Trans-Hexa-dec-2-enoic acid (BioDeep_00000018225)

human metabolite Endogenous

代谢物信息卡片

trans-Delta(2)-Hexadecenoic acid

化学式: C16H30O2 (254.224568)
中文名称: 2-十六烯酸
谱图信息: 最多检出来源 Bos taurus(endogenous) 87.5%

分子结构信息

SMILES: CCCCCCCCCCCCCC=CC(=O)O
InChI: InChI=1S/C16H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h14-15H,2-13H2,1H3,(H,17,18)/b15-14+

描述信息

Trans-hexa-dec-2-enoic acid, also known as hexadecenoic acid, (E)-isomer or (2e)-hexadecenoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Thus, trans-hexa-dec-2-enoic acid is considered to be a fatty acid lipid molecule. Trans-hexa-dec-2-enoic acid is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Trans-hexa-dec-2-enoic acid can be found in caraway, which makes trans-hexa-dec-2-enoic acid a potential biomarker for the consumption of this food product. Trans-hexa-dec-2-enoic acid exists in all eukaryotes, ranging from yeast to humans. In humans, trans-hexa-dec-2-enoic acid is involved in the fatty acid biosynthesis.
In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. Trans-hexa-dec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-hexa-dec-2-enoic acid converted from (R)-3-Hydroxy-hexadecanoic acid via two enzymes; fatty-acid Synthase and 3- Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61).

同义名列表

31 个代谢物同义名

trans-Delta(2)-Hexadecenoic acid; Hexadecenoic acid, (e)-isomer; Hexadecenoic acid, (Z)-isomer; trans-delta(2)-Hexadecenoate; trans-δ(2)-hexadecenoic acid; Trans-Hexa-dec-2-enoic acid; trans-Hexadec-2-enoic acid; trans-2-Hexadecenoic acid; 2-trans-Hexadecenoic acid; (2E)-hexadec-2-enoic acid; trans-δ(2)-hexadecenoate; trans-Hexadecenoic acid; (e)-2-Hexadecenoic acid; trans-Hexa-dec-2-enoate; trans-Hexadec-2-enoate; (2E)-Hexadecenoic acid; trans-2-Hexadecenoate; cis-Hexadecenoic acid; 2-trans-Hexadecenoate; t-2-Hexadecenoic acid; (e)-2-Hexadecenoate; 2-palmitoleic acid; (2E)-Hexadecenoate; t-2-Hexadecenoate; Hexadecenoic acid; Hexadecenic acid; 2-Palmitoleate; Gaidic acid; t-16:1D2; Gaidate; 2-hexadecenoic acid

数据库引用编号

10 个数据库交叉引用编号

ChEBI: CHEBI:37252
PubChem: 5282743
PubChem: 152802
HMDB: HMDB0010735
ChEMBL: CHEMBL4285532
foodb: FDB004789
CAS: 25447-95-4
CAS: 629-56-1
CAS: 929-79-3
PMhub: MS000004379

分类词条

Long-chain fatty acids

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)

