Octacosanoic acid (BioDeep_00000001047)

Secondary id: BioDeep_00000405526, BioDeep_00000598873

human metabolite PANOMIX_OTCML-2023 Endogenous

代谢物信息卡片

Octacosanoic acid, puriss., synthetic, >=98.5\\% (GC)

化学式: C28H56O2 (424.4280076)
中文名称: 褐煤酸
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 3.03%

分子结构信息

SMILES: C(CCCCCCCCCCCCC(=O)O)CCCCCCCCCCCCCC
InChI: InChI=1S/C28H56O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-22-23-24-25-26-27-28(29)30/h2-27H2,1H3,(H,29,30)

描述信息

Octacosanoic acid is a very-long-chain fatty acid found in human brain and visceral organs (PMID:2474624). Octacosanoic acid is a higher aliphatic primary acids purified from sugar-cane (Saccharum officinarum L.) wax that has been shown to inhibit platelet aggregation induced ex vivo by addition of agonists to platelet-rich plasma (PRP) of rats, guinea pigs, and healthy human volunteers. (PMID:5099499). Octacosanoic acid is formed from octacosanol via beta-oxidation. (PMID:15847942).
Octacosanoic acid is a straight-chain saturated fatty acid that is octacosane in which one of the terminal methyl groups has been oxidised to the corresponding carboxy group. It has a role as a plant metabolite. It is a straight-chain saturated fatty acid and an ultra-long-chain fatty acid. It is a conjugate acid of an octacosanoate.
Octacosanoic acid is a natural product found in Lysimachia patungensis, Rhizophora apiculata, and other organisms with data available.
A straight-chain saturated fatty acid that is octacosane in which one of the terminal methyl groups has been oxidised to the corresponding carboxy group.
Octacosanoic acid is a very-long-chain fatty acid found in human brain and visceral organs (PMID: 2474624)

同义名列表

28 个代谢物同义名

Octacosanoic acid, puriss., synthetic, >=98.5\\% (GC); 03D7DC3A-50B1-4BBA-9AF7-C86F38E231A2; Octacosanoic acid, synthetic, >=98\\%; octacosanoic acid, 1-2 calcium salt; Octacosanoic acid,synthetic; Octacosancarbonsaeure; n-octaeicosanoic acid; octaeicosanoic acid; 1-octacosanoic acid; n-octacosanoic acid; N-Octaeicosanoate; MONTAN ACID ESTER; Octacosanoic acid; CH3-[CH2]26-COOH; octacosanoicacid; octacosoic acid; n-octacosanoate; Octaeicosanoate; 1-Octacosanoate; Octacosansaeure; UNII-4BKL1A0KJY; Montanic acid; Octacosanoate; octacosoate; 4BKL1A0KJY; Montanate; FA 28:0; C28:0

数据库引用编号

17 个数据库交叉引用编号

ChEBI: CHEBI:31001
KEGG: C21933
PubChem: 10470
HMDB: HMDB0002348
ChEMBL: CHEMBL2261064
Wikipedia: Montanic_acid
LipidMAPS: LMFA01010028
MeSH: octacosanoic acid
ChemIDplus: 0000506489
KNApSAcK: C00051638
foodb: FDB007128
chemspider: 10038
CAS: 506-48-9
medchemexpress: HY-N8425
PMhub: MS000028925
MetaboLights: MTBLC31001
PubChem: 376218966

分类词条

代谢反应

1 个相关的代谢反应过程信息。

Reactome(0)

BioCyc(0)

WikiPathways(1)

Elongation of (very) long chain fatty acids: C18:3 ⟶ C20:3

Plant Reactome(0)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(0)

PharmGKB(0)

32 个相关的物种来源信息

714442 - Ampelopsis japonica: 10.1007/S10600-017-2124-Y
2849250 - Amphimedon complanata: 10.1021/NP50073A043
1177120 - Artemisia roxburghiana: 10.4268/CJCMM20141334
344323 - Biemna: 10.1002/CJOC.19910090207
56060 - Butea monosperma: 10.1007/S10600-010-9521-9
211151 - Cyanthillium cinereum: 10.1016/S1875-5364(19)30114-1
81800 - Drimia indica: 10.1016/S0031-9422(00)86539-5
212310 - Euphorbia tithymaloides: 10.1016/J.FITOTE.2005.08.020
50765 - Gentiana macrophylla: 10.1016/J.BSE.2005.07.017
329239 - Hellenia lacera: 10.4268/CJCMM20111611
193516 - Hippophae rhamnoides: 10.1080/14786410903075457
9606 - Homo sapiens: -
662902 - Isodon adenanthus: 10.4268/CJCMM20111611
267813 - Lepra ophthalmiza: 10.1016/S0031-9422(00)85500-4
1043457 - Lysimachia patungensis: 10.1007/S10600-007-0071-8
93788 - Malvaviscus arboreus: 10.1016/S0031-9422(98)00111-3
1249038 - Miliusa balansae: 10.1515/ZNB-2008-0318
170061 - Nauclea diderrichii: 10.1016/0031-9422(83)85034-1
4097 - Nicotiana tabacum: 10.1007/BF02660305
2849249 - Petrosia pellasarca: 10.1021/NP50070A010
2927891 - Peucedanum mashanense: 10.1055/S-0036-1596440
3693 - Populus tremuloides: 10.1021/JO01064A066
32242 - Prunus laurocerasus: 10.1016/0031-9422(96)00241-5
137225 - Rheum sublanceolatum: 10.1080/10286020310001625076
106626 - Rhizophora apiculata: 10.1016/0031-9422(93)85036-Q
59067 - Ruscus aculeatus: 10.1007/S40278-014-1868-4
76910 - Samanea saman: 10.1016/S0031-9422(00)86478-X
1883 - Streptomyces: 10.3389/FMICB.2018.01302
155022 - Terminalia chebula: 10.4103/0974-8490.112421
174478 - Traversia baccharoides: 10.1139/V86-081
883808 - Vitex divaricata: 10.1039/JR9620005194
751877 - Zataria multiflora: 10.1016/S0031-9422(00)90054-2

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

Jia-Rui Yue, De-Qiang Feng, You-Kai Xu. A new triterpenoid bearing octacosanoate from the stems and roots of Clerodendrum philippinum var. simplex (Verbenaceae). Natural product research. 2015; 29(13):1228-34. doi: 10.1080/14786419.2015.1023725. [PMID: 25801582]
Qiu-Ling Chen, Lei Wang, Feng Feng. [Chemical constituents from the aerial part of Echinacea purpurea]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2013 May; 36(5):739-43. doi: . [PMID: 24218964]
Stefan Tresch, Monika Heilmann, Nicole Christiansen, Ralf Looser, Klaus Grossmann. Inhibition of saturated very-long-chain fatty acid biosynthesis by mefluidide and perfluidone, selective inhibitors of 3-ketoacyl-CoA synthases. Phytochemistry. 2012 Apr; 76(?):162-71. doi: 10.1016/j.phytochem.2011.12.023. [PMID: 22284369]
Han-shen Zhen, Qin Qiu, Huan-heng Mo, Ye-fei Yuan, Yan-yuan Zhou, Min-qi Huang. [Studies on the chemical constituents of the petroleum ether portion of Nervilia fordii]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 May; 33(5):717-9. doi: . [PMID: 20873552]
Berit Ebert, Daniela Zöller, Alexander Erban, Ines Fehrle, Jürgen Hartmann, Annette Niehl, Joachim Kopka, Joachim Fisahn. Metabolic profiling of Arabidopsis thaliana epidermal cells. Journal of experimental botany. 2010 Mar; 61(5):1321-35. doi: 10.1093/jxb/erq002. [PMID: 20150518]
Daniela Haim, Miriam Berríos, Alfonso Valenzuela, Luis A Videla. Trace quantification of 1-octacosanol and 1-triacontanol and their main metabolites in plasma by liquid-liquid extraction coupled with gas chromatography-mass spectrometry. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences. 2009 Dec; 877(32):4154-8. doi: 10.1016/j.jchromb.2009.10.034. [PMID: 19931494]
Niko Radulović, Polina Blagojević, Radosav Palić. Composition of diethyl ether flower extracts of Lonicera fragrantissima Lindl. & Paxton (caprifoliaceae). Natural product communications. 2009 Nov; 4(11):1581-4. doi: . [PMID: 19967996]
Anna Lytovchenko, Romina Beleggia, Nicolas Schauer, Tal Isaacson, Jan E Leuendorf, Hanjo Hellmann, Jocelyn Kc Rose, Alisdair R Fernie. Application of GC-MS for the detection of lipophilic compounds in diverse plant tissues. Plant methods. 2009 Apr; 5(?):4. doi: 10.1186/1746-4811-5-4. [PMID: 19393072]
Yena Li, Shangjun Yang, Shaoyan Bai. [Studies on chemical constituents from roots of Angelica polymorpha]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2009 Apr; 34(7):854-7. doi: . [PMID: 19623980]
Rui-Xia Zheng, Xu-Dong Xu, Ze Tian, Jun-Shan Yang. Chemical constituents from the fruits of Hippophae rhamnoides. Natural product research. 2009; 23(15):1451-6. doi: 10.1080/14786410903075457. [PMID: 19809919]
Yoshiji Ohta, Koji Ohashi, Tatsuya Matsura, Kenji Tokunaga, Akira Kitagawa, Kazuo Yamada. Octacosanol attenuates disrupted hepatic reactive oxygen species metabolism associated with acute liver injury progression in rats intoxicated with carbon tetrachloride. Journal of clinical biochemistry and nutrition. 2008 Mar; 42(2):118-25. doi: 10.3164/jcbn.2008017. [PMID: 18385828]
Seong-Soo Roh, Seung-Hyung Kim, Young-Cheol Lee, Young-Bae Seo. Effects of radix adenophorae and cyclosporine A on an OVA-induced murine model of asthma by suppressing to T cells activity, eosinophilia, and bronchial hyperresponsiveness. Mediators of inflammation. 2008; 2008(?):781425. doi: 10.1155/2008/781425. [PMID: 18382613]
Zheng-Ming Tao, Ying-Yu Li, Ping Ji, Yu-Bo Wang, Guo-Wei Qin. Chemical constituents from aerial part of Curcuma wenyujin. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Dec; 32(24):2604-6. doi: . [PMID: 18338597]
Yanghui Zhang, Margreet A Wolfert, Geert-Jan Boons. The influence of the long chain fatty acid on the antagonistic activities of Rhizobium sin-1 lipid A. Bioorganic & medicinal chemistry. 2007 Jul; 15(14):4800-12. doi: 10.1016/j.bmc.2007.05.012. [PMID: 17513113]
