Pantothenic acid (BioDeep_00000000742)

 

Secondary id: BioDeep_00000177899, BioDeep_00000229614, BioDeep_00000399968, BioDeep_00000400301, BioDeep_00000402964, BioDeep_00000413065

natural product human metabolite PANOMIX_OTCML-2023 blood metabolite BioNovoGene_Lab2019


代谢物信息卡片


(D,+)-N(alpha-gamma-Dihydroxy-beta,beta-dimethylbutyryl)-beta-alanine

化学式: C9H17NO5 (219.1107)
中文名称: 维生素B5, D-泛酸, 泛酸, D-泛酸钙
谱图信息: 最多检出来源 Homo sapiens(blood) 15.18%

Reviewed

Last reviewed on 2024-07-01.

Cite this Page

Pantothenic acid. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/pantothenic_acid (retrieved 2024-12-22) (BioDeep RN: BioDeep_00000000742). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(C)(CO)C(C(=O)NCCC(=O)O)O
InChI: InChI=1S/C9H17NO5/c1-9(2,5-11)7(14)8(15)10-4-3-6(12)13/h7,11,14H,3-5H2,1-2H3,(H,10,15)(H,12,13)/t7-/m0/s1

描述信息

(R)-pantothenic acid is a pantothenic acid having R-configuration. It has a role as an antidote to curare poisoning, a human blood serum metabolite and a geroprotector. It is a vitamin B5 and a pantothenic acid. It is a conjugate acid of a (R)-pantothenate.
Pantothenic acid, also called pantothenate or vitamin B5 (a B vitamin), is a water-soluble vitamin discovered by Roger J. Williams in 1919. For many animals, pantothenic acid is an essential nutrient as it is required to synthesize coenzyme-A (CoA), as well as to synthesize and metabolize proteins, carbohydrates, and fats. Pantothenic acid is the amide between pantoic acid and β-alanine and commonly found as its alcohol analog, the provitamin panthenol, and as calcium pantothenate. Small quantities of pantothenic acid are found in nearly every food, with high amounts in whole-grain cereals, legumes, eggs, meat, royal jelly, avocado, and yogurt. Pantothenic acid is an ingredient in some hair and skin care products. Only the dextrorotatory (D) isomer of pantothenic acid possesses biological activity. while the levorotatory (L) form may antagonize the effects of the dextrorotatory isomer.
Pantothenic acid is a metabolite found in or produced by Escherichia coli (strain K12, MG1655).
Pantothenic acid is a natural product found in Chlamydomonas reinhardtii, Arabidopsis thaliana, and other organisms with data available.
Pantothenic Acid is a water-soluble vitamin ubiquitously found in plants and animal tissues with antioxidant property. Vitamin B5 is a component of coenzyme A (CoA) and a part of the vitamin B2 complex. Vitamin B5 is a growth factor and is essential for various metabolic functions, including the metabolism of carbohydrates, proteins, and fatty acids. This vitamin is also involved in the synthesis of cholesterol, lipids, neurotransmitters, steroid hormones, and hemoglobin.
(R)-Pantothenic acid is a metabolite found in or produced by Saccharomyces cerevisiae.
A butyryl-beta-alanine that can also be viewed as pantoic acid complexed with BETA ALANINE. It is incorporated into COENZYME A and protects cells against peroxidative damage by increasing the level of GLUTATHIONE.
See also: Broccoli (part of).
Pantothenic acid, also called vitamin B5, is a water-soluble vitamin required to sustain life. Pantothenic acid is needed to form coenzyme-A (CoA), and is thus critical in the metabolism and synthesis of carbohydrates, proteins, and fats. Its name is derived from the Greek pantothen meaning "from everywhere" and small quantities of pantothenic acid are found in nearly every food, with high amounts in whole grain cereals, legumes, eggs, meat, and royal jelly. Pantothenic acid is classified as a member of the secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R) (R,R=alkyl, aryl). Pantothenic acid is considered to be soluble (in water) and acidic.
(r)-pantothenate, also known as (+)-pantothenic acid or vitamin b5, is a member of the class of compounds known as secondary alcohols. Secondary alcohols are compounds containing a secondary alcohol functional group, with the general structure HOC(R)(R) (R,R=alkyl, aryl) (r)-pantothenate is soluble (in water) and a weakly acidic compound (based on its pKa). (r)-pantothenate can be found in a number of food items such as spirulina, nance, cereals and cereal products, and sparkleberry, which makes (r)-pantothenate a potential biomarker for the consumption of these food products (r)-pantothenate can be found primarily in blood and urine (r)-pantothenate exists in all eukaryotes, ranging from yeast to humans.
D018977 - Micronutrients > D014815 - Vitamins
A pantothenic acid having R-configuration.
Acquisition and generation of the data is financially supported in part by CREST/JST.
KEIO_ID P032; [MS2] KO009182
KEIO_ID P032; [MS3] KO009183
KEIO_ID P032
D-Pantothenic acid (Pantothenate) is an essential trace nutrient that functions as the obligate precursor of coenzyme A (CoA). D-Pantothenic acid plays key roles in myriad biological processes, including many that regulate carbohydrate, lipid, protein, and nucleic acid metabolism[1].
D-Pantothenic acid (Pantothenate) is an essential trace nutrient that functions as the obligate precursor of coenzyme A (CoA). D-Pantothenic acid plays key roles in myriad biological processes, including many that regulate carbohydrate, lipid, protein, and nucleic acid metabolism[1].

