{
    "accession": "MITE0000016",
    "status": "active",
    "changelog": [
        {
            "version": "1",
            "date": "2024-07-30",
            "contributors": [
                "0000-0003-3002-6458",
                "0000-0002-9747-3423"
            ],
            "reviewers": [
                "0000-0001-6534-6609"
            ],
            "comment": "Initial entry. Reviewer 1 reworked reaction SMARTS and SMILES by removing partial balancing, partial stereochemistry to make RDKit-compatible."
        },
        {
            "version": "2",
            "date": "2025-07-25",
            "contributors": [
                "AAAAAAAAAAAAAAAAAAAAAAAA"
            ],
            "reviewers": [
                "0000-0001-6534-6609"
            ],
            "comment": "Added cofactor information"
        }
    ],
    "enzyme": {
        "name": "MtmOIV",
        "description": "Oxygenase",
        "references": [
            "doi:10.1021/ja055750t"
        ],
        "databaseIds": {
            "uniprot": "Q194P4",
            "genpept": "CAK50794.2",
            "mibig": "BGC0000247"
        },
        "cofactors": {
            "organic": [
                "FAD"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Decarboxylation"
            ],
            "reactionSMARTS": "[#6:1]-[#8:2]-[#6:3](-[#6:11]1-[#6:47](-[#6](-[#8])=[#8])(-[#8:48]-[#6:49]2-[#8:76]-[#6:74](-[#6:75])-[#6:72](-[#8:73])-[#6:51](-[#8:52]-[#6:53]3-[#8:71]-[#6:69](-[#6:70])-[#6:67](-[#8:68])-[#6:55](-[#8:56]-[#6:57]4-[#8:66]-[#6:64](-[#6:65])-[#6:62](-[#8:63])-[#6:59](-[#8:61])(-[#6:60])-[#6:58]-4)-[#6:54]-3)-[#6:50]-2)-[#6:45](=[#8:46])-[#6:44]2:[#6:13](:[#6:14]:[#6:15]3:[#6:41](:[#6:42]:2-[#8:43]):[#6:39](-[#8:40]):[#6:37](-[#6:38]):[#6:17](-[#8:18]-[#6:19]2-[#8:36]-[#6:34](-[#6:35])-[#6:32](-[#8:33])-[#6:21](-[#8:22]-[#6:23]4-[#8:31]-[#6:29](-[#6:30])-[#6:27](-[#8:28])-[#6:25](-[#8:26])-[#6:24]-4)-[#6:20]-2):[#6:16]:3)-[#6:12]-1)-[#6:4](-[#6:6](-[#6:8](=[#8:10])-[#6:9])-[#8:7])=[#8:5]>>[#6:1]-[#8:2]-[#6:3](-[#6:11]1-[#6:47](-[#8:48]-[#6:49]2-[#8:76]-[#6:74](-[#6:75])-[#6:72](-[#8:73])-[#6:51](-[#8:52]-[#6:53]3-[#8:71]-[#6:69](-[#6:70])-[#6:67](-[#8:68])-[#6:55](-[#8:56]-[#6:57]4-[#8:66]-[#6:64](-[#6:65])-[#6:62](-[#8:63])-[#6:59](-[#8:61])(-[#6:60])-[#6:58]-4)-[#6:54]-3)-[#6:50]-2)-[#6:45](=[#8:46])-[#6:44]2:[#6:13](:[#6:14]:[#6:15]3:[#6:41](:[#6:42]:2-[#8:43]):[#6:39](-[#8:40]):[#6:37](-[#6:38]):[#6:17](-[#8:18]-[#6:19]2-[#8:36]-[#6:34](-[#6:35])-[#6:32](-[#8:33])-[#6:21](-[#8:22]-[#6:23]4-[#8:31]-[#6:29](-[#6:30])-[#6:27](-[#8:28])-[#6:25](-[#8:26])-[#6:24]-4)-[#6:20]-2):[#6:16]:3)-[#6:12]-1)-[#6:4](-[#6:6](-[#6:8](=[#8:10])-[#6:9])-[#8:7])=[#8:5]",
