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

Details

Stereochemistry ABSOLUTE
Molecular Formula C73H129N3O30
Molecular Weight 1528.8075
Optical Activity UNSPECIFIED
Defined Stereocenters 28 / 28
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of SIAGOSIDE

SMILES

[H][C@]1(O[C@@]2(C[C@H](O)[C@H]1NC(C)=O)O[C@H]3[C@@H](O[C@@H]4O[C@H](CO)[C@H](O)[C@H](O[C@@H]5O[C@H](CO)[C@H](O)[C@H](O)[C@H]5O)[C@H]4NC(C)=O)[C@@H](CO)O[C@@H](O[C@@H]6[C@@H](CO)O[C@@H](OC[C@H](NC(=O)CCCCCCCCCCCCCCCCC)[C@H](O)\C=C\CCCCCCCCCCCCC)[C@H](O)[C@H]6O)[C@@H]3OC2=O)[C@H](O)[C@H](O)CO

InChI

InChIKey=WVHBJHLTCHODOA-MYYVOHNDSA-N
InChI=1S/C73H129N3O30/c1-5-7-9-11-13-15-17-19-20-22-24-26-28-30-32-34-52(87)76-44(45(84)33-31-29-27-25-23-21-18-16-14-12-10-8-6-2)41-96-69-61(94)59(92)62(50(39-80)99-69)101-71-67-66(106-73(72(95)104-67)35-46(85)53(74-42(3)82)65(105-73)55(88)47(86)36-77)63(51(40-81)100-71)102-68-54(75-43(4)83)64(57(90)49(38-79)97-68)103-70-60(93)58(91)56(89)48(37-78)98-70/h31,33,44-51,53-71,77-81,84-86,88-94H,5-30,32,34-41H2,1-4H3,(H,74,82)(H,75,83)(H,76,87)/b33-31+/t44-,45+,46-,47+,48+,49+,50+,51+,53+,54+,55+,56-,57-,58-,59+,60+,61+,62+,63-,64+,65+,66-,67+,68-,69+,70-,71-,73-/m0/s1

HIDE SMILES / InChI
Siagoside (Sygen, AGF 2) is a naturally occurring substance in the nerve cell’s membrane that is thought to play a role in cell growth, development, and repair. Siagoside completed phase 2 trials for parkinson's disease (PD) treatment. Sygen appears to be beneficial in patients with severe spinal cord injury. Treatment results in a 52% decrease in mortality 48 hours after the induction of ischemia in gerbils by permanent unilateral ligation of the common carotid artery.

CNS Activity

Curator's Comment: Ganglioside AGF2 (Siagoside) attenuated both the cognitive impairments and the cholinergic hypofunction induced by ethylcholine aziridinium ion (AF64A). It prevented the cognitive and locomotor alterations induced by intraventricular colchicine.

Approval Year

PubMed

PubMed

TitleDatePubMed
Ganglioside AGF2 prevents the cognitive impairments and cholinergic cell loss following intraventricular colchicine.
1991 Jun
Time course of the translocation and inhibition of protein kinase C during complete cerebral ischemia in the rat.
1993 Oct
The Sygen multicenter acute spinal cord injury study.
2001 Dec 15

Sample Use Guides

Monkeys: Siagoside (30 mg/kg) was administered intravenously immediately after initiation of recirculation and intramuscularly twice a day for 48 hours.
Route of Administration: Intravenous
Name Type Language
SIAGOSIDE
INN  
INN  
Official Name English
siagoside [INN]
Common Name English
GANGLIOSIDE GM1 LACTONE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C107389
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
Code System Code Type Description
INN
6029
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
PRIMARY
SMS_ID
100000084345
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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CHEBI
141641
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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ChEMBL
CHEMBL2106039
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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EVMPD
SUB10509MIG
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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CAS
100345-64-0
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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EPA CompTox
DTXSID00881396
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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FDA UNII
6QFJ0908R2
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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NCI_THESAURUS
C152357
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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MESH
C051355
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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DRUG BANK
DB12351
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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PUBCHEM
91617599
Created by admin on Sat Dec 16 17:36:30 GMT 2023 , Edited by admin on Sat Dec 16 17:36:30 GMT 2023
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