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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H25N7O6.2C6H13NO5
Molecular Weight 817.798
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LEVOMEFOLATE GLUCOSAMINE

SMILES

N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO.N[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO.CN1[C@@H](CNC2=CC=C(C=C2)C(=O)N[C@@H](CCC(O)=O)C(O)=O)CNC3=C1C(=O)NC(N)=N3

InChI

InChIKey=FZDRYCKUVGVDSO-KWWXADPNSA-N
InChI=1S/C20H25N7O6.2C6H13NO5/c1-27-12(9-23-16-15(27)18(31)26-20(21)25-16)8-22-11-4-2-10(3-5-11)17(30)24-13(19(32)33)6-7-14(28)29;2*7-3(1-8)5(11)6(12)4(10)2-9/h2-5,12-13,22H,6-9H2,1H3,(H,24,30)(H,28,29)(H,32,33)(H4,21,23,25,26,31);2*1,3-6,9-12H,2,7H2/t12-,13-;2*3-,4+,5+,6+/m000/s1

HIDE SMILES / InChI

Molecular Formula C6H13NO5
Molecular Weight 179.1711
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula C20H25N7O6
Molecular Weight 459.4558
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Levomefolate glucosamine is prodrug of Levomefolic acid. Levomefolic acid (INN) is the metabolite of folic acid (Vitamin B9) and it is a predominant active form of folate found in foods and in the blood circulation, accounting for 98% of folates in human plasma. It is transported across the membranes including the blood-brain barrier into various tissues where it plays an essential role in the DNA synthesis, cysteine cycle and regulation of homocysteine, where it methylates homocysteine and forms methionine and tetrahydrofolate (THF). Levomefolate is approved as a food additive and is designated a GRAS (generally regarded as safe) compound. It is available commercially as a crystalline form of the calcium salt (Metafolin(R)), which has the stability required for use as a supplement. Supplementation of levomefolic acid is desired over folic acid due to reduced potential for masking vitamin B12 deficiency symptoms.

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 10:08:12 UTC 2023
Edited
by admin
on Sat Dec 16 10:08:12 UTC 2023
Record UNII
Q65PL71Q1A
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LEVOMEFOLATE GLUCOSAMINE
Common Name English
(6S)-5-methyltetrahydrofolate glucosamine [WHO-DD]
Common Name English
(6S)-5-METHYLTETRAHYDROFOLATE GLUCOSAMINE
WHO-DD  
Common Name English
QUATREFOLIC
Common Name English
L-GLUTAMIC ACID, N-(4-((((6S)-2-AMINO-3,4,5,6,7,8-HEXAHYDRO-5-METHYL-4-OXO-6-PTERIDINYL)METHYL)AMINO)BENZOYL)-, COMPD. WITH 2-AMINO-2-DEOXY-D-GLUCOSE (1:2)
Systematic Name English
5MTHF-GLUCOSAMINE
Common Name English
Code System Code Type Description
DAILYMED
Q65PL71Q1A
Created by admin on Sat Dec 16 10:08:12 UTC 2023 , Edited by admin on Sat Dec 16 10:08:12 UTC 2023
PRIMARY
SMS_ID
100000174527
Created by admin on Sat Dec 16 10:08:12 UTC 2023 , Edited by admin on Sat Dec 16 10:08:12 UTC 2023
PRIMARY
DRUG BANK
DBSALT001567
Created by admin on Sat Dec 16 10:08:12 UTC 2023 , Edited by admin on Sat Dec 16 10:08:12 UTC 2023
PRIMARY
RXCUI
1592256
Created by admin on Sat Dec 16 10:08:12 UTC 2023 , Edited by admin on Sat Dec 16 10:08:12 UTC 2023
PRIMARY RxNorm
EPA CompTox
DTXSID101019760
Created by admin on Sat Dec 16 10:08:12 UTC 2023 , Edited by admin on Sat Dec 16 10:08:12 UTC 2023
PRIMARY
FDA UNII
Q65PL71Q1A
Created by admin on Sat Dec 16 10:08:12 UTC 2023 , Edited by admin on Sat Dec 16 10:08:12 UTC 2023
PRIMARY
PUBCHEM
135565261
Created by admin on Sat Dec 16 10:08:12 UTC 2023 , Edited by admin on Sat Dec 16 10:08:12 UTC 2023
PRIMARY
CAS
1181972-37-1
Created by admin on Sat Dec 16 10:08:12 UTC 2023 , Edited by admin on Sat Dec 16 10:08:12 UTC 2023
PRIMARY
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ACTIVE MOIETY
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