Heptadecanoic acid (BioDeep_00000018500)

Secondary id: BioDeep_00000229650, BioDeep_00000400549, BioDeep_00000860614

human metabolite PANOMIX_OTCML-2023 Endogenous blood metabolite PANOMIX LipidSearch

代谢物信息卡片

Margaric acid, nickel (2+) salt

化学式: C17H34O2 (270.2558664)
中文名称: 十七烷酸, 十七碳酸, 十七烷酸
谱图信息: 最多检出来源 Homo sapiens(blood) 0.45%

分子结构信息

SMILES: C(CCCCCCCCCCCCCC(=O)O)CC
InChI: InChI=1S/C17H34O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17(18)19/h2-16H2,1H3,(H,18,19)

描述信息

Heptadecanoic acid, or margaric acid, is a saturated fatty acid. It occurs as a trace component of the fat and milkfat of ruminants, but it does not occur in any natural animal or vegetable fat at concentrations over half a percent. Salts and esters of heptadecanoic acid are called heptadecanoates (Wikipedia). Heptadecanoic acid is found in many foods, some of which are dandelion, potato, ginger, and green bean. Heptadecanoic acid is a constituent of Erythrina crista-galli trunkwood and bark. Common constituent of lipids, e.g. present in Physalia physalis (Portuguese-man-of-war).
Heptadecanoic acid is a fatty acid of exogenous (primarily ruminant) origin. Many "odd" length long chain amino acids are derived from the consumption of dairy fats (milk and meat). Heptadecanoic acid constitutes 0.61\\\\% of milk fat and 0.83\\\\% of ruminant meat fat. The content of heptadecanoic acid in the subcutaneous adipose tissue of humans appears to be a good biological marker of long-term milk fat intake in free-living individuals in populations with high consumption of dairy products. (PMID 9701185).
Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].
Heptadecanoic acid is an odd chain saturated fatty acid (OCS-FA). Heptadecanoic acid is associated with several diseases, including the incidence of coronary heart disease, prediabetes and type 2 diabetes as well as multiple sclerosis[1].

同义名列表

31 个代谢物同义名

Margaric acid, nickel (2+) salt; Omega I-123 heptadecanoic acid; Margaric acid, 1-(11)C-labeled; Margaric acid, potassium salt; Margaric acid, sodium salt; Normal-heptadecanoic acid; Normal-heptadecanoate; N-Heptadecanoic acid; N-Heptadecylic acid; HEPTADECANOIC ACID; N-Heptadecoic acid; Heptadecylic acid; Heptadecoic acid; N-Heptadecanoate; CH3-[CH2]15-COOH; N-Heptadecylate; Margarinic acid; N-Heptadecoate; Margaroic acid; Margarinsaeure; Heptadecanoate; Margaric acid; Heptadecylate; Heptadecoate; Margarinate; Margaroate; Margarate; FA(17:0); C17:0; 17:0; Heptadecanoic acid

数据库引用编号

16 个数据库交叉引用编号

ChEBI: CHEBI:32365
PubChem: 10465
HMDB: HMDB0002259
ChEMBL: CHEMBL1172910
Wikipedia: Heptadecanoic_acid
MetaCyc: CPD-7830
KNApSAcK: C00007426
foodb: FDB004676
chemspider: 10033
CAS: 352431-41-5
CAS: 63399-94-0
CAS: 68424-37-3
CAS: 506-12-7
PMhub: MS000008628
PANOMIX LipidSearch: C17
medchemexpress: HY-W004284

分类词条

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)

