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

Details

Stereochemistry ABSOLUTE
Molecular Formula C100H156N34O22S.6C2H4O2
Molecular Weight 2578.9
Optical Activity UNSPECIFIED
Defined Stereocenters 15 / 15
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GIRACTIDE HEXAACETATE

SMILES

CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.CC(O)=O.CSCC[C@H](NC(=O)[C@H](CO)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)CN)C(=O)N[C@@H](CCC(O)=O)C(=O)N[C@@H](CC2=CN=CN2)C(=O)N[C@@H](CC3=CC=CC=C3)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CC4=CNC5=C4C=CC=C5)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N6CCC[C@H]6C(=O)N[C@@H](C(C)C)C(=O)NCC(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CCCNC(N)=N)C(=O)N[C@@H](CCCNC(N)=N)C(N)=O

InChI

InChIKey=LYPRXAFXZWKCBL-XDFLZOAHSA-N
InChI=1S/C100H156N34O22S.6C2H4O2/c1-56(2)82(96(155)118-53-79(138)120-65(23-9-12-37-101)85(144)124-66(24-10-13-38-102)87(146)125-67(27-16-41-114-99(108)109)86(145)123-64(83(105)142)26-15-40-113-98(106)107)133-95(154)77-29-18-43-134(77)97(156)71(25-11-14-39-103)121-80(139)52-117-84(143)74(47-59-50-116-63-22-8-7-21-62(59)63)130-88(147)68(28-17-42-115-100(110)111)126-92(151)73(45-57-19-5-4-6-20-57)129-93(152)75(48-60-51-112-55-119-60)131-89(148)69(34-35-81(140)141)127-90(149)70(36-44-157-3)128-94(153)76(54-135)132-91(150)72(122-78(137)49-104)46-58-30-32-61(136)33-31-58;6*1-2(3)4/h4-8,19-22,30-33,50-51,55-56,64-77,82,116,135-136H,9-18,23-29,34-49,52-54,101-104H2,1-3H3,(H2,105,142)(H,112,119)(H,117,143)(H,118,155)(H,120,138)(H,121,139)(H,122,137)(H,123,145)(H,124,144)(H,125,146)(H,126,151)(H,127,149)(H,128,153)(H,129,152)(H,130,147)(H,131,148)(H,132,150)(H,133,154)(H,140,141)(H4,106,107,113)(H4,108,109,114)(H4,110,111,115);6*1H3,(H,3,4)/t64-,65-,66-,67-,68-,69-,70-,71-,72-,73-,74-,75-,76-,77-,82-;;;;;;/m0....../s1

HIDE SMILES / InChI

Molecular Formula C2H4O2
Molecular Weight 60.052
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C100H156N34O22S
Molecular Weight 2218.588
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 15 / 15
E/Z Centers 10
Optical Activity UNSPECIFIED

Giractide is a polypeptide hormone corresponding to the first eighteen amino acid residues of corticotropin in which the 1-serine is replaced by glycine. Giractide acts through the stimulation of cell surface the adrenocorticotropic hormone (ACTH) receptors, which are primarily located on the adrenocortical cells. Giractide stimulates the cortex of the adrenal gland and boosts the synthesis of corticosteroids, mainly glucocorticoids but also sex steroids (androgens). Giractide has been studied in animal models to stimulate glucocorticoid production.

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 05:40:35 GMT 2023
Edited
by admin
on Sat Dec 16 05:40:35 GMT 2023
Record UNII
4E4Z2VCU8W
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
GIRACTIDE HEXAACETATE
Common Name English
.ALPHA.1-18-CORTICOTROPIN, 1-GLYCINE-18-L-ARGININAMIDE-, HEXAACETATE (SALT)
Common Name English
GIRACTIDE ACETATE
JAN  
Common Name English
GIRACTIDE HEXAACETATE SALT
MI  
Common Name English
S 50022
Common Name English
S-50022
Common Name English
GIRACTIDE HEXAACETATE SALT [MI]
Common Name English
GIRACTIDE ACETATE [JAN]
Common Name English
ACTHORMON
Common Name English
Code System Code Type Description
MERCK INDEX
m5733
Created by admin on Sat Dec 16 05:40:35 GMT 2023 , Edited by admin on Sat Dec 16 05:40:35 GMT 2023
PRIMARY Merck Index
FDA UNII
4E4Z2VCU8W
Created by admin on Sat Dec 16 05:40:35 GMT 2023 , Edited by admin on Sat Dec 16 05:40:35 GMT 2023
PRIMARY
CAS
29365-11-5
Created by admin on Sat Dec 16 05:40:35 GMT 2023 , Edited by admin on Sat Dec 16 05:40:35 GMT 2023
PRIMARY
PUBCHEM
72941539
Created by admin on Sat Dec 16 05:40:35 GMT 2023 , Edited by admin on Sat Dec 16 05:40:35 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY