5e05cab35f3e",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "b82705aa-1d3e-4434-ad8e-2b86a2ee7f5e",
          "name": "10-(HYDROXYMETHYL)-2-PINENE",
          "stdName": "10-(HYDROXYMETHYL)-2-PINENE",
          "type": "sys",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "021cbe20-97b8-4516-a746-f5dd695fed8f",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "20b58345-fa55-420b-9b1f-b8fb79797fb8",
          "name": "10-HYDROXYMETHYLENE-2-PINENE [FHFI]",
          "stdName": "10-HYDROXYMETHYLENE-2-PINENE [FHFI]",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "3eb44306-ddc7-4c26-a749-ee04f2d72582",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "a2bdafbd-5fff-4461-aabe-e630b68c928c",
          "name": "2-(6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-EN-2-YL)ETHANOL",
          "stdName": "2-(6,6-DIMETHYLBICYCLO(3.1.1)HEPT-2-EN-2-YL)ETHANOL",
          "type": "sys",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "021cbe20-97b8-4516-a746-f5dd695fed8f",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "7a2ed5ea-7270-4e6b-8369-17d8f40bbd8e",
          "name": "2-NORPINENE-2-ETHANOL, 6,6-DIMETHYL-",
          "stdName": "2-NORPINENE-2-ETHANOL, 6,6-DIMETHYL-",
          "type": "sys",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "021cbe20-97b8-4516-a746-f5dd695fed8f",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "75322c6a-ce55-41e8-9d99-a5f3bab0f44a",
          "name": "6,6-DIMETHYL-2-NORPINENE-2-ETHANOL",
          "stdName": "6,6-DIMETHYL-2-NORPINENE-2-ETHANOL",
          "type": "sys",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "021cbe20-97b8-4516-a746-f5dd695fed8f",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "fa315cef-1fc0-4cdc-ab79-574d44ed8e65",
          "name": "BICYCLO(3.1.1)HEPT-2-ENE-2-ETHANOL, 6,6-DIMETHYL-",
          "stdName": "BICYCLO(3.1.1)HEPT-2-ENE-2-ETHANOL, 6,6-DIMETHYL-",
          "type": "sys",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "021cbe20-97b8-4516-a746-f5dd695fed8f",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "f51352e0-5601-410b-a3e4-36540bac7a5e",
          "name": "FEMA NO. 3938",
          "stdName": "FEMA NO. 3938",
          "type": "cd",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "3eb44306-ddc7-4c26-a749-ee04f2d72582",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "75531dca-7057-46b2-9d9d-259def00cf0b",
          "name": "HOMOMYRTENOL",
          "stdName": "HOMOMYRTENOL",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "021cbe20-97b8-4516-a746-f5dd695fed8f",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "03460d84-96fd-4c85-8acf-e8a36dd96748",
          "name": "NOPOL RACEMATE [MI]",
          "stdName": "NOPOL RACEMATE [MI]",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "9adac7e8-ac5e-4c98-b342-077883e29689",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "3cff52f0-1a76-43df-89c9-a31bdee3562c",
          "name": "NOPOL, (±)-",
          "stdName": "NOPOL, (+/-)-",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "70317ab6-bc0e-4a1e-9ea7-05eecd514b6a",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": true
        },
        {
          "uuid": "ddc4fda2-c928-4c80-905a-158e6b5e80e8",
          "name": "NOPOL-(±)-",
          "stdName": "NOPOL-(+/-)-",
          "type": "cn",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "36876437-11c3-4dd1-95bc-5e05cab35f3e",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "38fdc8cb-d66a-4756-978b-d9900be6eb3f",
          "name": "NSC-1284",
          "stdName": "NSC-1284",
          "type": "cd",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "021cbe20-97b8-4516-a746-f5dd695fed8f",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        },
        {
          "uuid": "07274d50-a17f-42d0-a218-66e4732b8a99",
          "name": "NSC-404962",
          "stdName": "NSC-404962",
          "type": "cd",
          "languages": [
            "en"
          ],
          "preferred": false,
          "references": [
            "021cbe20-97b8-4516-a746-f5dd695fed8f",
            "1cb55610-ce31-4724-8b95-d458ceac2ae1"
          ],
          "display_name": false
        }
      ],
      "references": [
        {
          "uuid": "293b2334-0626-43d1-be82-953dbf28d4a3",
          "citation": "STN",
          "doc_type": "STN (SCIFINDER)",
          "public_domain": true
        },
        {
          "uuid": "36876437-11c3-4dd1-95bc-5e05cab35f3e",
          "citation": "FDA_SRS",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN",
            "PUBLIC_DOMAIN_RELEASE",
            "AUTO_SELECTED"
          ]
        },
        {
          "uuid": "1cb55610-ce31-4724-8b95-d458ceac2ae1",
          "citation": "CHEMID",
          "doc_type": "CHEMID",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "70317ab6-bc0e-4a1e-9ea7-05eecd514b6a",
          "citation": "CHEMID",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "021cbe20-97b8-4516-a746-f5dd695fed8f",
          "citation": "STN",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "3eb44306-ddc7-4c26-a749-ee04f2d72582",
          "citation": "FHFI",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "9adac7e8-ac5e-4c98-b342-077883e29689",
          "citation": "MERCK",
          "doc_type": "SRS",
          "public_domain": true,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "7d6b2bbb-2ed2-48de-b048-f65dd202c819",
          "citation": "SRS CODE IMPORT",
          "doc_type": "SRS",
          "public_domain": true,
