3-Hexaprenyl-4-hydroxybenzoic acid (BioDeep_00000009452)
Secondary id: BioDeep_00001872167
human metabolite Endogenous
代谢物信息卡片
化学式: C37H54O3 (546.4073)
中文名称:
谱图信息:
最多检出来源 Homo sapiens(blood) 27.99%
分子结构信息
SMILES: CC(=CCCC(=CCCC(=CCCC(=CCCC(=CCCC(=CCC1=C(C=CC(=C1)C(=O)O)O)C)C)C)C)C)C
InChI: InChI=1S/C37H54O3/c1-28(2)13-8-14-29(3)15-9-16-30(4)17-10-18-31(5)19-11-20-32(6)21-12-22-33(7)23-24-34-27-35(37(39)40)25-26-36(34)38/h13,15,17,19,21,23,25-27,38H,8-12,14,16,18,20,22,24H2,1-7H3,(H,39,40)/b29-15+,30-17+,31-19+,32-21+,33-23+
描述信息
3-hexaprenyl-4-hydroxybenzoic acid is a member of the class of compounds known as polyprenylphenols. Polyprenylphenols are compounds containing a polyisoprene chain attached to a phenol group. Thus, 3-hexaprenyl-4-hydroxybenzoic acid is considered to be a quinone lipid molecule. 3-hexaprenyl-4-hydroxybenzoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 3-hexaprenyl-4-hydroxybenzoic acid can be found in a number of food items such as grass pea, pine nut, muskmelon, and white mustard, which makes 3-hexaprenyl-4-hydroxybenzoic acid a potential biomarker for the consumption of these food products. 3-hexaprenyl-4-hydroxybenzoic acid exists in all eukaryotes, ranging from yeast to humans. In humans, 3-hexaprenyl-4-hydroxybenzoic acid is involved in the ubiquinone biosynthesis.
3-hexaprenyl-4-hydroxybenzoate is an intermediate in ubiquinone biosynthesis and is produced from 4-hydroxybenzoate by the enzyme 4-hydroxybenzoate hexaprenyltransferase.
同义名列表
9 个代谢物同义名
3-[(2E,6E,10E,14E,18E)-3,7,11,15,19,23-hexamethyltetracosa-2,6,10,14,18,22-hexaen-1-yl]-4-hydroxybenzoic acid; all-trans-3-(3,7,11,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-4-hydroxybenzoic acid; (all-e)-3-(3,7,11,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-4-hydroxybenzoic acid; all-trans-3-(3,7,11,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-4-hydroxybenzoate; (all-e)-3-(3,7,11,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-4-hydroxybenzoate; 3-(3,7,11,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-4-hydroxy-benzoic acid; 3-(3,7,11,15,19,23-Hexamethyl-2,6,10,14,18,22-tetracosahexaenyl)-4-hydroxy-benzoate; 3-Hexaprenyl-4-hydroxybenzoic acid; 3-Hexaprenyl-4-hydroxybenzoate
数据库引用编号
14 个数据库交叉引用编号
- ChEBI: CHEBI:31116
- KEGG: C13425
- PubChem: 11954011
- PubChem: 128301
- HMDB: HMDB0006816
- Metlin: METLIN58554
- LipidMAPS: LMPR02010045
- foodb: FDB030426
- chemspider: 10128306
- CAS: 65848-03-5
- PMhub: MS000023237
- PubChem: 586167
- 3DMET: B04571
- NIKKAJI: J669.042D
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
7 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(7)
- Ubiquinone Biosynthesis:
3-Hexaprenyl-4,5-Dihydroxybenzoic acid + S-Adenosylmethionine ⟶ 3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid + S-Adenosylhomocysteine
- Ubiquinone Biosynthesis:
3-Hexaprenyl-4,5-Dihydroxybenzoic acid + S-Adenosylmethionine ⟶ 3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid + S-Adenosylhomocysteine
- Ubiquinone Biosynthesis:
