Cuminyl alcohol (BioDeep_00000000992)

 

Secondary id: BioDeep_00000862734

human metabolite PANOMIX_OTCML-2023 Endogenous Antitumor activity Cytotoxicity


代谢物信息卡片


InChI=1/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3

化学式: C10H14O (150.1044594)
中文名称: 4-甲氧基苯甲醇, 4-异丙基苯甲醇
谱图信息: 最多检出来源 Homo sapiens(blood) 0.11%

分子结构信息

SMILES: c1(ccc(cc1)C(C)C)CO
InChI: InChI=1S/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3

描述信息

Cuminol or Cuminyl alcohol, also known as p-cumin-7-ol or 4-Isopropylbenzyl alcohol, belongs to the class of organic compounds known as aromatic monoterpenoids. These are monoterpenoids containing at least one aromatic ring. Monoterpenoids are terpenes that contain 10 carbon atoms and are comprised of two isoprene units. The biosynthesis of monoterpenes is known to occur mainly through the methyl-erythritol-phosphate (MEP) pathway in the plastids (PMID:7640522 ). Geranyl diphosphate (GPP) is a key intermediate in the biosynthesis of cyclic monoterpenes. GPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Cuminol is an extremely weak basic (essentially neutral) compound (based on its pKa). Cuminol is an alcohol derivative of p-Cymene. It exists as a clear, colorless liquid that is poorly soluble in water. Cuminol can be used as a food additive or as a cosmetic fragrance. It has a cumin, caraway or spicy, herbal aroma and a similar spicy, herbal or peppery taste. Cuminol is found naturally in a number of plants, spices and foods including cumin seed and cumin oils, caraway eucalyptus oils, thyme, sunflowers, tuermeric, guava fruit and other spices and essential oils. Cumin, a widely used spice, is known to have anti-diabetic properties and two of its phytochemicals: cuminol and cuminaldehyde appear to be among the most active components. Cuminol is a potent insulinotrophic molecule that can enhance insulin secretion by up to 4-fold (in rat islet cells) (PMID:23507295 ). It also exhibits strong beta-cell protective action (PMID:23507295 ).
4-isopropylbenzyl alcohol is a member of the class of benzyl alcohols in which the hydrogen at position 4 on the phenyl ring of benzyl alcohol has been replaced by an isopropyl group. It has a role as a fragrance, an insect repellent, a volatile oil component, a plant metabolite and a xenobiotic metabolite. It is a p-menthane monoterpenoid and a member of benzyl alcohols. It is functionally related to a p-cymene.
4-Isopropylbenzyl alcohol is a natural product found in Xylopia aromatica, Curcuma amada, and other organisms with data available.
Flavouring ingredient. Isolated from oils of Cuminum cyminum (cumin). Cuminyl alcohol is found in many foods, some of which are sweet bay, sunflower, cumin, and herbs and spices.
A member of the class of benzyl alcohols in which the hydrogen at position 4 on the phenyl ring of benzyl alcohol has been replaced by an isopropyl group.
4-Isopropylbenzyl alcohol is a chemical composition of the essential oils from the leaves and flowers of Camellia nitidissima. C. nitidissima possess multiple biological activities including antioxidant activity, anticancer activity, and cytotoxicity as well as inhibiting the formation of advanced glycation end-products[1].
4-Isopropylbenzyl alcohol is a chemical composition of the essential oils from the leaves and flowers of Camellia nitidissima. C. nitidissima possess multiple biological activities including antioxidant activity, anticancer activity, and cytotoxicity as well as inhibiting the formation of advanced glycation end-products[1].