          "document_date": 1493391303000,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "d64774b3-686c-4634-966f-94703d131e33",
          "citation": "SRS import [XK8HU7WJQC]",
          "url": "http://fdasis.nlm.nih.gov/srs/srsdirect.jsp?regno=XK8HU7WJQC",
          "doc_type": "SRS",
          "public_domain": true,
          "document_date": 1493391303000,
          "tags": [
            "NOMEN"
          ]
        },
        {
          "uuid": "70a93752-04be-ea94-1fed-879c8024f563",
          "citation": "MI",
          "doc_type": "MERCK INDEX",
          "public_domain": true,
          "tags": [
            "NOMEN",
            "PUBLIC_DOMAIN_RELEASE"
          ]
        },
        {
          "uuid": "ea8db5a2-2f8f-314f-b3d5-1ae3aeb00507",
          "citation": "NCI",
          "doc_type": "NCI DRUG DICTIONARY",
          "public_domain": true
        },
        {
          "uuid": "86adc50f-15b5-8390-cd31-ab26e8313f9a",
          "citation": "EPA CompTox",
          "doc_type": "EPA",
          "public_domain": true
        },
        {
          "uuid": "46b93dac-de24-a725-5d6f-deb8145532c3",
          "citation": "JECFA",
          "doc_type": "JECFA",
          "public_domain": true
        },
        {
          "uuid": "38e11d23-c97c-a8d1-c38e-e22316e88185",
          "citation": "PUBCHEM",
          "doc_type": "PUBCHEM",
          "public_domain": true
        }
      ],
      "definition_type": "PRIMARY",
      "moieties": [
        {
          "uuid": "313bd057-3c2d-5c88-36e9-891a46f5b748",
          "id": "313bd057-3c2d-5c88-36e9-891a46f5b748",
          "molfile": "\n  Marvin  01132102382D          \n\n 12 13  0  0  1  0            999 V2000\n   13.8825   -4.6638    0.0000 C   0  0  2  0  0  0  0  0  0  2  0  0\n   14.5970   -4.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   14.5970   -3.4264    0.0000 C   0  0  1  0  0  0  0  0  0  1  0  0\n   15.3115   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   16.0259   -3.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   16.7404   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   17.4549   -3.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n   15.3115   -4.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   14.5970   -5.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   13.8825   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   13.6004   -3.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   13.0701   -3.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n  1  2  1  1  0  0  0\n  1  9  1  0  0  0  0\n  1 10  1  0  0  0  0\n  3  2  1  1  0  0  0\n  3  4  1  0  0  0  0\n  3 10  1  0  0  0  0\n  5  4  1  0  0  0  0\n  4  8  2  0  0  0  0\n  5  6  1  0  0  0  0\n  6  7  1  0  0  0  0\n  8  9  1  0  0  0  0\n 10 11  1  0  0  0  0\n 10 12  1  0  0  0  0\nM  END",
          "smiles": "CC1(C)[C@H]2CC=C(CCO)[C@@H]1C2",
          "formula": "C11H18O",
          "atropisomerism": "No",
          "charge": 0,
          "count": 1,
          "stereochemistry": "ABSOLUTE",
          "count_amount": {
            "type": "MOL RATIO",
            "average": 1,
            "units": "MOL RATIO",
            "uuid": "a6cada79-4124-470c-971e-a7794739ab11"
          },
          "defined_stereo": 2,
          "ez_centers": 0,
          "molecular_weight": "166.2604",
          "optical_activity": "UNSPECIFIED",
          "stereo_centers": 2
        }
      ],
      "definition_level": "COMPLETE",
      "uuid": "a1f7e38a-8b95-4100-b71f-282f51768ecd",
      "version": "19",
      "structure": {
        "id": "43d13c17-ead2-476b-b408-2ebc4368e089",
        "molfile": "Bicyclo[3.1.1]hept-2-ene-2-ethanol, 6,6-dimethyl-, (1R,5S)-\n  Marvin  01132103342D          \n\n 12 13  0  0  0  0            999 V2000\n   16.0259   -3.4263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   16.7404   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   17.4549   -3.4263    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0\n   15.3115   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   14.5970   -3.4264    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0\n   13.8825   -3.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   13.6004   -3.0636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   13.0701   -3.9821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   13.8825   -4.6638    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0\n   14.5970   -5.0764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   15.3115   -4.6638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n   14.5970   -4.2514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0\n  1  2  1  0  0  0  0\n  2  3  1  0  0  0  0\n  1  4  1  0  0  0  0\n  4  5  1  0  0  0  0\n  5  6  1  0  0  0  0\n  6  7  1  0  0  0  0\n  6  8  1  0  0  0  0\n  6  9  1  0  0  0  0\n 10  9  1  0  0  0  0\n 11 10  1  0  0  0  0\n  4 11  2  0  0  0  0\n  9 12  1  1  0  0  0\n  5 12  1  1  0  0  0\nM  END",
        "smiles": "CC1(C)[C@H]2CC=C(CCO)[C@@H]1C2",
        "formula": "C11H18O",
        "atropisomerism": "No",
        "charge": 0,
        "count": 1,
        "stereochemistry": "RACEMIC",
        "defined_stereo": 2,
        "ez_centers": 0,
        "molecular_weight": "166.2604",
        "optical_activity": "( + / - )",
        "references": [
          "d64774b3-686c-4634-966f-94703d131e33",
          "021cbe20-97b8-4516-a746-f5dd695fed8f"
        ],
        "stereo_centers": 2
      },
      "unii": "XK8HU7WJQC"
    }
  ]
}