3-Hexaprenyl-4,5-Dihydroxybenzoic acid + S-Adenosylmethionine ⟶ 3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid + S-Adenosylhomocysteine
- Ubiquinone Biosynthesis:
3-Hexaprenyl-4,5-Dihydroxybenzoic acid + S-Adenosylmethionine ⟶ 3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid + S-Adenosylhomocysteine
- Ubiquinone Biosynthesis:
3-Hexaprenyl-4,5-Dihydroxybenzoic acid + S-Adenosylmethionine ⟶ 3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid + S-Adenosylhomocysteine
- Ubiquinone Biosynthesis:
3-Hexaprenyl-4,5-Dihydroxybenzoic acid + S-Adenosylmethionine ⟶ 3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid + S-Adenosylhomocysteine
- Ubiquinone Biosynthesis:
3-Hexaprenyl-4,5-Dihydroxybenzoic acid + S-Adenosylmethionine ⟶ 3-Hexaprenyl-4-hydroxy-5-methoxybenzoic acid + S-Adenosylhomocysteine
PharmGKB(0)
1 个相关的物种来源信息
在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有:
- PubMed: 来源于PubMed文献库中的文献信息,我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表,这个列表按照代谢物同时出现的文献数量降序排序,取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
- NCBI Taxonomy: 通过文献数据挖掘,得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序,取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
- Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
- Chemical Reaction: 在化学反应过程中,存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。
点击图上的相关代谢物的名称,可以跳转到相关代谢物的信息页面。
亚细胞结构定位 | 关联基因列表 | |
---|---|---|
Peripheral membrane protein | 4 | COQ3, COQ5, COQ6, COQ7 |
Nucleus | 1 | COQ7 |
Multi-pass membrane protein | 1 | MT-CYB |
Golgi apparatus | 1 | COQ6 |
mitochondrial inner membrane | 6 | COQ3, COQ4, COQ5, COQ6, COQ7, MT-CYB |
Membrane | 2 | COQ7, MT-CYB |
mitochondrion | 6 | COQ3, COQ4, COQ5, COQ6, COQ7, MT-CYB |
protein-containing complex | 2 | COQ4, COQ5 |
mitochondrial matrix | 1 | COQ5 |
Mitochondrion inner membrane | 5 | COQ3, COQ5, COQ6, COQ7, MT-CYB |
Matrix side | 4 | COQ3, COQ5, COQ6, COQ7 |
cell projection | 1 | COQ6 |
Chromosome | 1 | COQ7 |
respiratory chain complex III | 1 | MT-CYB |
ubiquinone biosynthesis complex | 5 | COQ3, COQ4, COQ5, COQ6, COQ7 |
extrinsic component of mitochondrial inner membrane | 5 | COQ3, COQ4, COQ5, COQ6, COQ7 |
文献列表
- Peter Gin, Adam Y Hsu, Steven C Rothman, Tanya Jonassen, Peter T Lee, Alexander Tzagoloff, Catherine F Clarke. The Saccharomyces cerevisiae COQ6 gene encodes a mitochondrial flavin-dependent monooxygenase required for coenzyme Q biosynthesis.
The Journal of biological chemistry.
2003 Jul; 278(28):25308-16. doi:
10.1074/jbc.m303234200
. [PMID: 12721307] - W W Poon, T Q Do, B N Marbois, C F Clarke. Sensitivity to treatment with polyunsaturated fatty acids is a general characteristic of the ubiquinone-deficient yeast coq mutants.
Molecular aspects of medicine.
1997; 18 Suppl(?):S121-7. doi:
10.1016/s0098-2997(97)00004-6
. [PMID: 9266513] - W W Poon, B N Marbois, K F Faull, C F Clarke. 3-Hexaprenyl-4-hydroxybenzoic acid forms a predominant intermediate pool in ubiquinone biosynthesis in Saccharomyces cerevisiae.
Archives of biochemistry and biophysics.
1995 Jul; 320(2):305-14. doi:
10.1016/0003-9861(95)90014-4
. [PMID: 7625838]