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Details

Stereochemistry ABSOLUTE
Molecular Formula C59H105N17O11
Molecular Weight 1228.5723
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DELMITIDE

SMILES

CCCC[C@@H](NC(=O)[C@@H](CCCC)NC(=O)[C@@H](CCCC)NC(=O)[C@@H](CCCNC(N)=N)NC(=O)[C@@H](CCCC)NC(=O)[C@@H](CCCC)NC(=O)[C@@H](CCCC)NC(=O)[C@H](N)CCCNC(N)=N)C(=O)NCC(=O)N[C@H](CC1=CC=C(O)C=C1)C(N)=O

InChI

InChIKey=SFGFYNXPJMOUHK-PKAFTLKUSA-N
InChI=1S/C59H105N17O11/c1-7-13-22-40(51(81)68-36-48(78)69-47(49(61)79)35-37-29-31-38(77)32-30-37)71-53(83)42(24-15-9-3)73-55(85)44(26-17-11-5)75-57(87)46(28-20-34-67-59(64)65)76-56(86)45(27-18-12-6)74-54(84)43(25-16-10-4)72-52(82)41(23-14-8-2)70-50(80)39(60)21-19-33-66-58(62)63/h29-32,39-47,77H,7-28,33-36,60H2,1-6H3,(H2,61,79)(H,68,81)(H,69,78)(H,70,80)(H,71,83)(H,72,82)(H,73,85)(H,74,84)(H,75,87)(H,76,86)(H4,62,63,66)(H4,64,65,67)/t39-,40-,41-,42-,43-,44-,45-,46-,47-/m1/s1

HIDE SMILES / InChI

Molecular Formula C59H105N17O11
Molecular Weight 1228.5723
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 9 / 9
E/Z Centers 2
Optical Activity UNSPECIFIED

Delmitide is the decapeptide with antiinflammatory activity. It is the first low molecular weight compound inhibiting TNF production at a translational level. Also, delmitide inhibits production of IFN-gamma, IL-12 and IL-2. It targets TRAF6/IRAK4/MyD88 complex and inhibits phosphorylation of SAPKs (p38 and JNK). Delmitide inhibits AP1 and NFkB activation. Delmitide was developed for the potential treatment of Crohn's disease and ulcerative colitis; phase II trials for both these indications commenced in October 2001. Phase I trial in chemotherapy-induced diarrhea and the gastrointestinal complications of HIV were also initiated. However, no recent development has been reported.

Approval Year

Substance Class Chemical
Created
by admin
on Fri Dec 15 16:07:20 UTC 2023
Edited
by admin
on Fri Dec 15 16:07:20 UTC 2023
Record UNII
5759XTJ706
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DELMITIDE
INN  
INN  
Official Name English
delmitide [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C574
Created by admin on Fri Dec 15 16:07:20 UTC 2023 , Edited by admin on Fri Dec 15 16:07:20 UTC 2023
Code System Code Type Description
INN
8502
Created by admin on Fri Dec 15 16:07:20 UTC 2023 , Edited by admin on Fri Dec 15 16:07:20 UTC 2023
PRIMARY
FDA UNII
5759XTJ706
Created by admin on Fri Dec 15 16:07:20 UTC 2023 , Edited by admin on Fri Dec 15 16:07:20 UTC 2023
PRIMARY
SMS_ID
100000175221
Created by admin on Fri Dec 15 16:07:20 UTC 2023 , Edited by admin on Fri Dec 15 16:07:20 UTC 2023
PRIMARY
ChEMBL
CHEMBL2108587
Created by admin on Fri Dec 15 16:07:20 UTC 2023 , Edited by admin on Fri Dec 15 16:07:20 UTC 2023
PRIMARY
CAS
287096-87-1
Created by admin on Fri Dec 15 16:07:20 UTC 2023 , Edited by admin on Fri Dec 15 16:07:20 UTC 2023
PRIMARY
NCI_THESAURUS
C79822
Created by admin on Fri Dec 15 16:07:20 UTC 2023 , Edited by admin on Fri Dec 15 16:07:20 UTC 2023
PRIMARY
PUBCHEM
219021
Created by admin on Fri Dec 15 16:07:20 UTC 2023 , Edited by admin on Fri Dec 15 16:07:20 UTC 2023
PRIMARY
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