1-Octacosanol (BioDeep_00000000529)
Secondary id: BioDeep_00000859789
human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds
代谢物信息卡片
化学式: C28H58O (410.4487418)
中文名称: 二十八烷醇, 1-十八烷醇
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 1.15%
分子结构信息
SMILES: C(CCCCCCCCCCCCCO)CCCCCCCCCCCCCC
InChI: InChI=1S/C28H58O/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/h29H,2-28H2,1H3
描述信息
1-octacosanol is a white crystalline powder. (NTP, 1992)
Octacosan-1-ol is an ultra-long-chain primary fatty alcohol that is octacosane in which a hydrogen attached to one of the terminal carbons is replaced by a hydroxy group. It has a role as a plant metabolite. It is a fatty alcohol 28:0 and an ultra-long-chain primary fatty alcohol. It derives from a hydride of an octacosane.
1-octacosanol is a straight-chain aliphatic 28-carbon primary fatty alcohol that is used as a nutritional supplement. This high–molecular-weight organic compound is the main component of a natural product wax extracted from plants. 1-octacosanol is reported to possess cholesterol-lowering effects, antiaggregatory properties, cytoprotective use, and ergogenic properties. It has been studied as a potential therapeutic agent for the treatment of Parkinsons disease.
1-Octacosanol is a natural product found in Ophiopogon intermedius, Prosopis glandulosa, and other organisms with data available.
See also: Saw Palmetto (part of).
1-Octacosanol (also known as n-octacosanol, octacosyl alcohol, cluytyl alcohol, montanyl alcohol) is a straight-chain aliphatic 28-carbon primary fatty alcohol that is common in the epicuticular waxes of plants, including the leaves of many species of Eucalyptus, of most forage and cereal grasses, of Acacia, Trifolium, Pisum and many other legume genera among many others, sometimes as the major wax constituent. Octacosanol also occurs in wheat germ. Octacosanol is insoluble in water but freely soluble in low molecular-weight alkanes and in chloroform (CHCl3). 1-Octacosanol is found in many foods, some of which are common beet, black elderberry, red beetroot, and opium poppy.
1-Octacosanol (also known as n-octacosanol, octacosyl alcohol, cluytyl alcohol, montanyl alcohol) is a straight-chain aliphatic 28-carbon primary fatty alcohol that is common in the epicuticular waxes of plants, including the leaves of many species of Eucalyptus, of most forage and cereal grasses, of Acacia, Trifolium, Pisum and many other legume genera among many others, sometimes as the major wax constituent. Octacosanol also occurs in wheat germ. Octacosanol is insoluble in water but freely soluble in low molecular-weight alkanes and in chloroform (CHCl3). 1-Octacosanol is found in apple.
An ultra-long-chain primary fatty alcohol that is octacosane in which a hydrogen attached to one of the terminal carbons is replaced by a hydroxy group.
同义名列表
27 个代谢物同义名
OCTACOSANOL (CONSTITUENT OF SAW PALMETTO) [DSC]; OCTACOSANOL (CONSTITUENT OF SAW PALMETTO); 1-octacosanol, aluminum (1:3) salt; 1-Octacosanol, >=99\\% (GC); OCTACOSANOL [WHO-DD]; OCTACOSANOL [MART.]; OCTACOSANOL (MART.); Octacosyl alcohol; OCTACOSANOL [MI]; OCTACOSANOL,95\\%; Montanyl alcohol; Octacosanol,(S); Cluytyl alcohol; UNII-81I2215OVK; Octacosan-1-ol; OCTACOSANOL-1; 1-Octacosanol; n-octacosanol; octacosanol; polycosanol; 81I2215OVK; Octanosol; octacosyl; FOH 28:0; O8N; Octacosan-1-ol; 1-Octacosanol
