Ascorbic acid (BioDeep_00000264841)

Main id: BioDeep_00000000738

 

human metabolite PANOMIX_OTCML-2023 blood metabolite natural product BioNovoGene_Lab2019


Metabolite Card


(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one

Formula: C6H8O6 (176.0321)
Chinese Names: 抗坏血酸, L-抗坏血酸
Spectrum Hits: Top Source () 0%

Molecular Structure

SMILES: C1(=C(C(=O)O[C@@H]1[C@@H](O)CO)O)O
InChI: InChI=1S/C6H8O6/c7-1-2(8)5-3(9)4(10)6(11)12-5/h2,5,7-10H,1H2/t2-,5+/m0/s1

Description

Ascorbic acid is found naturally in citrus fruits and many vegetables and is an essential nutrient in human diets. It is necessary to maintain connective tissue and bone. The biologically active form of ascorbic acid is vitamin C. Vitamin C is a water soluble vitamin. Primates (including humans) and a few other species in all divisions of the animal kingdom, notably the guinea pig, have lost the ability to synthesize ascorbic acid and must obtain it in their food. Vitamin C functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant (PubChem). Ascorbic acid is an electron donor for enzymes involved in collagen hydroxylation, biosynthesis of carnitine and norepinephrine, tyrosine metabolism, and amidation of peptide hormones. Ascrobic acid (vitamin C) deficiency causes scurvy. The amount of vitamin C necessary to prevent scurvy may not be adequate to maintain optimal health. The ability of vitamin C to donate electrons also makes it a potent water-soluble antioxidant that readily scavenges free radicals such as molecular oxygen, superoxide, hydroxyl radical, and hypochlorous acid. In this setting, several mechanisms could account for a link between vitamin C and heart disease. One is the relation between LDL oxidation and vitamins C and E. Vitamin C in vitro can recycle vitamin E, which can donate electrons to prevent LDL oxidation in vitro. As the lipid-phase vitamin E is oxidized, it can be regenerated by aqueous vitamin C. Other possibilities are that vitamin C could decrease cholesterol by mechanisms not well characterized, or could improve vasodilatation and vascular reactivity, perhaps by decreasing the interactions of nitric oxide with oxidants (PMID: 10799361). Moreover, ascorbic acid is found to be associated with hyperoxalemia, which is an inborn error of metabolism. Ascorbic acid is also a microbial metabolite produced by Ketogulonicigenium (PMID: 15785002).
Occurs widely in animals and plants. Good sources are citrus fruits and hip berries. Isolated from ox adrenal cortex, lemons and paprika. Production industrially on a large scale from glucose. Vitamin (antiscorbutic), antioxidant, nutrient, preservative consistency enhancer. It is used to reduce discoloration, mainly browning caused by polyphenol oxidase, in fruit and vegetable products. It is used to enhance colour formn. and to reduced the formn. of nitrosamines in meat products. It is used synergistically with Sulfur dioxide HVF10-P in wine and beer as a perservative. Assists formn. of the gluten network in bread making, thus enhancing bread volume. L-Ascorbic acid is found in many foods, some of which are cabbage, hyssop, ginseng, and pancake.
L-Ascorbic acid (L-Ascorbate), an electron donor, is an endogenous antioxidant agent. L-Ascorbic acid inhibits selectively Cav3.2 channels with an IC50 of 6.5 μM. L-Ascorbic acid is also a collagen deposition enhancer and an elastogenesis inhibitor[1][2][3]. L-Ascorbic acid exhibits anti-cancer effects through the generation of reactive oxygen species (ROS) and selective damage to cancer cells[4].
L-Ascorbic acid (L-Ascorbate), an electron donor, is an endogenous antioxidant agent. L-Ascorbic acid inhibits selectively Cav3.2 channels with an IC50 of 6.5 μM. L-Ascorbic acid is also a collagen deposition enhancer and an elastogenesis inhibitor[1][2][3]. L-Ascorbic acid exhibits anti-cancer effects through the generation of reactive oxygen species (ROS) and selective damage to cancer cells[4].