200 个相关的物种来源信息

1078594 Erucaria microcarpa: 10.1002/(SICI)1099-1573(199906)13:4<329::AID-PTR458>3.0.CO;2-U
308281 Diplotaxis harra: 10.1002/(SICI)1099-1573(199906)13:4<329::AID-PTR458>3.0.CO;2-U
3055 Chlamydomonas reinhardtii: 10.1111/TPJ.12747
289409 Smenospongia aurea: 10.1007/BF02536024
289403 Aplysina lacunosa: 10.1007/BF02536024
202113 Aplysina fistularis: 10.1007/BF02536024
29780 Mangifera indica: 10.1007/BF02541638
569448 Salpa thompsoni: 10.1248/CPB.34.4562
56690 Tritrichomonas suis: 10.1016/0305-0491(85)90353-0
1144522 Tritrichomonas foetus: 10.1016/0305-0491(85)90353-0
85293 Viburnum opulus: 10.1007/S10600-006-0002-0
105367 Tripneustes ventricosus: 10.1021/NP50107A008
9606 Homo sapiens:
436207 Arnica montana: 10.1055/S-0028-1099547
268906 Salvia fruticosa: 10.1016/S0367-326X(01)00327-6
104301 Staphisagria macrosperma: 10.3109/13880208509070678
3635 Gossypium hirsutum:
84561 Oecophylla smaragdina: 10.1271/BBB1961.54.3335
41492 Bellis perennis: 10.1016/0031-9422(95)00183-8
654 Aeromonas veronii: 10.3389/FCIMB.2020.00044
1132458 Cinnamomum kotoense: 10.1021/NP0580210
367484 Fumaria vaillantii: 10.1007/BF02249627
1883 Streptomyces:
113636 Populus tremula: 10.1111/NPH.16799
173162 Dicliptera chinensis: 10.3109/13880208709060924
2052340 Dicliptera roxburghiana: 10.3109/13880208709060924
35525 Daphnia magna: 10.1016/J.ENVINT.2009.12.006
1336873 Myrmekioderma rea: 10.1021/NP50100A032
68574 Chondrosia reniformis: 10.1021/NP50100A032
301693 Annona squamosa: 10.1007/S10600-010-9538-0
28901 Salmonella enterica: 10.1021/ACS.JPROTEOME.0C00281
36777 Elaeagnus angustifolia: 10.1007/BF02249647
29719 Mentha spicata: 10.1007/BF02249628
145754 Malva sylvestris: 10.1007/BF00629959
6398 Lumbricus terrestris: 10.1271/BBB1961.52.2379
33136 Epilobium dodonaei: 10.1007/BF00579976
57577 Trifolium pratense: 10.1007/BF00579976
3617 Fagopyrum esculentum: 10.1007/BF00579976
50225 Taraxacum officinale: 10.1007/BF00579976
3347 Pinus radiata: 10.1016/0031-9422(82)83099-9
66668 Sterculia tragacantha: 10.1007/BF02542627
2849249 Petrosia pellasarca: 10.1021/NP50070A010
2849250 Amphimedon complanata: 10.1021/NP50073A043
75948 Lactuca saligna: 10.3109/13880209209054625
193516 Hippophae rhamnoides: 10.1186/1752-153X-6-106
72714 Agelas: 10.1007/BF02536001
3656 Cucumis melo: 10.1016/S0031-9422(00)83494-9
52818 Allamanda cathartica: 10.1016/S0031-9422(98)00111-3
93788 Malvaviscus arboreus: 10.1016/S0031-9422(98)00111-3
283540 Pseudosuberites: 10.1021/NP50102A012
279590 Suberites massa: 10.1021/NP50102A012
178514 Amphimedon compressa: 10.1021/NP50081A009
295242 Agelas conifera: 10.1007/BF02536002
455045 Abelmoschus esculentus: 10.1016/0031-9422(82)83141-5
55444 Stuckenia pectinata: 10.1016/J.PHYTOCHEM.2003.08.014
34199 Aloe vera: 10.1271/BBB.57.1350
2709013 Triumfetta cordifolia: 10.1007/S11746-010-1584-Z
137178 Selaginella tamariscina: 10.1248/CPB.58.549
2261 Pyrococcus furiosus: 10.1128/JB.179.8.2766-2768.1997
5098 Monascus purpureus: 10.1016/0031-9422(96)00236-1
4151 Antirrhinum majus: 10.1515/BCHM2.1965.341.1.192
8014 Osmerus mordax: 10.1007/BF02532744
