{
    "accession": "MITE0000150",
    "status": "active",
    "comment": "product found in vitro only",
    "changelog": [
        {
            "version": "1",
            "date": "2024-07-30",
            "contributors": [
                "0000-0003-3002-6458"
            ],
            "reviewers": [
                "0000-0001-6534-6609",
                "0000-0003-0443-9902"
            ],
            "comment": "Initial entry. Partially fixed. Reviewer fixed general aromaticity, validation still not passing. Reviewer two fixed reaction 2 (duplicate reaction SMARTS with erroneous product) and replaced it with the reaction SMARTS described in the referenced publication."
        },
        {
            "version": "2",
            "date": "2025-07-25",
            "contributors": [
                "AAAAAAAAAAAAAAAAAAAAAAAA"
            ],
            "reviewers": [
                "0000-0001-6534-6609"
            ],
            "comment": "Added cofactor information"
        }
    ],
    "enzyme": {
        "name": "CYP158C1",
        "description": "Cytochrome P450",
        "references": [
            "doi:10.3762/bjoc.18.113"
        ],
        "databaseIds": {
            "uniprot": "F8K0I8",
            "genpept": "AEW97391.1"
        },
        "cofactors": {
            "inorganic": [
                "Fe"
            ],
            "organic": [
                "Heme"
            ]
        }
    },
    "reactions": [
        {
            "tailoring": [
                "Biaryl bond formation"
            ],
            "reactionSMARTS": "[#8:1]-[c:2]1[c:3][c:4][c:5]([c:6][c:7]1)-[c:8]1[c:9][o:10][c:11]2[c:12][c:13](-[#8:14])[c:15][c:16][c:17]2[c:18]1=[O:19]>>[#8:1]-[c:2]1[c:3][c:4][c:5]([c:6][c:7]1)-[c:8]1[c:9][o:10][c:11]2[c:17]([c:15](-[#8:16])[c:14][c:13][c:12]2[c:18]1=[O:19])-[c]1[c][c]([c][c][c]1-[#8])-[c]1[c][o][c]2[c][c](-[#8])[c][c][c]2[c]1=[O]",
            "reactions": [
                {
                    "substrate": "O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12",
                    "products": [
                        "O=c1c(-c2ccc(O)c(-c3c(O)ccc4c(=O)c(-c5ccc(O)cc5)coc34)c2)coc2cc(O)ccc12"
                    ],
                    "isIntermediate": false
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "In vitro assay"
                ],
                "references": [
                    "doi:10.3762/bjoc.18.113"
                ]
            }
        },
        {
            "tailoring": [
                "Biaryl bond formation"
            ],
            "description": "Second reaction, leading to an alternative flavonoid dimerization.",
            "reactionSMARTS": "[#8:1]=[#6:2]1:[#6:19]2:[#6:13](:[#6:14]:[#6:15](:[#6:17]:[#6:18]:2)-[#8:16]):[#8:12]:[#6:11]:[#6:3]:1-[#6:4]1:[#6:10]:[#6:9]:[#6:7](-[#8:8]):[#6:6]:[#6:5]:1>>[#8:1]=[#6:2]1:[#6:3](-[#6:4]2:[#6:10]:[#6:9]:[#6:7](-[#8:8]):[#6:6](-[#6]3:[#6]:[#6](:[#6]:[#6]:[#6]:3-[#8])-[#6]3:[#6](:[#6]4:[#6]:[#6]:[#6](-[#8]):[#6]:[#6]:4:[#8]:[#6]:3)=[#8]):[#6:5]:2):[#6:11]:[#8:12]:[#6:13]2:[#6:14]:[#6:15](-[#8:16]):[#6:17]:[#6:18]:[#6:19]:1:2",
            "reactions": [
                {
                    "substrate": "O=c1c(-c2ccc(O)cc2)coc2cc(O)ccc12",
                    "products": [
                        "O=c1c(-c2ccc(O)c(-c3cc(-c4coc5cc(O)ccc5c4=O)ccc3O)c2)coc2cc(O)ccc12"
                    ],
                    "isIntermediate": false
                }
            ],
            "evidence": {
                "evidenceCode": [
                    "In vitro assay",
                    "Heterologous expression"
                ],
                "references": [
                    "doi:10.3762/bjoc.18.113"
                ]
            }
        }
    ]
}