Synonyms

172 synonym names

(5R)-5-[(1S)-1,2-dihydroxyethyl]-3,4-dihydroxy-2,5-dihydrofuran-2-one; gamma-lactone L-threo-Hex-2-enonic acid; gamma-lactone L-threo-Hex-2-enonate; L-3-Ketothreohexuronic acid lactone; Monodehydroascorbic acid radical; Ascorbic Acid, Monosodium Salt; Monodehydroascorbate radical; 3-Keto-L-gulofuranolactone; di-L-Ascorbate, Magnesium; 3-Oxo-L-gulofuranolactone; Magnesium di L Ascorbate; Semidehydroascorbic acid; Magnesium di-L-Ascorbate; (+)-Sodium L-ascorbate; L-threo-Ascorbic acid; Antiscorbutic vitamin; Ascorbic acid radical; Natrascorb injectable; Ascorbate, Magnesium; Semidehydroascorbate; Magnesium Ascorbicum; Antiscorbic vitamin; Magnesium Ascorbate; L-Lyxoascorbic acid; L-Xyloascorbic acid; Acidum ascorbinicum; L-(+)-Ascorbic Acid; Kyselina askorbova; L(+)-Ascorbic acid; Ascorbate, Ferrous; Ferrous ascorbate; (+)-Ascorbic acid; Acidum ascorbicum; Ascorbate, Sodium; Ascorbate radical; Sodium Ascorbate; Acid, L-Ascorbic; Acide ascorbique; L-Ascorbic acid; Acido ascorbico; L-lyxoascorbate; L Ascorbic Acid; L-(+)-ascorbate; L-xyloascorbate; Cetane-Caps TD; L(+)-ascorbate; Acid, Ascorbic; Cevitamic acid; Cetane-Caps TC; Ascorbinsaeure; Suncoat VC 40; Ascorbic Acid; (+)-ascorbate; Viscorin 100m; Ascor-B.I.D.; Kangbingfeng; Laroscorbine; Testascorbic; Sodascorbate; Ronotec 100; L-ascorbate; Davitamon C; Vitascorbol; Cee-Caps TD; Ascorbutina; Proscorbin; Ascorbicin; Ascorbicab; Cevitamate; Planavit C; Citriscorb; Dora-C-500; Ascorbicap; Ascorbajen; Natrascorb; Rontex 100; ascorbate; Rovimix C; Vitacimin; Vitamisin; Ascorteal; Magnorbin; Cetemican; Cescorbat; Roscorbic; Cevitamin; Secorbate; Ce-Mi-Lin; CE-VI-Sol; Liqui-Cee; Scorbacid; Vicomin C; Catavin C; vitamin C; Allercorb; Lemascorb; Cee-Vite; Cenetone; Viscorin; Celaskon; Cenolate; Cevi-Bid; Cegiolan; Citrovit; Juvamine; Scorbu C; Arco-cee; Cevatine; Scorbu-C; Ascorbin; Ascoltin; Cantaxin; Colascor; Cebicure; Duoscorb; Ascorvit; Viforcit; Concemin; Cebione; Vicelat; Vitacee; Redoxon; Ascorin; Cevitan; Ceglion; Cevital; Ce lent; Cergona; Chewcee; Cetamid; C-Level; Cevalin; Cemagyl; Vitacin; Cevimin; C-Vimin; Cevitex; Ascorb; Hybrin; Cereon; Ceklin; Meri-C; Cetebe; Vitace; Adenex; C-Quin; Ribena; C-Long; Cetane; Cemill; Cantan; C-Span; Cebion; Cell C; Ciamin; Cevex; Celin; Vicin; Cebid; IDO-C; Hicee; Xitix; Cipca; e-300; e 300; Cewin; Cecon; Ascor; e300; Vasc; Ascorbate; Ascorbic acid



Cross Reference

13 cross reference id

Classification Terms

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401 organism taxonomy source information

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Literature Reference