ChemFOnt: Showing chemical card for L-ascorbate (CFc000337861)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:31:57 UTC

Chemfont ID

CFc000337861

Molecule Identification

Common Name

L-ascorbate

Definition

Vitamin c, also known as ascorbic acid or L-ascorbate, is a member of the class of compounds known as butenolides. Butenolides are dihydrofurans with a carbonyl group at the C2 carbon atom. Vitamin c is soluble (in water) and a weakly acidic compound (based on its pKa). Vitamin c is a very mild and grassy tasting compound and can be found in a number of food items such as japanese chestnut, soursop, pepper (c. baccatum), and potato bread, which makes vitamin c a potential biomarker for the consumption of these food products. Vitamin c can be found primarily in most biofluids, including amniotic fluid, breast milk, cellular cytoplasm, and urine, as well as throughout most human tissues. In humans, vitamin c is involved in several metabolic pathways, some of which include the oncogenic action of succinate, carnitine synthesis, tyrosine metabolism, and the oncogenic action of fumarate. Vitamin c is also involved in several metabolic disorders, some of which include tyrosinemia, transient, of the newborn, alkaptonuria, tyrosine hydroxylase deficiency, and tyrosinemia type I. Moreover, vitamin c is found to be associated with traumatic brain injury, canavan disease, hyperoxalemia, and meningitis. Vitamin c is a drug which is used to treat vitamin c deficiency, scurvy, delayed wound and bone healing, urine acidification, and in general as an antioxidant. it has also been suggested to be an effective antiviral agent.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Acide ascorbique	ChEBI
Acido ascorbico	ChEBI
Acidum ascorbicum	ChEBI
Acidum ascorbinicum	ChEBI
Ascoltin	ChEBI
Ascorbicap	ChEBI
Ascorbinsaeure	ChEBI
e 300	ChEBI
e-300	ChEBI
e300	ChEBI
L-(+)-Ascorbic acid	ChEBI
L-Ascorbate	ChEBI
Vitamin C	ChEBI
Monodehydroascorbate radical	Kegg
Ascorbate radical	Kegg
Semidehydroascorbic acid	Kegg
ASCOR	Kegg
L-(+)-Ascorbate	Generator
L-Ascorbic acid	Generator
Monodehydroascorbic acid radical	Generator
Ascorbic acid radical	Generator
Semidehydroascorbate	Generator
Ascorbate	Generator
Ascorbic acid, monosodium salt	MeSH
Ferrous ascorbate	MeSH
L Ascorbic acid	MeSH
Magnesium di L ascorbate	MeSH
Magnorbin	MeSH
Sodium ascorbate	MeSH
Acid, L-ascorbic	MeSH
Ascorbate, magnesium	MeSH
Acid, ascorbic	MeSH
Ascorbate, ferrous	MeSH
Ascorbate, sodium	MeSH
Hybrin	MeSH
Magnesium ascorbate	MeSH
Magnesium ascorbicum	MeSH
Magnesium di-L-ascorbate	MeSH
Di-L-ascorbate, magnesium	MeSH
(+)-Ascorbate	HMDB
(+)-Ascorbic acid	HMDB
(+)-Sodium L-ascorbate	HMDB
3-keto-L-Gulofuranolactone	HMDB
3-oxo-L-Gulofuranolactone	HMDB
Adenex	HMDB
Allercorb	HMDB
Antiscorbic vitamin	HMDB
Antiscorbutic vitamin	HMDB
arco-Cee	HMDB
Ascor-b.i.d.	HMDB
Ascorb	HMDB
Ascorbajen	HMDB
Ascorbicab	HMDB
Ascorbicin	HMDB
Ascorbin	HMDB
Ascorbutina	HMDB
Ascorin	HMDB
Ascorteal	HMDB
Ascorvit	HMDB
C-Level	HMDB
C-Long	HMDB
C-Quin	HMDB
C-Span	HMDB
C-Vimin	HMDB
Cantan	HMDB
Cantaxin	HMDB
Catavin C	HMDB
Ce lent	HMDB
Ce-mi-lin	HMDB
Ce-vi-sol	HMDB
Cebicure	HMDB
Cebid	HMDB
Cebion	HMDB
Cebione	HMDB
Cecon	HMDB
Cee-caps TD	HMDB
Cee-vite	HMDB
Cegiolan	HMDB
Ceglion	HMDB
Ceklin	HMDB
Celaskon	HMDB
Celin	HMDB
Cell C	HMDB
Cemagyl	HMDB
Cemill	HMDB
Cenetone	HMDB
Cenolate	HMDB
Cereon	HMDB
Cergona	HMDB
Cescorbat	HMDB
Cetamid	HMDB
Cetane	HMDB
Cetane-caps TC	HMDB
Cetane-caps TD	HMDB
Cetebe	HMDB
Cetemican	HMDB
Cevalin	HMDB
Cevatine	HMDB
Cevex	HMDB
Cevi-bid	HMDB
Cevimin	HMDB
Cevital	HMDB
Cevitamate	HMDB
Cevitamic acid	HMDB
Cevitamin	HMDB
Cevitan	HMDB
Cevitex	HMDB
Cewin	HMDB
Chewcee	HMDB
Ciamin	HMDB
Cipca	HMDB
Citriscorb	HMDB
Citrovit	HMDB
Colascor	HMDB
Concemin	HMDB
Davitamon C	HMDB
Dora-C-500	HMDB
Duoscorb	HMDB
gamma-Lactone L-threo-hex-2-enonate	HMDB
gamma-Lactone L-threo-hex-2-enonic acid	HMDB
HiCee	HMDB
ido-C	HMDB
Juvamine	HMDB
Kangbingfeng	HMDB
Kyselina askorbova	HMDB
L(+)-Ascorbate	HMDB
L(+)-Ascorbic acid	HMDB
L-3-Ketothreohexuronic acid lactone	HMDB
L-Lyxoascorbate	HMDB
L-Lyxoascorbic acid	HMDB
L-threo-Ascorbic acid	HMDB
L-Xyloascorbate	HMDB
L-Xyloascorbic acid	HMDB
Laroscorbine	HMDB
Lemascorb	HMDB
Liqui-cee	HMDB
Meri-c	HMDB
Natrascorb	HMDB
Natrascorb injectable	HMDB
Planavit C	HMDB
Proscorbin	HMDB
Redoxon	HMDB
Ribena	HMDB
Ronotec 100	HMDB
Rontex 100	HMDB
Roscorbic	HMDB
Rovimix C	HMDB
Scorbacid	HMDB
Scorbu C	HMDB
Scorbu-C	HMDB
Secorbate	HMDB
Sodascorbate	HMDB
Suncoat VC 40	HMDB
Testascorbic	HMDB
VASC	HMDB
Vicelat	HMDB
Vicin	HMDB
Vicomin C	HMDB
Viforcit	HMDB
Viscorin	HMDB
Viscorin 100m	HMDB
Vitace	HMDB
Vitacee	HMDB
Vitacimin	HMDB
Vitacin	HMDB
Vitamisin	HMDB
Vitascorbol	HMDB
Xitix	HMDB
ASCORBIC ACID	ChEBI

