GCG

BIS(GAMMA-GLUTAMYL-CYSTEINYL-GLYCINYL)SPERMIDINE

Created:	1999-07-08
Last modified:	2024-09-27

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3 entries where GCG is found as a standalone ligand2 entries where GCG is covalently linked to polymer or other heterogen groups

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Chemical Details
Formal Charge	0
Atom Count	97
Chiral Atom Count	4
Bond Count	96
Aromatic Bond Count	0

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Chemical Component Summary
Name	BIS(GAMMA-GLUTAMYL-CYSTEINYL-GLYCINYL)SPERMIDINE
Synonyms	TRYPANOTHIONE
Systematic Name (OpenEye OEToolkits)	(2S)-2-amino-5-[[(2R)-1-[[2-[4-[3-[2-[[(2R)-2-[[(4S)-4-amino-5-hydroxy-5-oxo-pentanoyl]amino]-3-sulfanyl-propanoyl]amino]ethanoylamino]propylamino]butylamino]-2-oxo-ethyl]amino]-1-oxo-3-sulfanyl-propan-2-yl]amino]-5-oxo-pentanoic acid
Formula	C₂₇ H₄₉ N₉ O₁₀ S₂
Molecular Weight	723.862
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C(NCC(=O)NCCCNCCCCNC(=O)CNC(=O)C(NC(=O)CCC(C(=O)O)N)CS)C(NC(=O)CCC(C(=O)O)N)CS
SMILES	CACTVS	3.341	N[CH](CCC(=O)N[CH](CS)C(=O)NCC(=O)NCCCCNCCCNC(=O)CNC(=O)[CH](CS)NC(=O)CC[CH](N)C(O)=O)C(O)=O
SMILES	OpenEye OEToolkits	1.5.0	C(CCNC(=O)CNC(=O)C(CS)NC(=O)CCC(C(=O)O)N)CNCCCNC(=O)CNC(=O)C(CS)NC(=O)CCC(C(=O)O)N
Canonical SMILES	CACTVS	3.341	N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)NCCCCNCCCNC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@H](N)C(O)=O)C(O)=O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C(CCNC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@@H](C(=O)O)N)CNCCCNC(=O)CNC(=O)[C@H](CS)NC(=O)CC[C@@H](C(=O)O)N
InChI	InChI	1.03	InChI=1S/C27H49N9O10S2/c28-16(26(43)44)4-6-20(37)35-18(14-47)24(41)33-12-22(39)31-10-2-1-8-30-9-3-11-32-23(40)13-34-25(42)19(15-48)36-21(38)7-5-17(29)27(45)46/h16-19,30,47-48H,1-15,28-29H2,(H,31,39)(H,32,40)(H,33,41)(H,34,42)(H,35,37)(H,36,38)(H,43,44)(H,45,46)/t16-,17-,18-,19-/m0/s1
InChIKey	InChI	1.03	PHDOXVGRXXAYEB-VJANTYMQSA-N

Drug Info: DrugBank

DrugBank ID	DB03470
Name	Trypanothione
Groups	experimental
Synonyms	Trypanothione
Categories	Amines Amino Acids, Peptides, and Proteins Biogenic Amines Biogenic Polyamines Oligopeptides Peptides Polyamines Trypanosoma

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Trypanothione reductase	MMSKIFDLVVIGAGSGGLEAAWNAATLYKKRVAVIDVQMVHGPPFFSALG...	unknown

Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682