General Information of Drug (ID: DR0144)
Drug Name
Ascorbic acid
Synonyms
Allercorb; Ascoltin; Ascorbajen; Ascorbicap; Ascorbutina; Ascorin; Ascorteal; Ascorvit; Cantaxin; Cebicure; Cebione; Cegiolan; Celaskon; Cemagyl; Cenetone; Cenolate; Cergona; Cescorbat; Cetamid; Cetemican; Cevimin; Cevital; Cevitamic acid; Cevitamin; Citriscorb; Colascor; Concemin; Hybrin; L(+)-Ascorbic acid; L-ascorbate; Laroscorbine; Lemascorb; Natrascorb; Proscorbin; Redoxon; Roscorbic; Secorbate; Testascorbic; Vicelat; Viforcit; Viscorin; Vitacee; Vitacimin; Vitacin; Vitamisin; Vitascorbol; ascorbate; ascorbic acid; l-ascorbic acid; vitamin C;
Indication Vitamin deficiency [ICD11: 5B55] Approved [1]
Structure
3D MOL 2D MOL
Pharmaceutical Properties Molecular Weight 176.12 Topological Polar Surface Area 107
Heavy Atom Count 12 Rotatable Bond Count 2
Hydrogen Bond Donor Count 4 Hydrogen Bond Acceptor Count 6
Cross-matching ID
PubChem CID
54670067
PubChem SID
3372 ; 597821 ; 828416 ; 3132038 ; 7847086 ; 7885976 ; 8145471 ; 11528251 ; 14717141 ; 15219590 ; 15321981 ; 17390038 ; 22395201 ; 24855464 ; 24859847 ; 24871532 ; 24890105 ; 24890106 ; 24890107 ; 24890417 ; 24890632 ; 24890635 ; 24890649 ; 24890857 ; 24890875 ; 24891042 ; 24891246 ; 24891432 ; 24900863 ; 26757776 ; 29203862 ; 29224819 ; 36507993 ; 46505070 ; 47662544 ; 47960008 ; 48259498 ; 48413235 ; 48415580 ; 48416719 ; 48423587 ; 48425237 ; 49684275 ; 49699000 ; 49737747 ; 50105612 ; 53790060 ; 56310862 ; 56313946 ; 56314017
ChEBI ID
ChEBI:29073
CAS Number
50-81-7
TTD Drug ID
D07AHW
Formula
C6H8O6
Canonical SMILES
C(C(C1C(=C(C(=O)O1)O)O)O)O
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
InChIKey
CIWBSHSKHKDKBQ-JLAZNSOCSA-N
The Metabolic Roadmap of This Drug
The Full List of Drug Metabolites (DM) of This Drug
DM Name DM ID PubChem ID Reaction DM Level REF
Ascorbic acid-2-sulfate DM001761
98048983
Conjugation - Sulfation 1 [6]
Dehydroascorbate DM003094
440667
Unclear 1 [7] , [8]
2,3-dikeogulonic acid DM001758
18
Unclear 2 [7]
Deoxydihydro-artemisinin DM001757
496630
Unclear 3 [7]
Erythrulose DM001759
162406
Unclear 3 [7] , [9]
Oxalic acid DM001760
971
Unclear 3 [7]
The Full List of Metabolic Reaction (MR) of This Drug
MR ID Reactant Product MR Type DME REF
MR000318 Ascorbic acid Ascorbic acid-2-sulfate Conjugation - Sulfation Unclear [6]
MR000319 Ascorbic acid Dehydroascorbate Unclear Unclear [7], [8]
MR000320 Dehydroascorbate 2,3-dikeogulonic acid Unclear Unclear [7]
MR000315 2,3-dikeogulonic acid Deoxydihydro-artemisinin Unclear Unclear [7]
MR000316 2,3-dikeogulonic acid Erythrulose Unclear Unclear [7], [9]
MR000317 2,3-dikeogulonic acid Oxalic acid Unclear Unclear [7]
⏷ Show the Full List of 6 MR(s)
Drug-Metabolizing Enzyme(s) (DME) Metabolizing This Drug
DME Name DME Info Species Uniprot ID EC Number REF
HIF-prolyl hydroxylase 2 (EGLN1) DME0462 Homo sapiens
EGLN1_HUMAN
1.14.11.29
[2]
Prolyl 4-hydroxylase alpha-1 (P4HA1) DME0461 Homo sapiens
P4HA1_HUMAN
1.14.11.2
[3]
Prolyl 4-hydroxylase alpha-2 (P4HA2) DME0460 Homo sapiens
P4HA2_HUMAN
1.14.11.2
[3]
Prolyl 4-hydroxylase alpha-3 (P4HA3) DME0463 Homo sapiens
P4HA3_HUMAN
1.14.11.2
[4]
Thiopurine methyltransferase (TPMT) DME0014 Homo sapiens
TPMT_HUMAN
2.1.1.67
[5]
Experimental Enzyme Kinetic Data of This Drug
DME Name DME Info Kinetic Data Uniprot ID REF
HIF-prolyl hydroxylase 2 (EGLN1) DME0462 Km = 0.14 microM
EGLN1_HUMAN
[2]
Prolyl 4-hydroxylase alpha-1 (P4HA1) DME0461 Km = 0.33 microM
P4HA1_HUMAN
[3]
Prolyl 4-hydroxylase alpha-2 (P4HA2) DME0460 Km = 0.33 microM
P4HA2_HUMAN
[3]
Prolyl 4-hydroxylase alpha-3 (P4HA3) DME0463 Km = 0.18 microM
P4HA3_HUMAN
[4]
References
1 Ascorbic Acid was approved by FDA. The 2020 official website of the U.S. Food and Drug Administration.
2 Characterization of the human prolyl 4-hydroxylases that modify the hypoxia-inducible factor. J Biol Chem. 2003 Aug 15;278(33):30772-80.
3 Prolyl 4-hydroxylases, the key enzymes of collagen biosynthesis. Matrix Biol. 2003 Mar;22(1):15-24.
4 Identification and characterization of a third human, rat, and mouse collagen prolyl 4-hydroxylase isoenzyme. J Biol Chem. 2003 Nov 28;278(48):47685-93.
5 Ascorbic acid inhibits spinal meningeal catechol-o-methyl transferase in vitro, markedly increasing epinephrine bioavailability. Anesthesiology. 1997 Feb;86(2):405-9.
6 Absorption of ascorbic acid and ascorbic sulfate and ascorbate metabolism in common carp (Cyprinus carpio L.) J Comp Physiol B. 1990;160(5):549-61. doi: 10.1007/BF00258983.
7 Ascorbic acid intake and oxalate synthesis Urolithiasis. 2016 Aug;44(4):289-97. doi: 10.1007/s00240-016-0868-7.
8 Nutritional Component Analyses in Different Varieties of Actinidia eriantha Kiwifruit by Transcriptomic and Metabolomic Approaches. Int J Mol Sci. 2022 Sep 6;23(18):10217. doi: 10.3390/ijms231810217.
9 Potential of (1)H NMR fingerprinting and a model system approach to study non-enzymatic browning in shelf-stable orange juice during storage. Food Res Int. 2021 Feb;140:110062. doi: 10.1016/j.foodres.2020.110062.

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