同义名列表

44 个代谢物同义名

InChI=1/C10H14O/c1-8(2)10-5-3-9(7-11)4-6-10/h3-6,8,11H,7H2,1-2H3; 4-(1-Methylethyl)benzenemethanol, 9CI; 4-Isopropylbenzyl alcohol, >=97\\%, FG; Benzenemethanol, 4-(1-methylethyl)-; 4-(1-methylethyl)-benzenemethanol; 4-(1-methylethyl)benzene methanol; 4-(1-Methylethyl)benzenemethanol; P-ISOPROPYLBENZYL ALCOHOL [FHFI]; [4-(Propan-2-Yl)Phenyl]Methanol; 4-Isopropylbenzyl alcohol, 97\\%; (4-Isopropylphenyl)methanol #; (4-propan-2-ylphenyl)methanol; Benzyl alcohol, p-isopropyl-; (4-Isopropylphenyl)methanol; ISOPROPYLBENZYL ALCOHOL, P-; 4-Isopropyl benzyl alcohol; 4-isopropyl-benzyl alcohol; 4-ISOPROPYLBENZENEMETHANOL; p-ISOPROPYL BENZYL ALCOHOL; p-Isopropyl-Benzyl alcohol; OIGWAXDAPKFNCQ-UHFFFAOYSA-; p-Isopropylbenzyl alcohol; 4-Isopropylbenzyl alcohol; P-Mentha-1,3,5-trien-7-ol; Cuminol ( p-cymen-7-ol); CUMIC ALCOHOL [MI]; p-Cymen-7-ol, 8CI; cuminyl alcohol; para-cymen-7-ol; p-cumic alcohol; cuminic alcohol; WLN: Q1R DY1&1; Cuminylalcohol; CUMIN ALCOHOL; Cumic alcohol; p-cymene-7-ol; Cumyl alcohol; Tox21_302797; p-Cumin-7-ol; Tox21_202025; p-Cymen-7-ol; AI3-20440; FEMA 2933; cuminol



数据库引用编号

20 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(2)

PlantCyc(0)

代谢反应

3 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(3)

  • p-cymene degradation: p-cymene + H+ + O2 + a reduced ferredoxin [iron-sulfur] cluster ⟶ 4-isopropylbenzyl alcohol + H2O + an oxidized ferredoxin [iron-sulfur] cluster
  • p-cymene degradation to p-cumate: p-cymene + H+ + O2 + a reduced ferredoxin [iron-sulfur] cluster ⟶ 4-isopropylbenzyl alcohol + H2O + an oxidized ferredoxin [iron-sulfur] cluster
  • p-cymene degradation to p-cumate: p-cymene + H+ + NADH + O2 ⟶ p-cumic alcohol + H2O + NAD+

WikiPathways(0)

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

48 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。



文献列表

  • Mohd Sajid Ali, Md Tabish Rehman, Hamad A Al-Lohedan, Mohamed Fahad AlAjmi. Exploration of the binding between cuminol and bovine serum albumin through spectroscopic, molecular docking and molecular dynamics methods. Journal of biomolecular structure & dynamics. 2022; 40(22):12404-12412. doi: 10.1080/07391102.2021.1971560. [PMID: 34488560]
  • Iveta Bartoňková, Zdeněk Dvořák. Essential oils of culinary herbs and spices display agonist and antagonist activities at human aryl hydrocarbon receptor AhR. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association. 2018 Jan; 111(?):374-384. doi: 10.1016/j.fct.2017.11.049. [PMID: 29191726]
  • Swapnil B Patil, Shreehari S Takalikar, Madhav M Joglekar, Vivek S Haldavnekar, Akalpita U Arvindekar. Insulinotropic and β-cell protective action of cuminaldehyde, cuminol and an inhibitor isolated from Cuminum cyminum in streptozotocin-induced diabetic rats. The British journal of nutrition. 2013 Oct; 110(8):1434-43. doi: 10.1017/s0007114513000627. [PMID: 23507295]
  • Mansouria Souria Bendeddouche, Hachemi Benhassaini, Zouaoui Hazem, Abderrahmane Romane. Essential oil analysis and antibacterial activity of Rosmarinus tournefortii from Algeria. Natural product communications. 2011 Oct; 6(10):1511-4. doi: . [PMID: 22164796]
  • Christy E Manyi-Loh, Roland N Ndip, Anna M Clarke. Volatile compounds in honey: a review on their involvement in aroma, botanical origin determination and potential biomedical activities. International journal of molecular sciences. 2011; 12(12):9514-32. doi: 10.3390/ijms12129514. [PMID: 22272147]
  • R J W Meesters, M Duisken, J Hollender. Cytochrome P450-catalysed arene-epoxidation of the bioactive tea tree oil ingredient p-cymene: indication for the formation of a reactive allergenic intermediate?. Xenobiotica; the fate of foreign compounds in biological systems. 2009 Sep; 39(9):663-71. doi: 10.1080/00498250902989094. [PMID: 19480554]