Chemical Formula

C₆H₈O₆

Average Molecular Weight

176.1241

Monoisotopic Molecular Weight

176.032087988

IUPAC Name

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

Traditional Name

vitamin C

CAS Registry Number

50-81-7

SMILES

[H][C@@]1(OC(=O)C(O)=C1O)[C@@H](O)CO

InChI Identifier

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

InChI Key

CIWBSHSKHKDKBQ-JLAZNSOCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as butenolides. These are dihydrofurans with a carbonyl group at the C2 carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Dihydrofurans

Sub Class

Furanones

Direct Parent

Butenolides

Alternative Parents

Substituents

2-furanone
Vinylogous acid
Alpha,beta-unsaturated carboxylic ester
Enoate ester
1,2-diol
Carboxylic acid ester
Enediol
Secondary alcohol
Lactone
Carboxylic acid derivative
Oxacycle
Monocarboxylic acid or derivatives
Alcohol
Hydrocarbon derivative
Organic oxygen compound
Carbonyl group
Organic oxide
Primary alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

ascorbic acid (CHEBI:29073 )
Water-soluble vitamins (C00072 )

Functional Ontology

Not Available

Exogenous (HMDB: HMDB0000044)

Herbs and Spices (FooDB: FOOD00866)

Nut

Almond (FooDB: FOOD00148)
Brazil nut (FooDB: FOOD00024)
Cashew nut (FooDB: FOOD00011)
Chestnut (FooDB: FOOD00045)
Hazelnut (FooDB: FOOD00376)
Peanut (FooDB: FOOD00016)
Pecan nut (FooDB: FOOD00044)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Walnut (FooDB: FOOD00608)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hickory nut (FooDB: FOOD00377)
Macadamia nut (FooDB: FOOD00525)
Mixed nuts (FooDB: FOOD00771)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Japanese chestnut (FooDB: FOOD00385)
Common hazelnut (FooDB: FOOD00062)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Nuts (FooDB: FOOD00869)

Fruit

Pome

Drupe

Apricot (FooDB: FOOD00144)
Prunus (Cherry, Plum) (FooDB: FOOD00143)
Nectarine (FooDB: FOOD00229)
Peach (FooDB: FOOD00149)
European plum (FooDB: FOOD00147)
Sour cherry (FooDB: FOOD00146)
Sweet cherry (FooDB: FOOD00145)
Common chokecherry (FooDB: FOOD00562)
Peach (var.) (FooDB: FOOD00230)