365776 Hoya tsangii: 10.1016/S0031-9422(00)82606-0
1167167 Hoya ovalifolia: 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
206228 Hoya cinnamomifolia: 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
2058639 Hoya fraterna: 10.1016/S0031-9422(00)82606-0
52832 Hoya bella: 10.1016/S0031-9422(00)82606-0
206240 Hoya multiflora: 10.1016/S0031-9422(00)82606-0
1167121 Hoya coronaria: 10.1016/S0031-9422(00)82606-0
206229 Hoya crassipes: 10.1016/S0031-9422(00)82606-0
1167174 Hoya pseudolanceolata: 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
82096 Eleutherococcus senticosus: 10.1002/PTR.3346
469326 Callyspongia fallax: 10.1021/NP000537Q
3693 Populus tremuloides: 10.1021/JO01064A066
1472306 Cecropia pachystachya: 10.1002/ARDP.19803130303
55513 Pistacia vera: 10.1023/B:CONC.0000003408.63300.B5
34457 Ganoderma australe: 10.1016/S0953-7562(09)80038-5
34456 Ganoderma adspersum: 10.1016/S0953-7562(09)80038-5
29884 Ganoderma applanatum: 10.1016/S0953-7562(09)80038-5
45234 Cordyceps: 10.1016/S1572-5995(00)80051-4
283503 Cervicornia cuspidifera: 10.1007/BF02537064
145745 Althaea officinalis: 10.1007/BF01165189
6060 Halichondriidae: 10.1021/JO00275A032
82229 Proiphys amboinensis: 10.1016/S0305-1978(97)00097-5
178552 Xestospongia muta: 10.1007/BF02535668
29636 Cyathea lepifera: 10.1248/CPB.43.1849
4312 Corynocarpus laevigatus: 10.1007/BF02901546
72179 Esperiopsidae: 10.1007/BF02535670
1078594 Erucaria microcarpa: 10.1002/(SICI)1099-1573(199906)13:4<329::AID-PTR458>3.0.CO;2-U
308281 Diplotaxis harra: 10.1002/(SICI)1099-1573(199906)13:4<329::AID-PTR458>3.0.CO;2-U
3055 Chlamydomonas reinhardtii: 10.1111/TPJ.12747
289409 Smenospongia aurea: 10.1007/BF02536024
289403 Aplysina lacunosa: 10.1007/BF02536024
202113 Aplysina fistularis: 10.1007/BF02536024
29780 Mangifera indica: 10.1007/BF02541638
569448 Salpa thompsoni: 10.1248/CPB.34.4562
56690 Tritrichomonas suis: 10.1016/0305-0491(85)90353-0
1144522 Tritrichomonas foetus: 10.1016/0305-0491(85)90353-0
85293 Viburnum opulus: 10.1007/S10600-006-0002-0
105367 Tripneustes ventricosus: 10.1021/NP50107A008
9606 Homo sapiens:
436207 Arnica montana: 10.1055/S-0028-1099547
268906 Salvia fruticosa: 10.1016/S0367-326X(01)00327-6
104301 Staphisagria macrosperma: 10.3109/13880208509070678
3635 Gossypium hirsutum:
84561 Oecophylla smaragdina: 10.1271/BBB1961.54.3335
41492 Bellis perennis: 10.1016/0031-9422(95)00183-8
654 Aeromonas veronii: 10.3389/FCIMB.2020.00044
1132458 Cinnamomum kotoense: 10.1021/NP0580210
367484 Fumaria vaillantii: 10.1007/BF02249627
1883 Streptomyces:
113636 Populus tremula: 10.1111/NPH.16799
173162 Dicliptera chinensis: 10.3109/13880208709060924
2052340 Dicliptera roxburghiana: 10.3109/13880208709060924
35525 Daphnia magna: 10.1016/J.ENVINT.2009.12.006
1336873 Myrmekioderma rea: 10.1021/NP50100A032
68574 Chondrosia reniformis: 10.1021/NP50100A032
301693 Annona squamosa: 10.1007/S10600-010-9538-0
28901 Salmonella enterica: 10.1021/ACS.JPROTEOME.0C00281
36777 Elaeagnus angustifolia: 10.1007/BF02249647
29719 Mentha spicata: 10.1007/BF02249628
145754 Malva sylvestris: 10.1007/BF00629959