同义名列表

89 个代谢物同义名

(D,+)-N(alpha-gamma-Dihydroxy-beta,beta-dimethylbutyryl)-beta-alanine; beta-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-, (R)- (9CI); 3-[[(2R)-3,3-dimethyl-2,4-bis(oxidanyl)butanoyl]amino]propanoic acid; 3-[[(2R)-2,4-dihydroxy-3,3-dimethyl-butanoyl]amino]propionic acid; .beta.-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-, (R)-; b-Alanine, N-[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]- (9CI); 3-[[(2R)-2,4-dihydroxy-3,3-dimethylbutanoyl]amino]propanoic acid; 3-((R)-2,4-Dihydroxy-3,3-dimethyl-butyrylamino)-propionic acid; (+)-(R)-3-(2,4-Dihydroxy-3,3-dimethylbutanamido)propanoic acid; beta-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-, (R)-; beta-Alanine, N-[(2R)-2,4-dihydroxy-3,3-dimethyl-1-oxobutyl]-; N-((2R)-2,4-DIHYDROXY-3,3-DIMETHYL-1-OXOBUTYL)-.BETA.-ALANINE; beta-Alanine, N-(2,4-dihydroxy-3,3-dimethyl-1-oxobutyl)-,(R)-; N-[(2R)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]-beta-alanine; 3-[(2R)-2,4-dihydroxy-3,3-dimethylbutanamido]propanoic acid; N-((2R)-2,4-DIHYDROXY-3,3-DIMETHYL-1-OXOBUTYL)-beta-ALANINE; (R)-3-(2,4-Dihydroxy-3,3-dimethylbutanamido)propanoic acid; (R)-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl)-beta-alanine; N-[(2R)-2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl]-ss-alanine; N-[(2R)-2,4-DIHYDROXY-3,3-DIMETHYLBUTANOYL]-BETA-ALANINE; (R)-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl)-b-alanine; D(+)-N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-beta-alanine; (R)-N-(2,4-Dihydroxy-3,3-dimethyl-1-oxobutyl)-β-alanine; 3-(2,4-dihydroxy-3,3-dimethylbutanamido)propanoic acid; N-[(2R)-2,4-Dihydroxy-3,3-dimethylbutanoyl]-β-alanine; N-[(2R)-2,4-Dihydroxy-3,3-dimethylbutanoyl]-b-alanine; D(+)-N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-β-alanine; D(+)-N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-b-alanine; N-(2,4-dihydroxy-3,3-dimethylbutanoyl)-beta-alanine; N-(2,4-Dihydroxy-3,3-dimethylbutyryl)-beta-alanine; 4-04-00-02569 (Beilstein Handbook Reference); PANTOTHENIC ACID [ORANGE BOOK]; Kyselina pantothenova [Czech]; ()-pantothenate;()-vitamin B5; Pantothen Pharmaselect (TN); Chick antidermatitis factor; GHOKWGTUZJEAQD-ZETCQYMHSA-N; Pantothenic acid, D- (8CI); PANTOTHENIC ACID [WHO-DD]; PANTOTHENIC ACID (MART.); PANTOTHENIC ACID [VANDF]; (D)-(+)-Pantothenic acid; PANTOTHENIC ACID [MART.]; PANTOTHENIC ACID [HSDB]; PANTOTHENIC ACID [INCI]; VITAMIN B5 [GREEN BOOK]; Pantothenic Acid [BAN]; Pantothenic acid (BAN); Pantothen Pharmaselect; D-(+)-pantothenic acid; delta-Pantothenic acid; Pantothenate, Calcium; Kyselina pantothenova; PANTOTHENIC ACID [MI]; (D)-(+)-Pantothenate; Pantothenic acid, D-; Calcium Pantothenate; (R)-pantothenic acid; (+)-Pantothenic acid; Pantothenic acid (d); D-Pantothenic acid; Pantothenate, Zinc; delta-Pantothenate; VITAMIN B5 [VANDF]; D-(+)-Pantothenate; PANTOTHENOIC ACID; Zinc Pantothenate; Pantotenico acido; pantothenic-acid; (R)-pantothenate; Pantothenic Acid; (+)-Pantothenate; UNII-19F5HK2737; d-pantothenate; PANTOTHENOate; B 5, Vitamin; pantothenate; Vitamin B 5; B5, Vitamin; Vitamin B-5; vitamin B5; 19F5HK2737; Dexol; PAU; D-Pantothenic acid hemicalcium salt; Calcium (+)-pantothenate; Sodium pantothenate; Pantothenic acid(VB5); Pantothenate



数据库引用编号

64 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

PlantCyc(0)

代谢反应

485 个相关的代谢反应过程信息。

Reactome(5)

BioCyc(1)

WikiPathways(0)

Plant Reactome(468)

INOH(0)

PlantCyc(0)

COVID-19 Disease Map(0)

PathBank(11)

PharmGKB(0)

20 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。

亚细胞结构定位 关联基因列表
Cytoplasm 9 AKT1, CAT, COASY, NFE2L2, PANK1, PANK3, PANK4, POMC, TP53
Endoplasmic reticulum membrane 1 CD4
Nucleus 7 AKT1, NFE2L2, PANK1, PANK2, PANK3, PANK4, TP53
cytosol 10 AKT1, CAT, GPT, GSR, NFE2L2, PANK1, PANK2, PANK3, PANK4, TP53
centrosome 2 NFE2L2, TP53
nucleoplasm 3 AKT1, NFE2L2, TP53
RNA polymerase II transcription regulator complex 1 NFE2L2
Cell membrane 6 AKT1, CD4, CD8A, SLC5A6, TNF, VNN1
lamellipodium 1 AKT1
Multi-pass membrane protein 1 SLC5A6
cell cortex 1 AKT1
cell surface 1 TNF
glutamatergic synapse 1 AKT1
Golgi apparatus 1 NFE2L2
Golgi membrane 1 INS
neuronal cell body 1 TNF
postsynapse 1 AKT1
Cytoplasm, cytosol 1 NFE2L2
plasma membrane 7 AKT1, CD4, CD8A, NFE2L2, SLC5A6, TNF, VNN1
Membrane 6 AKT1, CAT, PANK2, SLC5A6, TP53, VNN1
apical plasma membrane 1 SLC5A6
basolateral plasma membrane 1 SLC5A6
extracellular exosome 5 CAT, COASY, GPT, GSR, LYZ
endoplasmic reticulum 1 TP53
extracellular space 5 IL10, INS, LYZ, POMC, TNF
mitochondrion 5 CAT, COASY, GSR, PANK2, TP53
protein-containing complex 3 AKT1, CAT, TP53
intracellular membrane-bounded organelle 1 CAT
Single-pass type I membrane protein 2 CD4, CD8A
Secreted 3 IL10, INS, POMC
extracellular region 8 CAT, CD8A, IL10, INS, LYZ, POMC, TNF, VNN1
mitochondrial outer membrane 1 COASY
[Isoform 2]: Secreted 1 CD8A
Mitochondrion matrix 2 COASY, TP53
mitochondrial matrix 4 CAT, COASY, GSR, TP53
transcription regulator complex 1 TP53
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 1 TP53
external side of plasma membrane 4 CD4, CD8A, GSR, TNF
microtubule cytoskeleton 1 AKT1
nucleolus 2 PANK1, TP53
Early endosome 1 CD4
cell-cell junction 1 AKT1
recycling endosome 2 PANK1, TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Apical cell membrane 1 SLC5A6
Membrane raft 2 CD4, TNF
Cytoplasm, cytoskeleton 1 TP53
focal adhesion 1 CAT
spindle 1 AKT1
Peroxisome 1 CAT
Peroxisome matrix 1 CAT
peroxisomal matrix 1 CAT
peroxisomal membrane 1 CAT
Nucleus, PML body 1 TP53
PML body 1 TP53
Mitochondrion intermembrane space 2 AKT1, PANK2
mitochondrial intermembrane space 2 AKT1, PANK2
secretory granule 1 POMC
receptor complex 1 CD8A
ciliary basal body 1 AKT1
chromatin 2 NFE2L2, TP53
mediator complex 1 NFE2L2
phagocytic cup 1 TNF
cell periphery 1 PANK1
[Isoform 1]: Mitochondrion 1 PANK2
brush border membrane 1 SLC5A6
Nucleus, nucleolus 1 PANK1
Lipid-anchor, GPI-anchor 1 VNN1
site of double-strand break 1 TP53
endosome lumen 1 INS
[Isoform 2]: Cytoplasm, cytosol 1 PANK1
side of membrane 1 VNN1
germ cell nucleus 1 TP53
replication fork 1 TP53
basal plasma membrane 1 SLC5A6
[Isoform 3]: Cytoplasm 1 PANK2
[Isoform 4]: Cytoplasm 1 PANK2
clathrin-coated vesicle 1 PANK1
plasma membrane raft 1 CD8A
ficolin-1-rich granule lumen 1 CAT
secretory granule lumen 3 CAT, INS, POMC
Golgi lumen 1 INS
endoplasmic reticulum lumen 2 CD4, INS
nuclear matrix 1 TP53
transcription repressor complex 1 TP53
specific granule lumen 1 LYZ
tertiary granule lumen 1 LYZ
Cytoplasmic vesicle, clathrin-coated vesicle 1 PANK1
transport vesicle 1 INS
azurophil granule membrane 1 VNN1
azurophil granule lumen 1 LYZ
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
[Isoform 2]: Cytoplasm 1 PANK2
clathrin-coated endocytic vesicle membrane 1 CD4
[Isoform 1]: Nucleus 2 PANK1, TP53
protein-DNA complex 1 NFE2L2
[Isoform 1]: Cell membrane 1 CD8A
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 2 CD4, CD8A
catalase complex 1 CAT
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Yangyang Sun, Yutong Zhou, Qiyuan Long, Junwei Xing, Peizhen Guo, Yanchen Liu, Changjian Zhang, Yuanyuan Zhang, Alisdair R Fernie, Yuheng Shi, Yuehua Luo, Jie Luo, Cheng Jin. OsBCAT2, a gene responsible for the degradation of branched-chain amino acids, positively regulates salt tolerance by promoting the synthesis of vitamin B5. The New phytologist. 2024 Mar; 241(6):2558-2574. doi: 10.1111/nph.19551. [PMID: 38258425]
  • Richard Miallot, Virginie Millet, Franck Galland, Philippe Naquet. The vitamin B5/coenzyme A axis: A target for immunomodulation?. European journal of immunology. 2023 Jul; ?(?):e2350435. doi: 10.1002/eji.202350435. [PMID: 37482959]
  • H U Xingyao, Liu Hongning, Yan Xiaojun, Chen Zhong, F U Liu, Liu Ge, Chen Xuan, Shang Guangbin. Liver metabolomic characteristics in three different rat models of deficiency based on ultra-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry. Journal of traditional Chinese medicine = Chung i tsa chih ying wen pan. 2023 Apr; 43(2):274-285. doi: 10.19852/j.cnki.jtcm.20230201.001. [PMID: 36994515]
  • Paria Asadi, Miroslav P Milev, Djenann Saint-Dic, Chiara Gamberi, Michael Sacher. Vitamin B5, a coenzyme A precursor, rescues TANGO2 deficiency disease-associated defects in Drosophila and human cells. Journal of inherited metabolic disease. 2023 03; 46(2):358-368. doi: 10.1002/jimd.12579. [PMID: 36502486]
  • Min Li, Baodian Guo, Fengquan Liu, Zheng Qing Fu. Cross-kingdom vitamin B5 biosynthesis and cyst nematode susceptibility. Trends in parasitology. 2023 Jan; 39(1):7-9. doi: 10.1016/j.pt.2022.11.004. [PMID: 36443162]
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  • Yong Pu, Elvis Ticiani, Anita A Waye, Kunzhe Dong, Huanmin Zhang, Almudena Veiga-Lopez. Sex-specific extracellular matrix remodeling during early adipogenic differentiation by gestational bisphenol A exposure. Chemosphere. 2022 Sep; 302(?):134806. doi: 10.1016/j.chemosphere.2022.134806. [PMID: 35504463]
  • Azibe Yildiz, Tugba Demiralp, Nigar Vardi, Gul Otlu, Elif Taslidere, Hilal Cirik, Elif Gurel. Protective effects of dexpanthenol in carbon tetrachloride-induced myocardial toxicity in rats. Tissue & cell. 2022 Aug; 77(?):101824. doi: 10.1016/j.tice.2022.101824. [PMID: 35653907]
  • Christian C Dibble, Samuel A Barritt, Grace E Perry, Evan C Lien, Renee C Geck, Sarah E DuBois-Coyne, David Bartee, Thomas T Zengeya, Emily B Cohen, Min Yuan, Benjamin D Hopkins, Jordan L Meier, John G Clohessy, John M Asara, Lewis C Cantley, Alex Toker. PI3K drives the de novo synthesis of coenzyme A from vitamin B5. Nature. 2022 08; 608(7921):192-198. doi: 10.1038/s41586-022-04984-8. [PMID: 35896750]