数据库引用编号
23 个数据库交叉引用编号
- ChEBI: CHEBI:28243
- KEGG: C08387
- PubChem: 68406
- HMDB: HMDB0034380
- Metlin: METLIN36461
- DrugBank: DB11220
- ChEMBL: CHEMBL1951714
- Wikipedia: 1-Octacosanol
- LipidMAPS: LMFA05000003
- MeSH: 1-octacosanol
- ChemIDplus: 0000557619
- KNApSAcK: C00001263
- foodb: FDB012759
- chemspider: 61689
- CAS: 68580-63-2
- CAS: 557-61-9
- medchemexpress: HY-N6811
- PMhub: MS000021280
- MetaboLights: MTBLC28243
- PubChem: 10583
- PDB-CCD: O8N
- NIKKAJI: J10.708E
- KNApSAcK: 28243
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)
77 个相关的物种来源信息
- 328098 - Acanthus ilicifolius: 10.1021/NP50044A033
- 3811 - Adenanthera pavonina: 10.1055/S-0028-1099425
- 29722 - Amaranthus tricolor: 10.1006/BIOO.1993.1007
- 301693 - Annona squamosa: 10.1006/BIOO.1993.1007
- 7461 - Apis cerana: 10.1371/JOURNAL.PONE.0175573
- 35608 - Artemisia annua:
- 401898 - Artemisia gmelinii: 10.1007/BF02974002
- 265784 - Artemisia iwayomogi: 10.1007/BF02974002
- 1177120 - Artemisia roxburghiana: 10.4268/CJCMM20141334
- 1227988 - Bauhinia racemosa: 10.1016/J.EJMECH.2012.01.057
- 172644 - Broussonetia papyrifera: 10.1016/0031-9422(94)00594-J
- 53852 - Cassia fistula: 10.1002/JCCS.200100154
- 508996 - Cassia javanica: 10.1055/S-0028-1097852
- 124947 - Cedrela odorata: 10.1016/S0031-9422(00)95206-3
- 252529 - Citrullus colocynthis: 10.3109/13880209009082809
- 454322 - Clematis montana: 10.3724/SP.J.1009.2008.00116
- 1262116 - Clerodendrum colebrookianum: 10.1016/0031-9422(95)00557-9
- 2170553 - Clerodendrum glandulosum: 10.1016/0031-9422(95)00557-9
- 54228 - Clerodendrum splendens: 10.1016/S0031-9422(00)83192-1
- 1329283 - Convolvulus microphyllus:
- 267599 - Convolvulus prostratus:
- 140997 - Crataegus monogyna: 10.1016/S0021-9673(96)01091-6
- 2815084 - Croton nepetifolius: 10.1021/NP50012A010
- 196665 - Dichrostachys cinerea: 10.1016/0031-9422(74)85147-2
- 204973 - Entada abyssinica: 10.1177/1934578X0700200103
- 2708827 - Erythrina mildbraedii: 10.1016/S0014-2999(03)01664-9
- 34317 - Eucalyptus globulus: 10.1071/CH9640464
- 119951 - Eugenia uniflora: 10.1055/S-0028-1097540
- 457242 - Euphorbia corollata: 10.1016/S0031-9422(00)85784-2
- 526193 - Euphorbia ebracteolata: 10.1248/CPB.18.1276
- 154990 - Euphorbia helioscopia: 10.1016/J.PHYTOCHEM.2006.06.030
- 1046470 - Euphorbia indica: 10.1055/S-0028-1097580
- 1333925 - Euphorbia macroclada:
- 212941 - Euphorbia myrsinites: 10.1016/J.PHYTOCHEM.2006.06.030
- 154995 - Euphorbia piscatoria: 10.1055/S-2006-959579
- 482938 - Euphorbia pseudocactus: 10.1016/0031-9422(90)80134-3
- 37495 - Euphorbia pulcherrima: 10.1021/NP50030A022
- 172615 - Flavoparmelia caperata: 10.2307/3242378
- 201509 - Gmelina arborea: 10.1055/S-0028-1097561
- 1604314 - Gynura japonica: 10.1002/JCCS.200400211
- 43493 - Haldina cordifolia:
- 47605 - Hibiscus: 10.1007/BF00573559
- 229543 - Hibiscus cannabinus: 10.1002/1099-1565(200011/12)11:6<345::AID-PCA540>3.0.CO;2-T
- 282213 - Hippolytia dolichophylla:
- 63066 - Holoptelea integrifolia: 10.1055/S-0028-1099406
- 9606 - Homo sapiens: -
- 282539 - Hypericum erectum: 10.1007/S11418-008-0256-X
- 65561 - Hypericum perforatum: 10.1021/NP50030A025
- 454932 - Jatropha maheshwarii: 10.1007/S00044-004-0041-7
- 2833435 - Jatropha mollissima: 10.1016/S0305-1978(03)00140-6
- 475890 - Lithodora fruticosa: 10.1021/NP50034A043
- 347994 - Lotus pedunculatus: 10.1016/S0031-9422(97)00198-2
- 181288 - Lotus uliginosus: 10.1016/S0031-9422(97)00198-2
- 29780 - Mangifera indica: 10.1021/JF60168A010
- 353996 - Mansoa alliacea: 10.1006/BIOO.1993.1007
- 1127084 - Melochia tomentosa: 10.1055/S-2006-959766
- 1712206 - Millettia leucantha: 10.1071/CH9761351
- 100504 - Ophiopogon intermedius: 10.1016/0031-9422(88)80058-X
- 372763 - Petersianthus macrocarpus: 10.1016/0378-8741(83)90042-9
- 653097 - Phanera vahlii: 10.1016/J.EJMECH.2012.01.057
- 58046 - Platycladus orientalis: 10.1002/JCCS.199900110
- 3693 - Populus tremuloides: 10.1515/ZNC-1992-0602
- 102697 - Prosopis glandulosa: 10.1055/S-0028-1097595
- 32242 - Prunus laurocerasus: 10.1016/0031-9422(96)00241-5
- 1357591 - Pterospermum xylocarpum: 10.1016/S0031-9422(00)83594-3
- 123464 - Reissantia grahamii: 10.1016/0031-9422(90)85063-L
- 106626 - Rhizophora apiculata: 10.1016/0031-9422(93)85036-Q
- 4202 - Sambucus nigra: 10.1055/S-0028-1097541
- 138030 - Senegalia modesta: 10.1055/S-0028-1097801
- 1288009 - Senna macranthera var. micans: 10.1016/S0367-326X(00)00155-6
- 992784 - Senna petersiana: 10.1016/S0367-326X(00)00155-6
- 346999 - Senna siamea: 10.1016/S0040-4020(01)92498-6
- 206309 - Sesbania grandiflora:
- 285590 - Tinospora cordifolia:
- 59016 - Tradescantia virginiana: 10.1104/PP.9.4.845
- 883808 - Vitex divaricata: 10.1039/JR9620005194
- 141189 - Woodfordia fruticosa: 10.1055/S-0028-1097262
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
- Yin-Yi Ding, Yumeng Fang, Yuxiang Pan, Jinchi Lan, Tao Xu, Wanyue Zhang, Huijuan Mao, Zhenyu Gu, Xi Chen, Qing Shen. Orally administered octacosanol improves liver insulin resistance in high-fat diet-fed mice through the reconstruction of the gut microbiota structure and inhibition of the TLR4/NF-κB inflammatory pathway.
Food & function.
2023 Jan; 14(2):769-786. doi:
10.1039/d2fo02463b
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Journal of ethnopharmacology.
2023 Jan; 300(?):115727. doi:
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Nutrients.
2021 Mar; 13(3):. doi:
10.3390/nu13030903
. [PMID: 33802219] - Mirka Macel, Isabella G S Visschers, Janny L Peters, Nicole M van Dam, Rob M de Graaf. High Concentrations of Very Long Chain Leaf Wax Alkanes of Thrips Susceptible Pepper Accessions (Capsicum spp).
Journal of chemical ecology.
2020 Dec; 46(11-12):1082-1089. doi:
10.1007/s10886-020-01226-x
. [PMID: 33089351] - Ji-Eun Ra, So-Yeun Woo, Kwang-Sik Lee, Mi Ja Lee, Hyun Young Kim, Hyeon Mi Ham, Ill-Min Chung, Du Hyun Kim, Jin Hwan Lee, Woo Duck Seo. Policosanol profiles and adenosine 5'-monophosphate-activated protein kinase (AMPK) activation potential of Korean wheat seedling extracts according to cultivar and growth time.
Food chemistry.
2020 Jul; 317(?):126388. doi:
10.1016/j.foodchem.2020.126388
. [PMID: 32078993] - Rahul Sharma, Takashi Matsuzaka, Mahesh K Kaushik, Takehito Sugasawa, Hiroshi Ohno, Yunong Wang, Kaori Motomura, Takuya Shimura, Yuka Okajima, Yuhei Mizunoe, Yang Ma, Zahara M Saber, Hitoshi Iwasaki, Shigeru Yatoh, Hiroaki Suzuki, Yuichi Aita, Song-Iee Han, Yoshinori Takeuchi, Naoya Yahagi, Takafumi Miyamoto, Motohiro Sekiya, Yoshimi Nakagawa, Hitoshi Shimano. Octacosanol and policosanol prevent high-fat diet-induced obesity and metabolic disorders by activating brown adipose tissue and improving liver metabolism.
