Gamma-Caprolactone (BioDeep_00000017716)
Secondary id: BioDeep_00000405579, BioDeep_00000604198, BioDeep_00000871733
human metabolite PANOMIX_OTCML-2023 Endogenous
代谢物信息卡片
化学式: C6H10O2 (114.0681)
中文名称: 丙位己内酯, γ-己内酯
谱图信息:
最多检出来源 Homo sapiens(feces) 67.69%
分子结构信息
SMILES: C1CC(CC)OC1=O
InChI: InChI=1S/C6H10O2/c1-2-5-3-4-6(7)8-5/h5H,2-4H2,1H3
描述信息
Gamma-Caprolactone, also known as 4-ethyl-4-butanolide or 4-hexanolide, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom. Thus, Gamma-caprolactone is considered to be a fatty ester lipid molecule. Gamma-Caprolactone is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Gamma-Caprolactone exists in all eukaryotes, ranging from yeast to humans. Outside of the human body, Gamma-caprolactone has been detected, but not quantified in several different foods, such as potato, cereals and cereal products, pomes, alcoholic beverages, and fruits. It is occasionally found as a volatile component of human urine. In some cases differences up to an order of magnitude are observed. It has been also found in the polar fraction of human blood.
Gamma-caprolactone is a gamma-lactone that is oxolan-2-one substituted by an ethyl group at position 5. It has a role as a human blood serum metabolite.
gamma-Caprolactone is a natural product found in Psidium guajava, Polygala senega, and other organisms with data available.
4-Hexanolide is a metabolite found in or produced by Saccharomyces cerevisiae.
A gamma-lactone that is oxolan-2-one substituted by an ethyl group at position 5.
γ-Hexalactone is a gamma-lactone found in ripe fruits. γ-Hexalactone induces DNA damage and acts a substrate of paraoxonase 1 (PON1)[1][2][3].
γ-Hexalactone is a gamma-lactone found in ripe fruits. γ-Hexalactone induces DNA damage and acts a substrate of paraoxonase 1 (PON1)[1][2][3].
同义名列表
77 个代谢物同义名
gamma-Ethyl-gamma-butyrolactone, gamma-Caprolactone; gamma-Caprolactone, Vetec(TM) reagent grade, 98\\%; 5-17-09-00040 (Beilstein Handbook Reference); Hexanoic acid, 4-hydroxy-, .gamma.-lactone; (+/-)-.GAMMA.-ETHYL-.GAMMA.-BUTYROLACTONE; Hexanoic acid, 4-hydroxy-, gamma-lactone; gamma-Hexalactone, analytical standard; 4-Ethyl-4-hydroxybutanoic acid lactone; 4-ethylbutanolide (gamma-hexalactone); 4-hydroxy-Hexanoic acid gamma-lactone; gamma-Hexalactone, natural, 97\\%, FG; .gamma.-Ethyl-.gamma.-butyrolactone; gamma-Hexalactone, >=98\\%, FCC, FG; Hexanoic acid, 4-hydroxy-, lactone; 5-Ethyldihydro-2(3H)-furanone #; gamma-Ethyl-gamma-butyrolactone; 4-hydroxy-Hexanoic acid lactone; 2(3H)-Furanone, 5-ethyldihydro-; Dihydro-5-ethyl-2(3H)-furanone; Hexanoic acid, .gamma.-lactone; 4-Hydroxyhexanoic acid lactone; 5-ETHYLDIHYDRO-2(3H)-FURANONE; .gamma.-Ethyl-n-butyrolactone; 5-Ethyldihydrofuran-2(3H)-one; 5-Ethyltetrahydro-2-furanone; gamma-Ethyl-n-butyrolactone; 5-Ethyl-dihydro-furan-2-one; (+/-)-4-ETHYLBUTYROLACTONE; 4-Hydroxyhexanoate lactone; .GAMMA.-HEXALACTONE [FHFI]; .gamma.-Ethylbutyrolactone; GAMMA-CAPROLACTONE [INCI]; (+/-)-.GAMMA.