  • Yuan Hong, Ziyi Zhou, Nan Zhang, Qiangqiang He, Zhangyou Guo, Lishun Liu, Yun Song, Ping Chen, Yaping Wei, Qiuyue Xu, Ya Li, Binyan Wang, Xianhui Qin, Xiping Xu, Yong Duan. Association between plasma Vitamin B5 levels and all-cause mortality: A nested case-control study. Journal of clinical hypertension (Greenwich, Conn.). 2022 07; 24(7):945-954. doi: 10.1111/jch.14516. [PMID: 35699663]
  • Xi Zhao, Siquan Zhang, Hongyi Shao. Dexpanthenol attenuates inflammatory damage and apoptosis in kidney and liver tissues of septic mice. Bioengineered. 2022 05; 13(5):11625-11635. doi: 10.1080/21655979.2022.2070585. [PMID: 35510377]
  • Tess Holling, Sheela Nampoothiri, Bedirhan Tarhan, Pauline E Schneeberger, Kollencheri Puthenveettil Vinayan, Dhanya Yesodharan, Arun Grace Roy, Periyasamy Radhakrishnan, Malik Alawi, Lindsay Rhodes, Katta Mohan Girisha, Peter B Kang, Kerstin Kutsche. Novel biallelic variants expand the SLC5A6-related phenotypic spectrum. European journal of human genetics : EJHG. 2022 04; 30(4):439-449. doi: 10.1038/s41431-021-01033-2. [PMID: 35013551]
  • Neslihan Pınar, Meyli Topaloğlu, İlke Evrim Seçinti, Esra Büyük, Mahir Kaplan. Protective effect of dexpanthenol on cisplatin induced nephrotoxicity in rats. Biotechnic & histochemistry : official publication of the Biological Stain Commission. 2022 Jan; 97(1):39-43. doi: 10.1080/10520295.2021.1890215. [PMID: 33632031]
  • Melanie Bourgin, Oliver Kepp, Guido Kroemer. Immunostimulatory effects of vitamin B5 improve anticancer immunotherapy. Oncoimmunology. 2022; 11(1):2031500. doi: 10.1080/2162402x.2022.2031500. [PMID: 35096488]
  • Shanping Wang, Keai Sinn Tan, Huimin Beng, Fei Liu, Jiandong Huang, Yihe Kuai, Rui Zhang, Wen Tan. Protective effect of isosteviol sodium against LPS-induced multiple organ injury by regulating of glycerophospholipid metabolism and reducing macrophage-driven inflammation. Pharmacological research. 2021 10; 172(?):105781. doi: 10.1016/j.phrs.2021.105781. [PMID: 34302975]
  • Yuping Liu, Siting Pan, Xinshuai Zhang, Hua Huang. In Vitro Reconstitution of the Pantothenic Acid Degradation Pathway in Ochrobactrum anthropi. ACS chemical biology. 2021 08; 16(8):1350-1353. doi: 10.1021/acschembio.1c00492. [PMID: 34313416]
  • Arif Aydın, Mehmet Giray Sönmez, Gökhan Ecer, Fahriye Kılınç, Rahim Kocabaş, Adeviye Elçi Atılgan, Pembe Oltulu, Mehmet Balasar. The effect of intratesticular dexpanthenol on experimentally-induced testicular ischaemia/reperfusion injury. Journal of pediatric urology. 2021 08; 17(4):440.e1-440.e7. doi: 10.1016/j.jpurol.2021.03.031. [PMID: 33883095]
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  • Jing Tang, Yulong Feng, Bo Zhang, Yongbao Wu, Zhanbao Guo, Suyun Liang, Zhengkui Zhou, Ming Xie, Shuisheng Hou. Severe pantothenic acid deficiency induces alterations in the intestinal mucosal proteome of starter Pekin ducks. BMC genomics. 2021 Jun; 22(1):491. doi: 10.1186/s12864-021-07820-x. [PMID: 34193047]
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