Tropical fruit

Berry

Bilberry (FooDB: FOOD00193)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Elderberry (FooDB: FOOD00358)
Gooseberry (FooDB: FOOD00157)
Grape (FooDB: FOOD00369)
Lingonberry (FooDB: FOOD00194)
Loganberry (FooDB: FOOD00400)
Strawberry (FooDB: FOOD00083)
Boysenberry (FooDB: FOOD00542)
American cranberry (FooDB: FOOD00192)
Common grape (FooDB: FOOD00204)
Strawberry guava (FooDB: FOOD00482)
Black mulberry (FooDB: FOOD00117)
Red raspberry (FooDB: FOOD00162)
Muscadine grape (FooDB: FOOD00203)
Salmonberry (FooDB: FOOD00456)
Alaska blueberry (FooDB: FOOD00380)
Sea-buckthornberry (FooDB: FOOD00087)
Black elderberry (FooDB: FOOD00166)
Black crowberry (FooDB: FOOD00075)
Black huckleberry (FooDB: FOOD00084)
Mulberry (FooDB: FOOD00116)
Black chokeberry (FooDB: FOOD00136)
Cloudberry (FooDB: FOOD00161)
Black raspberry (FooDB: FOOD00163)
Rowanberry (FooDB: FOOD00176)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Ohelo berry (FooDB: FOOD00419)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)

Other fruit

Date (FooDB: FOOD00135)
Fig (FooDB: FOOD00081)
Jujube (FooDB: FOOD00388)

Citrus

Grapefruit (FooDB: FOOD00256)
Lemon (FooDB: FOOD00054)
Lime (FooDB: FOOD00053)
Sweet orange (FooDB: FOOD00057)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Persian lime (FooDB: FOOD00543)
Pummelo (FooDB: FOOD00055)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Citrus (FooDB: FOOD00859)

Fruits (FooDB: FOOD00871)

Vegetable

Shoot vegetable

Fruit vegetable

Eggplant (FooDB: FOOD00174)
Avocado (FooDB: FOOD00130)
Groundcherry (FooDB: FOOD00371)
Olive (FooDB: FOOD00121)
Pepper (FooDB: FOOD00040)
Garden tomato (FooDB: FOOD00171)
Mexican groundcherry (FooDB: FOOD00491)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Garden tomato (var.) (FooDB: FOOD00173)
Cherry tomato (FooDB: FOOD00172)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Pepper (C. frutescens) (FooDB: FOOD00428)
Pepper (C. pubescens) (FooDB: FOOD00849)
Orange bell pepper (FooDB: FOOD00879)

Root vegetable

Cabbage

Leaf vegetable

Lettuce (FooDB: FOOD00095)
Swiss chard (FooDB: FOOD00237)
Garden cress (FooDB: FOOD00099)
Endive (FooDB: FOOD00048)
Spinach (FooDB: FOOD00178)
Common beet (FooDB: FOOD00025)
Garland chrysanthemum (FooDB: FOOD00333)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
New Zealand spinach (FooDB: FOOD00415)
Swamp cabbage (FooDB: FOOD00091)
Rocket salad (ssp.) (FooDB: FOOD00077)
Yautia (FooDB: FOOD00510)
Romaine lettuce (FooDB: FOOD00888)
Rocket salad (FooDB: FOOD00244)
Chicory leaves (FooDB: FOOD00250)
Corn salad (FooDB: FOOD00340)
Malabar spinach (FooDB: FOOD00404)
Ostrich fern (FooDB: FOOD00556)
Green vegetables (FooDB: FOOD00872)

Mushroom

Tuber

Onion-family vegetable

Leek (FooDB: FOOD00007)
Allium (FooDB: FOOD00005)
Wild leek (FooDB: FOOD00396)
Shallot (FooDB: FOOD00243)
Garden onion (FooDB: FOOD00006)
Garden onion (var.) (FooDB: FOOD00226)
Onion-family vegetables (FooDB: FOOD00855)
Green onion (FooDB: FOOD00963)
Red onion (FooDB: FOOD00962)

Other vegetable

Okra (FooDB: FOOD00420)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Tree fern (FooDB: FOOD00797)
Chinese water chestnut (FooDB: FOOD00332)
Nopal (FooDB: FOOD00416)
Carob (FooDB: FOOD00321)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Giant butterbur (FooDB: FOOD00314)
Sesbania flower (FooDB: FOOD00469)

Stalk vegetable

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Other bread

Other bread (FooDB: FOOD00269)

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Bean

Lentil

Lentils (FooDB: FOOD00098)

Pea

Other pulse

White lupine (FooDB: FOOD00403)
Lupine (FooDB: FOOD00104)

Pulses (FooDB: FOOD00867)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Other soy product (FooDB: FOOD00271)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Gourd

Chayote (FooDB: FOOD00325)
Cucumber (FooDB: FOOD00065)
Muskmelon (FooDB: FOOD00064)
Cucurbita (FooDB: FOOD00066)
Watermelon (FooDB: FOOD00052)
Bitter gourd (FooDB: FOOD00115)
Calabash (FooDB: FOOD00318)
Towel gourd (FooDB: FOOD00492)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Wax gourd (FooDB: FOOD00499)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)

Tea

Herbal tea

Greenthread tea (FooDB: FOOD00820)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	245 g/L	ALOGPS
logP	-1.6	ALOGPS
logP	-1.9	ChemAxon
logS	0.14	ALOGPS
pKa (Strongest Acidic)	4.36	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	107.22 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	37.03 m³·mol⁻¹	ChemAxon
Polarizability	14.93 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon