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Details

Stereochemistry ABSOLUTE
Molecular Formula C8H15NO6
Molecular Weight 221.2078
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of N-ACETYLMANNOSAMINE

SMILES

CC(=O)N[C@H](C=O)[C@@H](O)[C@H](O)[C@H](O)CO

InChI

InChIKey=MBLBDJOUHNCFQT-WCTZXXKLSA-N
InChI=1S/C8H15NO6/c1-4(12)9-5(2-10)7(14)8(15)6(13)3-11/h2,5-8,11,13-15H,3H2,1H3,(H,9,12)/t5-,6-,7-,8-/m1/s1

HIDE SMILES / InChI
Molecular Formula C8H15NO6
Molecular Weight 221.2078
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/25962821

N-acetylmannosamine (ManNAc), a hexosamine monosaccharide, is the first committed biological precursor of Neu5Ac. N-acetylmannosamine is being investigated as a potential treatment for GNE myopathy. N-acetylmannosamine has being reported to improve the cognitive function in aged animals. It has potential therapeutic application for cognitive dysfunction. N-acetylmannosamine is under investigation for GNE myopathy.

CNS Activity

CNS Active
3913
Curator's Comment: N-acetylmannosamine (ManNAc) enhanced the hippocampal cell proliferation in mice. ManNAc had positive effects on the age-related brain dysfunction.

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
D-glucose phosphorylation
2
Target ID: D-glucose phosphorylation
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Phase II
1132
Unknown

Approved Use

Unknown
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
2585 ng/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/28641925
10 g single, oral
dose: 10 g
route of administration: Oral
experiment type: SINGLE
co-administered:
N-ACETYLMANNOSAMINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
14161 ng × h/mL
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/28641925
10 g single, oral
dose: 10 g
route of administration: Oral
experiment type: SINGLE
co-administered:
N-ACETYLMANNOSAMINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
2.4 h
EXPERIMENT
https://pubmed.ncbi.nlm.nih.gov/28641925
10 g single, oral
dose: 10 g
route of administration: Oral
experiment type: SINGLE
co-administered:
N-ACETYLMANNOSAMINE plasma
Homo sapiens
population: UNHEALTHY
age: ADULT
sex: FEMALE / MALE
food status: FASTED
Doses

Doses

DosePopulationAdverse events​
10 g single, oral
Highest studied dose
Dose: 10 g
Route: oral
Route: single
Dose: 10 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/28641925
Page: p.6, 20
unhealthy, ADULT
n = 6
Health Status: unhealthy
Condition: myopathy
Age Group: ADULT
Sex: M+F
Food Status: FASTED
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/28641925
Page: p.6, 20
Other AEs: Diarrhea, Nausea...
Other AEs:
Diarrhea (50%)
Nausea (16.7%)
Sources:
https://pubmed.ncbi.nlm.nih.gov/28641925
Page: p.6, 20
AEs

AEs

AESignificanceDosePopulation
Nausea 16.7%
10 g single, oral
Highest studied dose
Dose: 10 g
Route: oral
Route: single
Dose: 10 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/28641925
Page: p.6, 20
unhealthy, ADULT
n = 6
Health Status: unhealthy
Condition: myopathy
Age Group: ADULT
Sex: M+F
Food Status: FASTED
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/28641925
Page: p.6, 20
Diarrhea 50%
10 g single, oral
Highest studied dose
Dose: 10 g
Route: oral
Route: single
Dose: 10 g
Sources:
https://pubmed.ncbi.nlm.nih.gov/28641925
Page: p.6, 20
unhealthy, ADULT
n = 6
Health Status: unhealthy
Condition: myopathy
Age Group: ADULT
Sex: M+F
Food Status: FASTED
Population Size: 6
Sources:
https://pubmed.ncbi.nlm.nih.gov/28641925
Page: p.6, 20
Sourcing

