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Details

Stereochemistry ABSOLUTE
Molecular Formula C62H111N11O12
Molecular Weight 1202.6112
Optical Activity UNSPECIFIED
Defined Stereocenters 12 / 12
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CYCLOSPORINE

SMILES

[H][C@@]1([C@H](O)[C@H](C)C\C=C\C)N(C)C(=O)[C@H](C(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](C)NC(=O)[C@H](C)NC(=O)[C@H](CC(C)C)N(C)C(=O)[C@@H](NC(=O)[C@H](CC(C)C)N(C)C(=O)CN(C)C(=O)[C@H](CC)NC1=O)C(C)C

InChI

InChIKey=PMATZTZNYRCHOR-CGLBZJNRSA-N
InChI=1S/C62H111N11O12/c1-25-27-28-40(15)52(75)51-56(79)65-43(26-2)58(81)67(18)33-48(74)68(19)44(29-34(3)4)55(78)66-49(38(11)12)61(84)69(20)45(30-35(5)6)54(77)63-41(16)53(76)64-42(17)57(80)70(21)46(31-36(7)8)59(82)71(22)47(32-37(9)10)60(83)72(23)50(39(13)14)62(85)73(51)24/h25,27,34-47,49-52,75H,26,28-33H2,1-24H3,(H,63,77)(H,64,76)(H,65,79)(H,66,78)/b27-25+/t40-,41+,42-,43+,44+,45+,46+,47+,49+,50+,51+,52-/m1/s1

HIDE SMILES / InChI
Molecular Formula C62H111N11O12
Molecular Weight 1202.6112
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 12 / 12
E/Z Centers 1
Optical Activity UNSPECIFIED

Approval Year

Unknown
86413
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:51:52 UTC 2023
Edited
by admin
on Fri Dec 15 15:51:52 UTC 2023
Record UNII
83HN0GTJ6D
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CYCLOSPORINE
GREEN BOOK   HSDB   ORANGE BOOK   USAN   USP   USP-RS   VANDF  
USAN  
Official Name English
CYCLOSPORIN A [MI]
Common Name English
CICLOSPORINUM [WHO-IP LATIN]
Common Name English
EQUORAL
Common Name English
CYCLOSPORIN
Common Name English
CYCLOSPORINE [GREEN BOOK]
Common Name English
CICLOSPORIN A
Common Name English
CICLOSPORIN [EP MONOGRAPH]
Common Name English
GENGRAF
Brand Name English
RAMIHYPHIN A
Common Name English
(R-(R*,R*-(E)))-CYCLIC(L-ALANYL-D-ALANYL-N-METHYL-L-LEUCYL-N-METHYL-L-LEUCYL-N-METHYL-L-VALYL-3-HYDROXY-N,4-DIMETHYL-L-2-AMINO-6-OCTENOYL-L-.ALPHA.-AMINOBUTYRYL-N-METHYLGLYCYL-N-METHYL-L-LEUCYL-L-VALYL-N-METHYL-L-LEUCYL)
Common Name English
NSC-290193
Code English
NEOPLANTA
Common Name English
SANDIMMUNE
Brand Name English
NEORAL
Brand Name English
SDZ-OXL-400
Code English
MITOGARD
Brand Name English
VEVYE
Brand Name English
OL-27-400
Code English
NEUROSTAT
Brand Name English
CYCLOSPORINE [USP-RS]
Common Name English
ATOPICA
Brand Name English
CYCLOSPORINE [HSDB]
Common Name English
OPTIMMUNE
Brand Name English
CYCLO(((E)-(2S,3R,4R)-3-HYDROXY-4-METHYL-2-(METHYLAMINO)-6-OCTENOYL)-L-2-AMINOBUTYRYL-N-METHYLGLYCYL-N-METHYL-L-LEUCYL-L-VALYL-N-METHYL-L-LEUCYL-L-ALANYL-D-ALANYL-N-METHYL-L-LEUCYL-N-METHYL-L-LEUCYL-N-METHYL-L-VALYL)
Common Name English
CYCLOSPORINE MICROEMULSION
Common Name English
VERKAZIA
Brand Name English
IKERVIS
Brand Name English
CYCLOSPORINE [IARC]
Common Name English
CYCLOSPORINE, MODIFIED
Common Name English
CYCLOSPORINE [VANDF]
Common Name English
ANTIBIOTIC S-7481F1
Code English
CICLOSPORIN [JAN]
Common Name English
CYCLOSPORINE [USAN]
Common Name English
CICLOSPORIN
EP   INN   MART.   WHO-DD   WHO-IP  
INN  
Official Name English
ciclosporin [INN]
Common Name English
CYCLOSPORINE [USP IMPURITY]
Common Name English
CYCLOSPORINE [USP MONOGRAPH]
Common Name English
CYCLOSPORIN A
MI  
Common Name English
SANG-35
Code English
27-400
Code English
CEQUA
Brand Name English
CYCLOSPORINE [ORANGE BOOK]
Common Name English
Ciclosporin [WHO-DD]
Common Name English
CYCLOSPORINE A
Common Name English
CICLOSPORIN [WHO-IP]
Common Name English
RESTASIS
Brand Name English
ZINOGRAF ME
Common Name English
SANDIMMUN
Brand Name English
CICLOSPORIN [MART.]
Common Name English
Classification Tree Code System Code
WHO-VATC QS01XA18
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 252207
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 252107
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 224106
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
NCI_THESAURUS C574
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 319710
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 138500
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 58991
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 176303
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 29988
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 275108
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
NDF-RT N0000175458
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 254807
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
EMA ASSESSMENT REPORTS IKERVIS (AUTHORIZED: CORNEAL DISEASES)
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 273308
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
LIVERTOX NBK548753
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
WHO-ESSENTIAL MEDICINES LIST 8.1
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
WHO-ATC S01XA18
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
CFR 21 CFR 862.1235
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 194704
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
NCI_THESAURUS C1744
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 112798
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
NDF-RT N0000175457
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 239907
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
CFR 21 CFR 520.522
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
WHO-VATC QL04AD01
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 254907
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 180103
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
FDA ORPHAN DRUG 51790
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
NCI_THESAURUS C146638
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
WHO-ATC L04AD01
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
CFR 21 CFR 524.575
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
EU-Orphan Drug EU/3/06/415
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
Code System Code Type Description
WIKIPEDIA
CICLOSPORIN
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
RS_ITEM_NUM
1158504
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
INN
5086
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
CAS
59865-13-3
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
MESH
D016572
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
IUPHAR
1024
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
LACTMED
Cyclosporine
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
NSC
290193
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
DRUG CENTRAL
760
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
EVMPD
SUB06250MIG
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
FDA UNII
83HN0GTJ6D
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
PUBCHEM
5284373
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
RXCUI
3008
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
DAILYMED
83HN0GTJ6D
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
EVMPD
SUB129839
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
WHO INTERNATIONAL PHARMACOPEIA
CYCLOSPORINE
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY Description: A white or almost white powder.Solubility: Practically insoluble in water; freely soluble in ethanol (~750 g/l) TS and dichloromethane R.Category: Immunosuppressant drug.Storage: Ciclosporin should be kept in a well-closed container, protected from light.
HSDB
6881
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
RXCUI
236077
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
ALTERNATIVE
NDF-RT
N0000185503
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY P-Glycoprotein Inhibitors [MoA]
SMS_ID
100000092121
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
CHEBI
4031
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
DRUG BANK
DB00091
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
NDF-RT
N0000182141
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY Cytochrome P450 3A4 Inhibitors [MoA]
RXCUI
484788
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
ALTERNATIVE
NCI_THESAURUS
C406
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
MERCK INDEX
m4020
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY Merck Index
ChEMBL
CHEMBL160
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
EPA CompTox
DTXSID0020365
Created by admin on Fri Dec 15 15:51:52 UTC 2023 , Edited by admin on Fri Dec 15 15:51:52 UTC 2023
PRIMARY
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METABOLIC ENZYME -> INHIBITOR
SODIUM/BILE ACID COTRANSPORTER
TRANSPORTER -> INHIBITOR
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TRANSPORTER -> INHIBITOR
SUBSTRATE USED: Bromsulphthalein
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TRANSPORTER -> INHIBITOR
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TRANSPORTER -> INHIBITOR
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MRP-1
TRANSPORTER -> INHIBITOR
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METABOLIC ENZYME -> SUBSTRATE
Related Record Type Details
Structure of CYCLOSPORINE
ACTIVE MOIETY
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
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