{
    "accession": "MITE0000315",
    "status": "active",
    "comment": "Oxidation of syn-pimara-7,15-diene to, sequentially, syn-pimara-7,15-dien-19-ol, syn-pimara-7,15-dien-19-al, and syn-pimara-7,15-dien-19-oic acid. The same behavior with syn-stemod-13(17)-ene",
    "changelog": [
        {
            "version": "1",
            "date": "2026-04-13",
            "contributors": [
                "0000-0002-7239-6767"
            ],
            "reviewers": [
                "0000-0001-5863-7248",
                "0000-0001-6534-6609"
            ],
            "comment": "New entry. Reviewer 1 added \"hydroxylation \" and \"monooxygenation\" to tailoring reaction. Reviewer 2 generalized reaction to minimal common substructure and added second example."
        }
    ],
    "enzyme": {
        "name": "OsCYP99A3",
        "description": "9-beta-pimara-7,15-diene oxidase",
        "references": [
            "doi:10.1111/j.1365-313X.2010.04408.x"
        ],
        "databaseIds": {
            "uniprot": "Q0JF01"
        },
        "cofactors": {
            "organic": [
                "Heme"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Hydroxylation",
                "Monooxygenation",
                "Oxidation"
            ],
            "description": "Oxidation of primaradien/stemoden-oic acid core structure.",
            "reactionSMARTS": "[#6:1]1-[#6:2]~[#6:3]-[#6:4]-[#6:5]2-[#6:6](-[#6:7])(-[#6:8])-[#6:9]-[#6:10]-[#6:11]-[#6:12]-1-2-[#6:13]>>[#6:13]-[#6:12]12-[#6:1]-[#6:2]~[#6:3]-[#6:4]-[#6:5]-1-[#6:6](-[#6:8])(-[#6:7](=[#8])-[#8])-[#6:9]-[#6:10]-[#6:11]-2",
            "reactions": [
                {
                    "substrate": "C=CC1(C)CCC2C(=CCC3C(C)(C)CCCC23C)C1",
                    "products": [
                        "C=CC1(C)CCC2C(=CCC3C(C)(C(=O)O)CCCC23C)C1"
                    ],
                    "isIntermediate": true,
                    "description": "Oxidation of syn-pimara-7,15-diene to syn-pimara-7,15-dien-19-oic acid."
                },
                {
                    "substrate": "C=C1CCC23CC1CC2CCC1C3(C)CCCC1(C)C",
                    "products": [
                        "C=C1CCC23CC1CC2CCC1C3(C)CCCC1(C)C(=O)O"
                    ],
                    "isIntermediate": true,
                    "description": "Oxidation of syn-stemod-13(17)-ene to syn-stemod-13(17)-en-19-oic acid"
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression"
                ],
                "references": [
                    "doi:10.1111/j.1365-313X.2010.04408.x"
                ]
            },
            "databaseIds": {
                "ec": "1.14.14.111"
            }
        }
    ]
}