133 个相关的物种来源信息

104301 Staphisagria macrosperma: 10.3109/13880208509070678
6398 Lumbricus terrestris: 10.1271/BBB1961.52.2379
50225 Taraxacum officinale: 10.1007/BF00579976
3617 Fagopyrum esculentum: 10.1007/BF00579976
57577 Trifolium pratense: 10.1007/BF00579976
33136 Epilobium dodonaei: 10.1007/BF00579976
52832 Hoya bella: 10.1016/S0031-9422(00)82606-0
945165 Hoya longifolia: 10.1016/S0031-9422(00)82606-0
2058661 Hoya shepherdii: 10.1016/S0031-9422(00)82606-0
206240 Hoya multiflora: 10.1016/S0031-9422(00)82606-0
206228 Hoya cinnamomifolia: 10.1016/S0031-9422(00)82606-0
1167121 Hoya coronaria: 10.1016/S0031-9422(00)82606-0
1167174 Hoya pseudolanceolata: 10.1016/S0031-9422(00)82606-0
206229 Hoya crassipes: 10.1016/S0031-9422(00)82606-0
2058643 Hoya imperialis: 10.1016/S0031-9422(00)82606-0
141487 Hoya australis: 10.1016/S0031-9422(00)82606-0
206232 Hoya diversifolia: 10.1016/S0031-9422(00)82606-0
2058646 Hoya latifolia: 10.1016/S0031-9422(00)82606-0
365762 Hoya lacunosa: 10.1016/S0031-9422(00)82606-0
206243 Hoya obovata: 10.1016/S0031-9422(00)82606-0
1167151 Hoya macrophylla: 10.1016/S0031-9422(00)82606-0
2058639 Hoya fraterna: 10.1016/S0031-9422(00)82606-0
365776 Hoya tsangii: 10.1016/S0031-9422(00)82606-0
106335 Hibiscus syriacus: 10.1007/BF00565786
942164 Erylus formosus: 10.1021/NP50073A041
6819 Euphausia superba: 10.1021/JF00071A034
34457 Ganoderma australe: 10.1016/S0953-7562(09)80038-5
29884 Ganoderma applanatum: 10.1016/S0953-7562(09)80038-5
145745 Althaea officinalis: 10.1007/BF01165189
7641 Arbacia punctulata: 10.1007/BF02533484
48545 Asclepias syriaca: 10.1139/O61-082
1883 Streptomyces: 10.1007/BF02976766
104301 Staphisagria macrosperma: 10.3109/13880208509070678
6398 Lumbricus terrestris: 10.1271/BBB1961.52.2379
33136 Epilobium dodonaei: 10.1007/BF00579976
50225 Taraxacum officinale: 10.1007/BF00579976
3617 Fagopyrum esculentum: 10.1007/BF00579976
257571 Cystoclonium purpureum: 10.1016/S0031-9422(00)85526-0
206240 Hoya multiflora: 10.1016/S0031-9422(00)82606-0
206228 Hoya cinnamomifolia: 10.1016/S0031-9422(00)82606-0
1167121 Hoya coronaria: 10.1016/S0031-9422(00)82606-0
1167174 Hoya pseudolanceolata: 10.1016/S0031-9422(00)82606-0
206229 Hoya crassipes: 10.1016/S0031-9422(00)82606-0
2058643 Hoya imperialis: 10.1016/S0031-9422(00)82606-0
141487 Hoya australis: 10.1016/S0031-9422(00)82606-0
206232 Hoya diversifolia: 10.1016/S0031-9422(00)82606-0
365762 Hoya lacunosa: 10.1016/S0031-9422(00)82606-0
2058646 Hoya latifolia: 10.1016/S0031-9422(00)82606-0
206243 Hoya obovata: 10.1016/S0031-9422(00)82606-0
1167151 Hoya macrophylla: 10.1016/S0031-9422(00)82606-0
365776 Hoya tsangii: 10.1016/S0031-9422(00)82606-0
945165 Hoya longifolia: 10.1016/S0031-9422(00)82606-0
1167167 Hoya ovalifolia: 10.1016/S0031-9422(00)82606-0
2058639 Hoya fraterna: 10.1016/S0031-9422(00)82606-0
52832 Hoya bella: 10.1016/S0031-9422(00)82606-0
2058661 Hoya shepherdii: 10.1016/S0031-9422(00)82606-0
106335 Hibiscus syriacus: 10.1007/BF00565786
942164 Erylus formosus: 10.1021/NP50073A041
6819 Euphausia superba: 10.1021/JF00071A034
34456 Ganoderma adspersum: 10.1016/S0953-7562(09)80038-5
34457 Ganoderma australe: 10.1016/S0953-7562(09)80038-5
29884 Ganoderma applanatum: 10.1016/S0953-7562(09)80038-5
145745 Althaea officinalis: 10.1007/BF01165189
7641 Arbacia punctulata: 10.1007/BF02533484
48545 Asclepias syriaca: 10.1139/O61-082
1883 Streptomyces: 10.1007/BF02976766