Sourcing

Vendor/AggregatorIDURL
3B Scientific (Wuhan) Corp
3B3-053009
http://www.3bsc.com/index/pro_info.php?id=91474
AA Blocks
AA003SM4
https://www.aablocks.com/goods/Goods/detail?id=AA003SM4
AEchem Scientific Corp., USA
AE026743
http://www.aechemsc.com/info_products/AE026743.php
AEchem Scientific Corp., USA
AE068292
https://www.aechemsc.com/info_products/AE068292.php
AK Scientific, Inc. (AKSCI)
1904AH
http://www.aksci.com/item_detail.php?cat=1904AH
Aaron Chemicals
AR003TDW
http://www.aaronchem.com/7772-94-3
Achemtek
0104-057745
http://www.achemtek.com/7772-94-3
Alichem
119001187
http://www.alichem.com/en/products/7772-94-3.html
Ambeed
A281916
https://www.ambeed.com/products/7772-94-3.html
Ambinter
Amb22736116
http://www.ambinter.com/reference/22736116
Aurora Fine Chemicals LLC
A17.877.760
http://online.aurorafinechemicals.com/info?ID=A17.877.760
Aurora Fine Chemicals LLC
A24.079.239
http://online.aurorafinechemicals.com/info?ID=A24.079.239
Aurora Fine Chemicals LLC
A24.111.688
http://online.aurorafinechemicals.com/info?ID=A24.111.688
Aurum Pharmatech LLC
A-9322
http://www.Aurumpharmatech.com/Product/ProductDetails/A_9322
BLD Pharm
BD00826678
http://www.bldpharm.com/products/1136-44-3.html
BLD Pharm
BD143000
http://www.bldpharm.com/products/7772-94-3.html
BOC Sciences
3615-17-6
https://www.bocsci.com/2-acetamido-2-deoxy-d-mannose-cas-3615-17-6-item-112452.html
CSNpharm
CSN27449
https://www.csnpharm.com/products/cyclic-n-acetyl-d-mannosamine.html
Chem Scene
CS-0130226
http://www.chemscene.com/1136-44-3.html
Chem Scene
CS-W020894
http://www.chemscene.com/7772-94-3.html
ChemMol
99084877
http://www.chemmol.com/chemmol/99084877.html
ChemMol
99154508
http://www.chemmol.com/chemmol/99154508.html
Chemspace
CSSB00016993143
https://chem-space.com/CSSB00016993143
Chemspace
CSSS00020605336
https://chem-space.com/CSSS00020605336
Combi-Blocks
SS-5221
http://www.combi-blocks.com/cgi-bin/find.cgi?SS-5221
Glentham Life Sciences
GK3319
http://www.glentham.com/products/product/GK3319/
Hairui
HR128451
http://www.hairuichem.com/en/product/7772-94-3.html
Lab Network
LN00245908
https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00245908
MedChem Express
HY-W040154
https://www.medchemexpress.com/n-acetyl-d-mannosamine-monohydrate.html
MolPort
MolPort-006-822-931
https://www.molport.com/shop/molecule-link/MolPort-006-822-931
MolPort
MolPort-035-691-400
https://www.molport.com/shop/molecule-link/MolPort-035-691-400
OChem
10906
http://www.ocheminc.com/index.php?act=psearch&pid=772A943
Parchem
37268
http://www.parchem.com/chemical-supplier-distributor/N-Acetyl-D-mannosamine-027268.aspx
Selleck Chemicals
S3371
https://www.selleckchem.com/products/n-acetyl-d-mannosamine.html
Sigma-Aldrich
A8176_SIGMA
https://www.sigmaaldrich.com/catalog/product/sigma/a8176?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule
S784947
https://www.smolecule.com/products/s784947
Smolecule
S795541
https://www.smolecule.com/products/s795541
THE BioTek
bt-429443
https://www.thebiotek.com/product/others/bt-429443
THE BioTek
bt-461948
https://www.thebiotek.com/product/others/bt-461948
abcr GmbH
AB313732
http://www.abcr.com/shop/en/AB313732
eNovation Chemicals
D484912
https://www.enovationchem.com/ProductDetails.asp?ProductID=D484912
PubMed

PubMed

TitleDatePubMed
Patents

Patents

05071750
6
05461143
3
05759823
3
06570040
2
07182954
3
07667012
2
07923582
2
20060276658
2
20080214801
2
20120142619
2
WO2015032357A1
2

Sample Use Guides

In Vivo Use Guide
GNE myopathy or hereditary inclusion body myopathy: liquid solution of N-acetylmannosamine - 3,000 mg, 6,000 mg, and 10,000 mg orally
Route of Administration: Oral
In Vitro Use Guide
50uM of N-acetylmannosamine caused a reduction of total capillary length by 75% of the values obtained for spheroids, which were not co-stimulated with sialic acid precursors.
Substance Class Chemical
Created
by admin
on Sat Dec 16 05:14:34 GMT 2023
Edited
by admin
on Sat Dec 16 05:14:34 GMT 2023
Record UNII
X80PR7P73R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
N-ACETYLMANNOSAMINE
Systematic Name English
2-ACETAMIDO-2-DEOXY-D-MANNOSE
Systematic Name English
D-MANNOSE, 2-(ACETYLAMINO)-2-DEOXY-
Systematic Name English
N-ACETYL-D-MANNOSAMINE
Systematic Name English
MANNAC
Common Name English
DEX-M74
Common Name English
Classification Tree Code System Code
FDA ORPHAN DRUG 303510
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
Code System Code Type Description
CHEBI
63153
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
PRIMARY
DRUG BANK
DB12536
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
PRIMARY
FDA UNII
X80PR7P73R
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
PRIMARY
WIKIPEDIA
N-ACETYLMANNOSAMINE
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
PRIMARY
CAS
3615-17-6
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
PRIMARY
ECHA (EC/EINECS)
222-790-8
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
PRIMARY
PUBCHEM
65150
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
PRIMARY
CHEBI
17122
Created by admin on Sat Dec 16 05:14:34 GMT 2023 , Edited by admin on Sat Dec 16 05:14:34 GMT 2023
PRIMARY
Related Record Type Details
Structure of N-ACETYL-D-MANNOSAMINE HYDRATE
SOLVATE->ANHYDROUS
Related Record Type Details
Structure of N-ACETYLMANNOSAMINE
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