Scientific reports.
2019 03; 9(1):5169. doi:
10.1038/s41598-019-41631-1
. [PMID: 30914769] - Yang-Hee Cho, Rozbeh Farhoudi, Muhammad Farooq, Dong-Jin Lee. Evaluating Korean rice genotypes and landraces for octacosanol contents and antioxidant activity.
Natural product research.
2017 Dec; 31(23):2778-2782. doi:
10.1080/14786419.2017.1292271
. [PMID: 28278625] - Surashree Sen Gupta, Mahua Ghosh. Octacosanol educes physico-chemical attributes, release and bioavailability as modified nanocrystals.
European journal of pharmaceutics and biopharmaceutics : official journal of Arbeitsgemeinschaft fur Pharmazeutische Verfahrenstechnik e.V.
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10.1016/j.ejpb.2017.06.020
. [PMID: 28648862] - Mahesh K Kaushik, Kosuke Aritake, Atsuko Takeuchi, Masashi Yanagisawa, Yoshihiro Urade. Octacosanol restores stress-affected sleep in mice by alleviating stress.
Scientific reports.
2017 08; 7(1):8892. doi:
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. [PMID: 28827687] - Tianyi Guo, Qinlu Lin, Xinhua Li, Ying Nie, Long Wang, Limin Shi, Wei Xu, Tao Hu, Ting Guo, Feijun Luo. Octacosanol Attenuates Inflammation in Both RAW264.7 Macrophages and a Mouse Model of Colitis.
Journal of agricultural and food chemistry.
2017 May; 65(18):3647-3658. doi:
10.1021/acs.jafc.6b05465
. [PMID: 28122452] - L Long, S G Wu, F Yuan, H J Zhang, J Wang, G H Qi. Effects of dietary octacosanol supplementation on laying performance, egg quality, serum hormone levels, and expression of genes related to the reproductive axis in laying hens.
Poultry science.
2017 Apr; 96(4):894-903. doi:
10.3382/ps/pew316
. [PMID: 27665009] - Yu-Wei Liu, Pei-Yuan Zuo, Xiang-Nan Zha, Xing-Lin Chen, Rong Zhang, Xiao-Xiao He, Cheng-Yun Liu. Octacosanol enhances the proliferation and migration of human umbilical vein endothelial cells via activation of the PI3K/Akt and MAPK/Erk pathways.
Lipids.
2015 Mar; 50(3):241-51. doi:
10.1007/s11745-015-3991-2
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Journal of oleo science.
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Food chemistry.
2014 Feb; 145(?):970-5. doi:
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2013 Sep; 61(37):8737-42. doi:
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European journal of pharmacology.
2012 Sep; 691(1-3):156-62. doi:
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European journal of medicinal chemistry.
2012 Apr; 50(?):230-5. doi:
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International journal of hepatology.
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International journal of molecular sciences.
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Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials.
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PLoS pathogens.
2011 Jan; 7(1):e1001261. doi:
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2010 Dec; 6(?):35. doi:
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2010 Jun; 10(?):115. doi:
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2010 Mar; 61(5):1321-35. doi:
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Plant methods.
2009 Apr; 5(?):4. doi:
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The Journal of nutritional biochemistry.
2009 Mar; 20(3):155-62. doi:
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Journal of agricultural and food chemistry.
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Bioinspiration & biomimetics.
2008 Dec; 3(4):046002. doi:
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Journal of Asian natural products research.
2008 Nov; 10(11-12):1109-15. doi:
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. [PMID: 19031255] - G Thippeswamy, M L Sheela, Bharathi P Salimath. Octacosanol isolated from Tinospora cordifolia downregulates VEGF gene expression by inhibiting nuclear translocation of NF-
B and its DNA binding activity . European journal of pharmacology. 2008 Jul; 588(2-3):141-50. doi:10.1016/j.ejphar.2008.04.027
. [PMID: 18513715] - Stefan P J Dullens, Ronald P Mensink, Marjolijn C E Bragt, Arie K Kies, Jogchum Plat. Effects of emulsified policosanols with different chain lengths on cholesterol metabolism in heterozygous LDL receptor-deficient mice.
Journal of lipid research.
2008 Apr; 49(4):790-6. doi:
10.1194/jlr.m700497-jlr200
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