-HEXALACTONE; gamma-Ethylbutyrolactone; gamma-Caprolactone, 98\\%; 4-hydroxy-hexanoic acid; GAMMA-HEXALACTONE [FCC]; Γ-ethyl-N-butyrolactone; g-Ethyl-N-butyrolactone; 4-Hydroxyhexanoic acid; .GAMMA.-CAPROLACTONE-; .gamma.-Hexanolactone; 4-Ethyl-4-butanolide; g-Ethylbutyrolactone; .gamma.-Caprolactone; Γ-ethylbutyrolactone; 5-ethyloxolan-2-one; gamma -Caprolactone; .gamma.-Hexalactone; 4-hydroxy-Hexanoate; gamma-Hexanolactone; gamma-Caprolactone; 4-Hydroxyhexanoate; gamma-Hexalactone; 4-Ethylbutanolide; |A-Caprolactone; g-Hexanolactone; Γ-hexanolactone; .GAMMA.-LACTONE; UNII-J16NAT1G41; γ-Caprolactone; Hexanolide-1,4; g-Caprolactone; 6-Caprolactone; γ-Hexalactone; Hexan-4-olide; -Hexalactone; hexa-4-olide; 4-hexanolide; Tox21_300875; J16NAT1G41; AI3-36655; Toukalide; Tonkalide; Frutinal; FA 6:1; gamma-Caprolactone
数据库引用编号
18 个数据库交叉引用编号
- ChEBI: CHEBI:85235
- PubChem: 12756
- HMDB: HMDB0003843
- ChEMBL: CHEMBL192458
- LipidMAPS: LMFA07040010
- MeSH: 4-hexanolide
- ChemIDplus: 0000695067
- KNApSAcK: C00053196
- foodb: FDB017640
- chemspider: 12232
- CAS: 63357-95-9
- CAS: 695-06-7
- medchemexpress: HY-W015892
- PMhub: MS000086975
- MetaboLights: MTBLC85235
- RefMet: gamma-Caprolactone
- LOTUS: LTS0135228
- wikidata: Q27158424
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 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(0)
PharmGKB(0)
12 个相关的物种来源信息
- 282714 - Achillea abrotanoides: 10.1016/0305-1978(92)90070-T
- 41067 - Aspergillus candidus: 10.1016/S0045-6535(99)00015-6
- 36050 - Fusarium poae: 10.1271/BBB1961.49.3227
- 49827 - Glycyrrhiza glabra: 10.1021/JF60214A042
- 3635 - Gossypium hirsutum: 10.1021/JF60200A011
- 9606 - Homo sapiens: -
- 29780 - Mangifera indica: 10.1021/JF00097A028
- 44586 - Panax Notoginseng (Burk.) F. H. Chen Ex C. Chow: -
- 33090 - Plants: -
- 174549 - Polygala senega: 10.1002/FFJ.2730100408
- 65409 - Scutellaria baicalensis: 10.1271/BBB1961.51.1449
- 78534 - Trigonella foenum-graecum: 10.3166/SDA.22.249-264
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 |
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文献列表
- Amélie Cirou, Aurélie Raffoux, Stéphanie Diallo, Xavier Latour, Yves Dessaux, Denis Faure. Gamma-caprolactone stimulates growth of quorum-quenching Rhodococcus populations in a large-scale hydroponic system for culturing Solanum tuberosum.
Research in microbiology.
2011 Nov; 162(9):945-50. doi:
10.1016/j.resmic.2011.01.010
. [PMID: 21288487] - Amélie Cirou, Stéphanie Diallo, Caroline Kurt, Xavier Latour, Denis Faure. Growth promotion of quorum-quenching bacteria in the rhizosphere of Solanum tuberosum.
Environmental microbiology.
2007 Jun; 9(6):1511-22. doi:
10.1111/j.1462-2920.2007.01270.x
. [PMID: 17504488] - Yuriko Ito, Kikue Kubota. Sensory evaluation of the synergism among odorants present in concentrations below their odor threshold in a Chinese jasmine green tea infusion.
Molecular nutrition & food research.
2005 Jan; 49(1):61-8. doi:
10.1002/mnfr.200400021
. [PMID: 15580663]