{
    "accession": "MITE0000161",
    "status": "active",
    "comment": "Previously referenced retired MIBiG ID BGC0003093.",
    "changelog": [
        {
            "version": "1",
            "date": "2024-07-30",
            "contributors": [
                "AAAAAAAAAAAAAAAAAAAAAAAA"
            ],
            "reviewers": [
                "0000-0003-0443-9902",
                "0000-0001-6534-6609"
            ],
            "comment": "Initial entry. Reviewer partially fixed reactionSMARTS:reactionSMARTS, validation still not passing. Reviewer 2 reworked reaction SMARTS numbering, replaced CXSMARTS with normal SMARTS, reaciont passes."
        },
        {
            "version": "2",
            "date": "2026-07-03",
            "contributors": [
                "AAAAAAAAAAAAAAAAAAAAAAAA"
            ],
            "reviewers": [
                "0000-0001-6534-6609"
            ],
            "comment": "Removed retired MIBIG ID."
        }
    ],
    "enzyme": {
        "name": "PhoK",
        "description": "Reductase",
        "references": [
            "doi:10.1021/acs.orglett.2c01050"
        ],
        "databaseIds": {
            "genpept": "UPG58740.1"
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Acetylation"
            ],
            "reactionSMARTS": "[#6:1]\\[#6@:2]1-[#6@@:20](\\[#8:21])-[#6@:17]2(/[#6:18]-[#8:19])-[#6:6](-[#6:7](-[#6:9]3:[#6:15](-[#8:16]-2):[#6:14]:[#6:13]:[#6:12]:[#6:10]:3-[#8:11])=[#8:8])=[#6:4](-[#8:5])-[#6:3]-1>>[#6:1]\\[#6@:2]1-[#6@@:20](\\[#8:21]-[#6](=[#8])-[#6])-[#6@:17]2(/[#6:18]-[#8:19]-[#6](=[#8])-[#6])-[#6:6](-[#6:7](-[#6:9]3:[#6:15](-[#8:16]-2):[#6:14]:[#6:13]:[#6:12]:[#6:10]:3-[#8:11])=[#8:8])=[#6:4](-[#8:5])-[#6:3]-1",
            "reactions": [
                {
                    "substrate": "C[C@@H]1CC(O)=C2C(=O)c3c(O)cccc3O[C@]2(CO)[C@@H]1O",
                    "products": [
                        "CC(=O)OC[C@]12Oc3cccc(O)c3C(=O)C1=C(O)C[C@@H](C)[C@H]2OC(C)=O"
                    ],
                    "isIntermediate": true
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression"
                ],
                "references": [
                    "doi:10.1021/acs.orglett.2c01050"
                ]
            }
        },
        {
            "tailoring": [
                "Reduction"
            ],
            "reactionSMARTS": "[#6:1]-[#6:2]1:[#6:8]:[#6:7]2-[#6:9](-[#6:11]3:[#6:17](-[#6:18](=[#8:19])-[#6:6]:2:[#6:4](-[#8:5]):[#6:3]:1):[#6:15](-[#8:16]):[#6:14]:[#6:13]:[#6:12]:3)=[#8:30]>>[#6:1]-[#6:2]1:[#6:8]:[#6:7]2-[#6:9](-[#6:11]3:[#6:17](-[#6:18](=[#8:19])-[#6:6]:2:[#6:4](-[#8:5]):[#6:3]:1):[#6:15](-[#8:16]):[#6:14]:[#6:13]:[#6:12]:3)-[#8]",
            "reactions": [
                {
                    "substrate": "Cc1cc(O)c2c(c1)C(=O)c1cccc(O)c1C2=O",
                    "products": [
                        "Cc1cc(O)c2c(c1)C(O)c1cccc(O)c1C2=O"
                    ],
                    "isIntermediate": true
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression"
                ],
                "references": [
                    "doi:10.1021/acs.orglett.2c01050"
                ]
            }
        },
        {
            "tailoring": [
                "Reduction"
            ],
            "reactionSMARTS": "[#6:1]-[#6:2]1:[#6:8]:[#6:7]2-[#6:9](-[#6:11]3:[#6:18](-[#6:19](=[#8:20])-[#6:6]:2:[#6:4](-[#8:5]):[#6:3]:1):[#6:16](-[#8:17]):[#6:15]:[#6:13](-[#8:14]):[#6:12]:3)=[#8:10]>>[#6:1]-[#6:2]1:[#6:8]:[#6:7]2-[c:9](=[c:11]3-[c:18](=[c:19](-[#8:20])-[#6:6]:2:[#6:4](-[#8:5]):[#6:3]:1)-[#6:16](=[#8:17])-[#6:15]=[#6:13](-[#8:14])-[#6:12]-3)-[#8:10]",
            "reactions": [
                {
                    "substrate": "Cc1cc(O)c2c(c1)C(=O)c1cc(O)cc(O)c1C2=O",
                    "products": [
                        "Cc1cc(O)c2c(O)c3c(c(O)c2c1)CC(O)=CC3=O"
                    ],
                    "isIntermediate": true
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "Heterologous expression"
                ],
                "references": [
                    "doi:10.1021/acs.orglett.2c01050"
                ]
            }
        }
    ]
}