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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H11NO3S
Molecular Weight 177.221
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ALLIIN

SMILES

N[C@@H](C[S@@+]([O-])CC=C)C(O)=O

InChI

InChIKey=XUHLIQGRKRUKPH-DYEAUMGKSA-N
InChI=1S/C6H11NO3S/c1-2-3-11(10)4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)/t5-,11-/m0/s1

HIDE SMILES / InChI
Molecular Formula C6H11NO3S
Molecular Weight 177.221
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Alliin (S-allyl-l-cysteine sulfoxides, SACSO) is the major component of aged garlic extract, bearing broad-spectrum natural antioxidant properties. It was revealed, that alliin had an inhibitory effect in osteoclasteogenesis with a dose-dependent manner via blocking the c-Fos-NFATc1 signaling pathway and it could be a potential therapeutic agent for the treatment of osteoporosis. In addition, alliin ameliorates gut inflammation through MAPK-NF-κB/AP-1/STAT-1 inactivation and PPAR-γ activation.

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Alliin, a garlic organosulfur compound, ameliorates gut inflammation through MAPK-NF-κB/AP-1/STAT-1 inactivation and PPAR-γ activation.
2017 Sep
Patents

Patents

JPH01312979A
1
JPH04108728A
1
JPH11346712A
1
JPS6091958A
1

Sample Use Guides

In Vivo Use Guide
in colitis mice: dextran sulfate sodium (DSS)-induced and/or alliin (500 mg/kg) groups
Route of Administration: Oral
In Vitro Use Guide
Curator's Comment: The in vitro effect of alliin, on the mitogen induced peripheral blood mononuclear cell (PBMC) proliferation and cytokine production was examined. It was concluded that alliin in vitro exerts an immunomodulatory effect on certain functions of the peripheral blood cells. The results showed an increase in pokeweed mitogen (PWM) induced cell proliferation, IL-1beta and TNF-alpha production, as well as in the engulfing capacity of both percentage of phagocyting cells and number of latex particles phagocytized by each individual cell. The Con-A induced cell proliferation and IL-6 production decreased following incubation with alliin, whereas PHA-induced cell proliferation, IL-2 and superoxide anion generation remained unchanged.
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 07:10:55 UTC 2023
Edited
by admin
on Sat Dec 16 07:10:55 UTC 2023
Record UNII
7I4L2D0E9G
Record Status Validated (UNII)
Record Version
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Name Type Language
ALLIIN
MI   USP-RS   WHO-DD  
Systematic Name English
ALLIIN [USP-RS]
Common Name English
S-ALLYL-L-CYSTEINE-(+)-SULFOXIDE
Common Name English
Alliin [WHO-DD]
Common Name English
(2R)-2-AMINO-3-((S)-PROP-2-ENYLSULFINYL)PROPANOIC ACID
Systematic Name English
FEMA NO. 4883
Code English
L-ALANINE, 3-((S)-2-PROPENYLSULFINYL)-
Systematic Name English
ALLIIN (CONSTITUENT OF GARLIC) [DSC]
Common Name English
L-ALANINE, 3-(2-PROPENYLSULFINYL)-, (S)-
Systematic Name English
L-CYSTEINE, S-2-PROPEN-1-YL-, S-OXIDE, (S(S))-
Common Name English
(S)-3-(2-PROPENYLSULFINYL)-L-ALANINE
Systematic Name English
ALANINE, 3-(ALLYLSULFINYL)-
Systematic Name English
(+)-L-ALLIIN
Systematic Name English
ALANINE, 3-(ALLYLSULFINYL)-, (S)-L-
Systematic Name English
ALLIIN [MI]
Common Name English
S-ALLYL-L-CYSTEINE SULFOXIDE
Common Name English
Classification Tree Code System Code
DSLD 2894 (Number of products:19)
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
Code System Code Type Description
SMS_ID
300000025703
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
CHEBI
2596
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
CAS
556-27-4
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
CHEBI
132987
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
RS_ITEM_NUM
1012950
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
MERCK INDEX
m1524
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY Merck Index
FDA UNII
7I4L2D0E9G
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
PUBCHEM
9576089
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
WIKIPEDIA
ALLIIN
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
ECHA (EC/EINECS)
209-118-9
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
EPA CompTox
DTXSID801020639
Created by admin on Sat Dec 16 07:10:55 UTC 2023 , Edited by admin on Sat Dec 16 07:10:55 UTC 2023
PRIMARY
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