104301 Staphisagria macrosperma: 10.3109/13880208509070678
6398 Lumbricus terrestris: 10.1271/BBB1961.52.2379
50225 Taraxacum officinale: 10.1007/BF00579976
3617 Fagopyrum esculentum: 10.1007/BF00579976
57577 Trifolium pratense: 10.1007/BF00579976
33136 Epilobium dodonaei: 10.1007/BF00579976
52832 Hoya bella: 10.1016/S0031-9422(00)82606-0
945165 Hoya longifolia: 10.1016/S0031-9422(00)82606-0
2058661 Hoya shepherdii: 10.1016/S0031-9422(00)82606-0
206240 Hoya multiflora: 10.1016/S0031-9422(00)82606-0
206228 Hoya cinnamomifolia: 10.1016/S0031-9422(00)82606-0
1167121 Hoya coronaria: 10.1016/S0031-9422(00)82606-0
1167174 Hoya pseudolanceolata: 10.1016/S0031-9422(00)82606-0
206229 Hoya crassipes: 10.1016/S0031-9422(00)82606-0
2058643 Hoya imperialis: 10.1016/S0031-9422(00)82606-0
141487 Hoya australis: 10.1016/S0031-9422(00)82606-0
206232 Hoya diversifolia: 10.1016/S0031-9422(00)82606-0
2058646 Hoya latifolia: 10.1016/S0031-9422(00)82606-0
365762 Hoya lacunosa: 10.1016/S0031-9422(00)82606-0
206243 Hoya obovata: 10.1016/S0031-9422(00)82606-0
1167151 Hoya macrophylla: 10.1016/S0031-9422(00)82606-0
2058639 Hoya fraterna: 10.1016/S0031-9422(00)82606-0
365776 Hoya tsangii: 10.1016/S0031-9422(00)82606-0
106335 Hibiscus syriacus: 10.1007/BF00565786
942164 Erylus formosus: 10.1021/NP50073A041
6819 Euphausia superba: 10.1021/JF00071A034
34457 Ganoderma australe: 10.1016/S0953-7562(09)80038-5
29884 Ganoderma applanatum: 10.1016/S0953-7562(09)80038-5
145745 Althaea officinalis: 10.1007/BF01165189
7641 Arbacia punctulata: 10.1007/BF02533484
48545 Asclepias syriaca: 10.1139/O61-082
1883 Streptomyces: 10.1007/BF02976766
104301 Staphisagria macrosperma: 10.3109/13880208509070678
6398 Lumbricus terrestris: 10.1271/BBB1961.52.2379
33136 Epilobium dodonaei: 10.1007/BF00579976
50225 Taraxacum officinale: 10.1007/BF00579976
3617 Fagopyrum esculentum: 10.1007/BF00579976
257571 Cystoclonium purpureum: 10.1016/S0031-9422(00)85526-0
206240 Hoya multiflora: 10.1016/S0031-9422(00)82606-0
206228 Hoya cinnamomifolia: 10.1016/S0031-9422(00)82606-0
1167121 Hoya coronaria: 10.1016/S0031-9422(00)82606-0
1167174 Hoya pseudolanceolata: 10.1016/S0031-9422(00)82606-0
206229 Hoya crassipes: 10.1016/S0031-9422(00)82606-0
2058643 Hoya imperialis: 10.1016/S0031-9422(00)82606-0
141487 Hoya australis: 10.1016/S0031-9422(00)82606-0
206232 Hoya diversifolia: 10.1016/S0031-9422(00)82606-0
365762 Hoya lacunosa: 10.1016/S0031-9422(00)82606-0
2058646 Hoya latifolia: 10.1016/S0031-9422(00)82606-0
206243 Hoya obovata: 10.1016/S0031-9422(00)82606-0
1167151 Hoya macrophylla: 10.1016/S0031-9422(00)82606-0
365776 Hoya tsangii: 10.1016/S0031-9422(00)82606-0
945165 Hoya longifolia: 10.1016/S0031-9422(00)82606-0
1167167 Hoya ovalifolia: 10.1016/S0031-9422(00)82606-0
2058639 Hoya fraterna: 10.1016/S0031-9422(00)82606-0
52832 Hoya bella: 10.1016/S0031-9422(00)82606-0
2058661 Hoya shepherdii: 10.1016/S0031-9422(00)82606-0
106335 Hibiscus syriacus: 10.1007/BF00565786
942164 Erylus formosus: 10.1021/NP50073A041
6819 Euphausia superba: 10.1021/JF00071A034
34456 Ganoderma adspersum: 10.1016/S0953-7562(09)80038-5
34457 Ganoderma australe: 10.1016/S0953-7562(09)80038-5
29884 Ganoderma applanatum: 10.1016/S0953-7562(09)80038-5
145745 Althaea officinalis: 10.1007/BF01165189
7641 Arbacia punctulata: 10.1007/BF02533484
48545 Asclepias syriaca: 10.1139/O61-082
1883 Streptomyces: 10.1007/BF02976766
9606 Homo sapiens: -

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

Anna Sansone, Evanthia Tolika, Maria Louka, Valentina Sunda, Simone Deplano, Michele Melchiorre, Dimitrios Anagnostopoulos, Chryssostomos Chatgilialoglu, Cesare Formisano, Rosa Di Micco, Maria Rosaria Faraone Mennella, Carla Ferreri. Hexadecenoic Fatty Acid Isomers in Human Blood Lipids and Their Relevance for the Interpretation of Lipidomic Profiles. PloS one. 2016; 11(4):e0152378. doi: 10.1371/journal.pone.0152378. [PMID: 27045677]
Hong-Ying Gao, Guo-Yu Li, Meng-Meng Lou, Xiao-Yu Li, Xiu-Yan Wei, Jin-Hui Wang. Hepatoprotective effect of Matrine salvianolic acid B salt on Carbon Tetrachloride-Induced Hepatic Fibrosis. Journal of inflammation (London, England). 2012 May; 9(1):16. doi: 10.1186/1476-9255-9-16. [PMID: 22559721]
Kuan-Yu Chen, Su-Sen Chang, Calvin Yu-Chian Chen. In silico identification of potent pancreatic triacylglycerol lipase inhibitors from traditional Chinese medicine. PloS one. 2012; 7(9):e43932. doi: 10.1371/journal.pone.0043932. [PMID: 22970152]
Piyachat Chansela, Naoko Goto-Inoue, Nobuhiro Zaima, Takahiro Hayasaka, Morakot Sroyraya, Napamanee Kornthong, Attakorn Engsusophon, Montakan Tamtin, Chatchawalee Chaisri, Prasert Sobhon, Mitsutoshi Setou. Composition and localization of lipids in Penaeus merguiensis ovaries during the ovarian maturation cycle as revealed by imaging mass spectrometry. PloS one. 2012; 7(3):e33154. doi: 10.1371/journal.pone.0033154. [PMID: 22432001]
David Toubiana, Yaniv Semel, Takayuki Tohge, Romina Beleggia, Luigi Cattivelli, Leah Rosental, Zoran Nikoloski, Dani Zamir, Alisdair R Fernie, Aaron Fait. Metabolic profiling of a mapping population exposes new insights in the regulation of seed metabolism and seed, fruit, and plant relations. PLoS genetics. 2012; 8(3):e1002612. doi: 10.1371/journal.pgen.1002612. [PMID: 22479206]
O F Mijangos Ricárdez, J Ruiz-Jiménez, L Lagunez-Rivera, M D Luque de Castro. Fast ultrasound-assisted extraction of polar (phenols) and nonpolar (lipids) fractions in Heterotheca inuloides Cass. Phytochemical analysis : PCA. 2011 Nov; 22(6):484-91. doi: 10.1002/pca.1305. [PMID: 21433159]
Yan Kwok, Wang-Chou Sung, Annie Li-Hsiu Lin, Hsueh-Hung Liu, Frieda Ai-Hsiang Chou, Steve Shih-Yang Hsieh, Chih-Hsiang Leng, Pele Chong. Rapid isolation and characterization of bacterial lipopeptides using liquid chromatography and mass spectrometry analysis. Proteomics. 2011 Jul; 11(13):2620-7. doi: 10.1002/pmic.201000688. [PMID: 21630453]
Harini Sampath, James M Ntambi. The role of fatty acid desaturases in epidermal metabolism. Dermato-endocrinology. 2011 Apr; 3(2):62-4. doi: 10.4161/derm.3.2.14832. [PMID: 21695013]
Amina Ibrahim, Anna-Lena Schütz, Jean-Marie Galano, Cornelia Herrfurth, Kirstin Feussner, Thierry Durand, Florian Brodhun, Ivo Feussner. The Alphabet of Galactolipids in Arabidopsis thaliana. Frontiers in plant science. 2011; 2(?):95. doi: 10.3389/fpls.2011.00095. [PMID: 22639619]
Megumi Furuichi, Teruhiko Makino, Kenji Matsunaga, Eriko Hamade, Hideharu Yokoi, Tadamichi Shimizu. The usefulness of sebum check film for measuring the secretion of sebum. Archives of dermatological research. 2010 Nov; 302(9):657-60. doi: 10.1007/s00403-010-1076-x. [PMID: 20803150]
Chiara De Luca, Giuseppe Valacchi. Surface lipids as multifunctional mediators of skin responses to environmental stimuli. Mediators of inflammation. 2010; 2010(?):321494. doi: 10.1155/2010/321494. [PMID: 20981292]
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Montserrat Serra, Benjami Piña, Jordi Bujons, Francisco Camps, Gemma Fabriàs. Biosynthesis of 10,12-dienoic fatty acids by a bifunctional Delta11 desaturase in Spodoptera littoralis. Insect biochemistry and molecular biology. 2006 Aug; 36(8):634-41. doi: 10.1016/j.ibmb.2006.05.005. [PMID: 16876706]
Gordon R Gray, Alexander G Ivanov, Marianna Król, John P Williams, Mobashoher U Kahn, Elizabeth G Myscich, Norman P A Huner. Temperature and Light modulate the trans-delta3-hexadecenoic acid content of phosphatidylglycerol: light-harvesting complex II organization and non-photochemical quenching. Plant & cell physiology. 2005 Aug; 46(8):1272-82. doi: 10.1093/pcp/pci136. [PMID: 15946983]
Iu P Fedonenko, E L Zdorovenko, S A Konnova, V V Ignatov, G V Shliakhtin. [A comparison of the lipopolysaccharides and O-specific polysaccharides of Azospirillum brasilense Sp245 and its omegon-Km mutants KM018 and Km252]. Mikrobiologiia. 2004 Mar; 73(2):180-7. doi: ". [PMID: 15198028]
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Hervé Guillou, Vincent Rioux, Daniel Catheline, Jean-Nöel Thibault, Monique Bouriel, Sophie Jan, Sabine D'Andrea, Philippe Legrand. Conversion of hexadecanoic acid to hexadecenoic acid by rat Delta 6-desaturase. Journal of lipid research. 2003 Mar; 44(3):450-4. doi: 10.1194/jlr.c200019-jlr200. [PMID: 12562851]
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