            "reactions": [
                {
                    "substrate": "COC(C(=O)C(O)C(C)=O)C1Cc2cc3cc(OC4CC(OC5CC(O)C(O)C(C)O5)C(O)C(C)O4)c(C)c(O)c3c(O)c2C(=O)C1(OC1CC(OC2CC(OC3CC(C)(O)C(O)C(C)O3)C(O)C(C)O2)C(O)C(C)O1)C(=O)O",
                    "products": [
                        "COC(C(=O)C(O)C(C)=O)C1Cc2cc3cc(OC4CC(OC5CC(O)C(O)C(C)O5)C(O)C(C)O4)c(C)c(O)c3c(O)c2C(=O)C1OC1CC(OC2CC(OC3CC(C)(O)C(O)C(C)O3)C(O)C(C)O2)C(O)C(C)O1"
                    ],
                    "isIntermediate": true
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1021/ja055750t"
                ]
            }
        },
        {
            "tailoring": [
                "Oxidation"
            ],
            "reactionSMARTS": "[#6:1]-[#8:2]-[#6:3]1-[#6:78]2-[#6:13](-[#6:43](-[#6:45]3:[#6:75](-[#8:76]):[#6:74]4:[#6:48](:[#6:49]:[#6:50](:[#6:70](:[#6:72]:4-[#8:73])-[#6:71])-[#8:51]-[#6:52]4-[#8:69]-[#6:67](-[#6:68])-[#6:65](-[#8:66])-[#6:54](-[#8:55]-[#6:56]5-[#8:64]-[#6:62](-[#6:63])-[#6:60](-[#8:61])-[#6:58](-[#8:59])-[#6:57]-5)-[#6:53]-4):[#6:47]:[#6:46]:3-[#6:77]-2)=[#8:44])(-[#8:14]-[#6:15]2-[#8:42]-[#6:40](-[#6:41])-[#6:38](-[#8:39])-[#6:17](-[#8:18]-[#6:19]3-[#8:37]-[#6:35](-[#6:36])-[#6:33](-[#8:34])-[#6:21](-[#8:22]-[#6:23]4-[#8:32]-[#6:30](-[#6:31])-[#6:28](-[#8:29])-[#6:25](-[#8:27])(-[#6:26])-[#6:24]-4)-[#6:20]-3)-[#6:16]-2)-[#6:11](=[#8:12])-[#8:10]-[#6:6](-[#6:7](=[#8:9])-[#6:8])=[#6:4]-1-[#8:5]>>[#6:1]-[#8:2]-[#6:3](-[#6:78]1-[#6:13](-[#6:11](-[#8:10])=[#8:12])(-[#8:14]-[#6:15]2-[#8:42]-[#6:40](-[#6:41])-[#6:38](-[#8:39])-[#6:17](-[#8:18]-[#6:19]3-[#8:37]-[#6:35](-[#6:36])-[#6:33](-[#8:34])-[#6:21](-[#8:22]-[#6:23]4-[#8:32]-[#6:30](-[#6:31])-[#6:28](-[#8:29])-[#6:25](-[#8:27])(-[#6:26])-[#6:24]-4)-[#6:20]-3)-[#6:16]-2)-[#6:43](=[#8:44])-[#6:45]2:[#6:46](:[#6:47]:[#6:48]3:[#6:74](:[#6:75]:2-[#8:76]):[#6:72](-[#8:73]):[#6:70](-[#6:71]):[#6:50](-[#8:51]-[#6:52]2-[#8:69]-[#6:67](-[#6:68])-[#6:65](-[#8:66])-[#6:54](-[#8:55]-[#6:56]4-[#8:64]-[#6:62](-[#6:63])-[#6:60](-[#8:61])-[#6:58](-[#8:59])-[#6:57]-4)-[#6:53]-2):[#6:49]:3)-[#6:77]-1)-[#6:4](-[#6:6](-[#6:7](=[#8:9])-[#6:8])-[#8])=[#8:5]",
            "reactions": [
                {
                    "substrate": "COC1C(O)=C(C(C)=O)OC(=O)C2(OC3CC(OC4CC(OC5CC(C)(O)C(O)C(C)O5)C(O)C(C)O4)C(O)C(C)O3)C(=O)c3c(cc4cc(OC5CC(OC6CC(O)C(O)C(C)O6)C(O)C(C)O5)c(C)c(O)c4c3O)CC12",
