U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
2-Acetamidoglucal, a new metabolite isolated from the urine of a patient with sialuria.
1979 Mar 22
Partial purification and properties of neuraminidase from Bifidobacterium lactentis.
1981 Feb
No overall hyposialylation in hereditary inclusion body myopathy myoblasts carrying the homozygous M712T GNE mutation.
2005 Mar 4
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
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966