6398 Lumbricus terrestris: 10.1271/BBB1961.52.2379
33136 Epilobium dodonaei: 10.1007/BF00579976
57577 Trifolium pratense: 10.1007/BF00579976
3617 Fagopyrum esculentum: 10.1007/BF00579976
50225 Taraxacum officinale: 10.1007/BF00579976
3347 Pinus radiata: 10.1016/0031-9422(82)83099-9
66668 Sterculia tragacantha: 10.1007/BF02542627
2849249 Petrosia pellasarca: 10.1021/NP50070A010
2849250 Amphimedon complanata: 10.1021/NP50073A043
75948 Lactuca saligna: 10.3109/13880209209054625
193516 Hippophae rhamnoides: 10.1186/1752-153X-6-106
72714 Agelas: 10.1007/BF02536001
3656 Cucumis melo: 10.1016/S0031-9422(00)83494-9
52818 Allamanda cathartica: 10.1016/S0031-9422(98)00111-3
93788 Malvaviscus arboreus: 10.1016/S0031-9422(98)00111-3
283540 Pseudosuberites: 10.1021/NP50102A012
279590 Suberites massa: 10.1021/NP50102A012
178514 Amphimedon compressa: 10.1021/NP50081A009
295242 Agelas conifera: 10.1007/BF02536002
455045 Abelmoschus esculentus: 10.1016/0031-9422(82)83141-5
55444 Stuckenia pectinata: 10.1016/J.PHYTOCHEM.2003.08.014
34199 Aloe vera: 10.1271/BBB.57.1350
2709013 Triumfetta cordifolia: 10.1007/S11746-010-1584-Z
137178 Selaginella tamariscina: 10.1248/CPB.58.549
2261 Pyrococcus furiosus: 10.1128/JB.179.8.2766-2768.1997
5098 Monascus purpureus: 10.1016/0031-9422(96)00236-1
4151 Antirrhinum majus: 10.1515/BCHM2.1965.341.1.192
8014 Osmerus mordax: 10.1007/BF02532744
365776 Hoya tsangii: 10.1016/S0031-9422(00)82606-0
1167167 Hoya ovalifolia: 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
206228 Hoya cinnamomifolia: 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
2058639 Hoya fraterna: 10.1016/S0031-9422(00)82606-0
52832 Hoya bella: 10.1016/S0031-9422(00)82606-0
206240 Hoya multiflora: 10.1016/S0031-9422(00)82606-0
1167121 Hoya coronaria: 10.1016/S0031-9422(00)82606-0
206229 Hoya crassipes: 10.1016/S0031-9422(00)82606-0
1167174 Hoya pseudolanceolata: 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
82096 Eleutherococcus senticosus: 10.1002/PTR.3346
469326 Callyspongia fallax: 10.1021/NP000537Q
3693 Populus tremuloides: 10.1021/JO01064A066
1472306 Cecropia pachystachya: 10.1002/ARDP.19803130303
55513 Pistacia vera: 10.1023/B:CONC.0000003408.63300.B5
34457 Ganoderma australe: 10.1016/S0953-7562(09)80038-5
34456 Ganoderma adspersum: 10.1016/S0953-7562(09)80038-5
29884 Ganoderma applanatum: 10.1016/S0953-7562(09)80038-5
45234 Cordyceps: 10.1016/S1572-5995(00)80051-4
283503 Cervicornia cuspidifera: 10.1007/BF02537064
145745 Althaea officinalis: 10.1007/BF01165189
6060 Halichondriidae: 10.1021/JO00275A032
82229 Proiphys amboinensis: 10.1016/S0305-1978(97)00097-5
178552 Xestospongia muta: 10.1007/BF02535668
29636 Cyathea lepifera: 10.1248/CPB.43.1849
4312 Corynocarpus laevigatus: 10.1007/BF02901546
72179 Esperiopsidae: 10.1007/BF02535670
9606 Homo sapiens: -
239685 Aconitum Kusnezoffii Reichb: -
25641 Aloe: -
44586 Panax Notoginseng (Burk.) F. H. Chen Ex C. Chow: -
86864 Codonopsis pilosula Nannf.var.modesta(Nannf).L.Shen: -
4054 Panax ginseng C.A.Mey.: -
1238147 Corydalis bungeana Turcz.: -
4414 Euryale ferox Salisb.: -

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

Christopher A Bishop, Tina Machate, Janin Henkel, Matthias B Schulze, Susanne Klaus, Karolin Piepelow. Heptadecanoic Acid Is Not a Key Mediator in the Prevention of Diet-Induced Hepatic Steatosis and Insulin Resistance in Mice. Nutrients. 2023 Apr; 15(9):. doi: 10.3390/nu15092052. [PMID: 37432205]
Youssef Khalil, Sara Carrino, Fujun Lin, Anna Ferlin, Heena V Lad, Francesca Mazzacuva, Sara Falcone, Natalie Rivers, Gareth Banks, Danilo Concas, Carlos Aguilar, Andrew R Haynes, Andy Blease, Thomas Nicol, Raya Al-Shawi, Wendy Heywood, Paul Potter, Kevin Mills, Daniel P Gale, Peter T Clayton. Tissue Proteome of 2-Hydroxyacyl-CoA Lyase Deficient Mice Reveals Peroxisome Proliferation and Activation of ω-Oxidation. International journal of molecular sciences. 2022 Jan; 23(2):. doi: 10.3390/ijms23020987. [PMID: 35055171]
Xiao Gai, Peng Qian, Benqiong Guo, Yixin Zheng, Zhihao Fu, Decai Yang, Chunmei Zhu, Yang Cao, Jingbin Niu, Jianghong Ling, Jin Zhao, Hailian Shi, Guoping Liu. Heptadecanoic acid and pentadecanoic acid crosstalk with fecal-derived gut microbiota are potential non-invasive biomarkers for chronic atrophic gastritis. Frontiers in cellular and infection microbiology. 2022; 12(?):1064737. doi: 10.3389/fcimb.2022.1064737. [PMID: 36699724]
Kathy Trieu, Saiuj Bhat, Zhaoli Dai, Karin Leander, Bruna Gigante, Frank Qian, Andres V Ardisson Korat, Qi Sun, Xiong-Fei Pan, Federica Laguzzi, Tommy Cederholm, Ulf de Faire, Mai-Lis Hellénius, Jason H Y Wu, Ulf Risérus, Matti Marklund. Biomarkers of dairy fat intake, incident cardiovascular disease, and all-cause mortality: A cohort study, systematic review, and meta-analysis. PLoS medicine. 2021 09; 18(9):e1003763. doi: 10.1371/journal.pmed.1003763. [PMID: 34547017]
Mary Catherine Sawh, Martina Wallace, Emma Shapiro, Nidhi P Goyal, Kimberly P Newton, Elizabeth L Yu, Craig Bross, Janis Durelle, Cynthia Knott, Jon A Gangoiti, Bruce A Barshop, Jivani M Gengatharan, Noah Meurs, Alexandra Schlein, Michael S Middleton, Claude B Sirlin, Christian M Metallo, Jeffrey B Schwimmer. Dairy Fat Intake, Plasma Pentadecanoic Acid, and Plasma Iso-heptadecanoic Acid Are Inversely Associated With Liver Fat in Children. Journal of pediatric gastroenterology and nutrition. 2021 04; 72(4):e90-e96. doi: 10.1097/mpg.0000000000003040. [PMID: 33399331]
Linda E T Vissers, Sabita S Soedamah-Muthu, Yvonne T van der Schouw, Nicolaas P A Zuithoff, Johanna M Geleijnse, Ivonne Sluijs. Consumption of a diet high in dairy leads to higher 15:0 in cholesteryl esters of healthy people when compared to diets high in meat and grain. Nutrition, metabolism, and cardiovascular diseases : NMCD. 2020 05; 30(5):804-809. doi: 10.1016/j.numecd.2020.01.006. [PMID: 32139254]
Chuanhui Xu, Chuanshang Cheng, Xiu Zhang, Jian Peng. Inclusion of Soluble Fiber in the Gestation Diet Changes the Gut Microbiota, Affects Plasma Propionate and Odd-Chain Fatty Acids Levels, and Improves Insulin Sensitivity in Sows. International journal of molecular sciences. 2020 Jan; 21(2):. doi: 10.3390/ijms21020635. [PMID: 31963640]
M Slim, C Ha, C A Vanstone, S N Morin, E Rahme, H A Weiler. Evaluation of plasma and erythrocyte fatty acids C15:0, t-C16:1n-7 and C17:0 as biomarkers of dairy fat consumption in adolescents. Prostaglandins, leukotrienes, and essential fatty acids. 2019 10; 149(?):24-29. doi: 10.1016/j.plefa.2019.07.007. [PMID: 31421524]
Luis O Romero, Andrew E Massey, Alejandro D Mata-Daboin, Francisco J Sierra-Valdez, Subhash C Chauhan, Julio F Cordero-Morales, Valeria Vásquez. Dietary fatty acids fine-tune Piezo1 mechanical response. Nature communications. 2019 03; 10(1):1200. doi: 10.1038/s41467-019-09055-7. [PMID: 30867417]
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Marcia C de Oliveira Otto, Rozenn N Lemaitre, Xiaoling Song, Irena B King, David S Siscovick, Dariush Mozaffarian. Serial measures of circulating biomarkers of dairy fat and total and cause-specific mortality in older adults: the Cardiovascular Health Study. The American journal of clinical nutrition. 2018 09; 108(3):476-484. doi: 10.1093/ajcn/nqy117. [PMID: 30007304]
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