                    "products": [
                        "COC(C(=O)C(O)C(C)=O)C1Cc2cc3cc(OC4CC(OC5CC(O)C(O)C(C)O5)C(O)C(C)O4)c(C)c(O)c3c(O)c2C(=O)C1(OC1CC(OC2CC(OC3CC(C)(O)C(O)C(C)O3)C(O)C(C)O2)C(O)C(C)O1)C(=O)O"
                    ],
                    "isIntermediate": true
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1021/ja055750t"
                ]
            }
        },
        {
            "tailoring": [
                "Oxidation"
            ],
            "reactionSMARTS": "[#6:1]-[#8:2]-[#6:3]1-[#6:77]2-[#6:12](-[#6:42](-[#6:44]3:[#6:74](-[#8:75]):[#6:73]4:[#6:47](:[#6:48]:[#6:49](:[#6:69](:[#6:71]:4-[#8:72])-[#6:70])-[#8:50]-[#6:51]4-[#8:68]-[#6:66](-[#6:67])-[#6:64](-[#8:65])-[#6:53](-[#8:54]-[#6:55]5-[#8:63]-[#6:61](-[#6:62])-[#6:59](-[#8:60])-[#6:57](-[#8:58])-[#6:56]-5)-[#6:52]-4):[#6:46]:[#6:45]:3-[#6:76]-2)=[#8:43])(-[#8:13]-[#6:14]2-[#8:41]-[#6:39](-[#6:40])-[#6:37](-[#8:38])-[#6:16](-[#8:17]-[#6:18]3-[#8:36]-[#6:34](-[#6:35])-[#6:32](-[#8:33])-[#6:20](-[#8:21]-[#6:22]4-[#8:31]-[#6:29](-[#6:30])-[#6:27](-[#8:28])-[#6:24](-[#8:26])(-[#6:25])-[#6:23]-4)-[#6:19]-3)-[#6:15]-2)-[#6:10](=[#8:11])-[#6:6](-[#6:7](=[#8:9])-[#6:8])=[#6:4]-1-[#8:5]>>[#6:1]-[#8:2]-[#6:3]1-[#6:77]2-[#6:12](-[#6:42](-[#6:44]3:[#6:74](-[#8:75]):[#6:73]4:[#6:47](:[#6:48]:[#6:49](:[#6:69](:[#6:71]:4-[#8:72])-[#6:70])-[#8:50]-[#6:51]4-[#8:68]-[#6:66](-[#6:67])-[#6:64](-[#8:65])-[#6:53](-[#8:54]-[#6:55]5-[#8:63]-[#6:61](-[#6:62])-[#6:59](-[#8:60])-[#6:57](-[#8:58])-[#6:56]-5)-[#6:52]-4):[#6:46]:[#6:45]:3-[#6:76]-2)=[#8:43])(-[#8:13]-[#6:14]2-[#8:41]-[#6:39](-[#6:40])-[#6:37](-[#8:38])-[#6:16](-[#8:17]-[#6:18]3-[#8:36]-[#6:34](-[#6:35])-[#6:32](-[#8:33])-[#6:20](-[#8:21]-[#6:22]4-[#8:31]-[#6:29](-[#6:30])-[#6:27](-[#8:28])-[#6:24](-[#8:26])(-[#6:25])-[#6:23]-4)-[#6:19]-3)-[#6:15]-2)-[#6:10](=[#8:11])-[#8]-[#6:6](-[#6:7](=[#8:9])-[#6:8])=[#6:4]-1-[#8:5]",
            "reactions": [
                {
                    "substrate": "COC1C(O)=C(C(C)=O)C(=O)C2(OC3CC(OC4CC(OC5CC(C)(O)C(O)C(C)O5)C(O)C(C)O4)C(O)C(C)O3)C(=O)c3c(cc4cc(OC5CC(OC6CC(O)C(O)C(C)O6)C(O)C(C)O5)c(C)c(O)c4c3O)CC12",
                    "products": [
                        "COC1C(O)=C(C(C)=O)OC(=O)C2(OC3CC(OC4CC(OC5CC(C)(O)C(O)C(C)O5)C(O)C(C)O4)C(O)C(C)O3)C(=O)c3c(cc4cc(OC5CC(OC6CC(O)C(O)C(C)O6)C(O)C(C)O5)c(C)c(O)c4c3O)CC12"
                    ],
                    "isIntermediate": true
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.1021/ja055750t"
                ]
            }
        }
    ]
}