Xiang-Zhong Huang, Yue Liu, Shi-Shan Yu, You-Cai Hu, Jing Qu. [Studies on chemical constituents from roots of Craibiodendron henryi]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2007 Apr; 32(7):599-603. doi: . [PMID: 17583200]
Qi-lei Guo, Jun-shan Yang, Jian-xun Liu. [Studies on the chemical constituents from Inula cappa (II)]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2007 Jan; 30(1):35-7. doi: . [PMID: 17539299]
Roberto Menéndez, David Marrero, Rosa Más, Ivon Fernández, Luis González, Rosa Maria González. In vitro and in vivo study of octacosanol metabolism. Archives of medical research. 2005 Mar; 36(2):113-9. doi: 10.1016/j.arcmed.2004.12.006. [PMID: 15847942]
Miriam Noa, Sarahí Mendoza, Rosa Mas, Nilda Mendoza. Lack of protective effect of D-003, a mixture of high-molecular-weight primary acids from sugar cane wax, on liver damage induced by galactosamine in rats. Journal of medicinal food. 2005; 8(3):343-7. doi: 10.1089/jmf.2005.8.343. [PMID: 16176145]
Yanrong Sun, Junxing Dong, Shuguang Wu. [Studies on chemical constituents from Eucommia ulmoides Oliv]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2004 May; 27(5):341-3. doi: . [PMID: 15376388]
Alexei V Demchenko, Margreet A Wolfert, Balaji Santhanam, James N Moore, Geert-Jan Boons. Synthesis and biological evaluation of Rhizobium sin-1 lipid A derivatives. Journal of the American Chemical Society. 2003 May; 125(20):6103-12. doi: 10.1021/ja029316s. [PMID: 12785841]
V Molina, M L Arruzazabala, D Carbajal, R Más. Synergistic effect of D-003 and aspirin on experimental thrombosis models. Prostaglandins, leukotrienes, and essential fatty acids. 2003 May; 68(5):305-10. doi: 10.1016/s0952-3278(03)00020-6. [PMID: 12711246]
S Mendoza, M Noa, R Mas, N Mendoza. Effect of D-003, a mixture of high molecular weight primary acids from sugar cane wax, on paracetamol-induced liver damage in rats. International journal of tissue reactions. 2003; 25(3):91-8. doi: . [PMID: 14756190]
V Molina, M L Arruzazabala, D Carbajal, R Más. D-003, a potential antithrombotic compound isolated from sugar cane wax with effects on arachidonic acid metabolites. Prostaglandins, leukotrienes, and essential fatty acids. 2002 Jul; 67(1):19-24. doi: 10.1054/plef.2002.0376. [PMID: 12213431]
M Noa, S Mendoza, R Más, N Mendoza. Effect of D-003, a mixture of high molecular weight primary acids from sugar cane wax, on CL4C-induced liver acute injury in rats. Drugs under experimental and clinical research. 2002; 28(5):177-83. doi: . [PMID: 12635492]
R Menéndez, R Más, A M Amor, N Ledón, J Pérez, R M González, I Rodeiro, M Zayas, S Jiménez. Inhibition of rat lipoprotein lipid peroxidation by the oral administration of D003, a mixture of very long-chain saturated fatty acids. Canadian journal of physiology and pharmacology. 2002 Jan; 80(1):13-21. doi: 10.1139/y01-088. [PMID: 11911221]
R Menéndez, R Más, A M Amor, I Rodeiros, R M Gonzalez, J L Alfonso. Inhibition of cholesterol biosynthesis in cultured fibroblasts by D003, a mixture of very long chain saturated fatty acids. Pharmacological research. 2001 Oct; 44(4):299-304. doi: 10.1006/phrs.2001.0851. [PMID: 11592864]
L Xiang, G Q Fan, J H Zheng, D A Guo, J P Kou, Y P Duan, C Qing. [Non-anthraquinone constituents from Rheum sublanceolatum C. Y. Cheng et Kao]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2001 Aug; 26(8):551-3. doi: ". [PMID: 12776370]
J H Lu, Y Y Zhao, L Qiao, Y O Fang, Q A Huang. [Studies on chemical constituents from Buddleja lindleyana Fert]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 2001 Jan; 26(1):41-3. doi: . [PMID: 12525118]
P Jiang, Z Gao. [Chemical constituents of Adenophora stricta Miq]. Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica. 1990 Aug; 15(8):486-7, 512. doi: ". [PMID: 2093322]