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Details

Stereochemistry ACHIRAL
Molecular Formula C23H27NO.C6H8O7
Molecular Weight 525.5912
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DEPTROPINE CITRATE

SMILES

CN1[C@@]2([H])CC[C@]1([H])C[C@@]([H])(C2)OC3c4ccccc4CCc5ccccc53.C(C(=O)O)C(CC(=O)O)(C(=O)O)O

InChI

InChIKey=CHQGYMXXKZPWOI-BWSPSPBFSA-N
InChI=1S/C23H27NO.C6H8O7/c1-24-18-12-13-19(24)15-20(14-18)25-23-21-8-4-2-6-16(21)10-11-17-7-3-5-9-22(17)23;7-3(8)1-6(13,5(11)12)2-4(9)10/h2-9,18-20,23H,10-15H2,1H3;13H,1-2H2,(H,7,8)(H,9,10)(H,11,12)/t18-,19+,20+;

HIDE SMILES / InChI

Molecular Formula C6H8O7
Molecular Weight 192.1238
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C23H27NO
Molecular Weight 333.4674
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

Deptropine citrate is a well-known H1-histamine receptor antagonist and muscarinic receptor antagonist. It is prescribed frequently for treatment of asthma, although there has been a sharp decrease in prescriptions since 1994. Deptropine is gradually being replaced by inhaled beta 2 adrenergic agonists and glucocorticosteroids as the preferred clinical prescription. Recently deptropine has garnered interest as a potential treatment for breast cancer. In vitro studies have shown deptropine citrate has inhibitory effects on cell viability and mammosphere formation in Breast Cancer Stem Cells (BCSCs). However, it does not seem to inhibit the self-renewal capacity of the breast cancer cell line MDA-MB-231 when it is enriched with Cancer Stem Cells.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P35367
Gene ID: 3269.0
Gene Symbol: HRH1
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Anti-asthmatic drugs and dosage forms in children: a cross-sectional study.
2002 Aug
Computed critiquing integrated into daily clinical practice affects physicians' behavior--a randomized clinical trial with AsthmaCritic.
2006

Sample Use Guides

The ability to form mammospheres is correlated with the frequency of Cancer stem cells (CSCs) and progenitor cells in tumor cell lines. Thus, was analyzed the effects of different concentrations of deptropine citrate on mammosphere formation of MDA-MB-231 and 4T1-luc2 cells. In MDA-MB-231 cells, deptropine citrate reduced the size as well as the number of mammospheres significantly in a dose-dependent manner. The IC50 values of deptropine citrate for MDA-MB-231 spheres were 5 μM.
Substance Class Chemical
Created
by admin
on Fri Jun 25 21:11:56 UTC 2021
Edited
by admin
on Fri Jun 25 21:11:56 UTC 2021
Record UNII
05LW13XKKR
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DEPTROPINE CITRATE
EP   MART.   MI   WHO-DD  
Common Name English
DIBENZHEPTROPINE CITRATE
Common Name English
3-(10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YLOXY)TROPANE CITRATE
Common Name English
TROPANE, 3.ALPHA.-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-, CITRATE (1:1)
Common Name English
DEPTROPINE CITRATE [MI]
Common Name English
DEPTROPINE CITRATE [WHO-DD]
Common Name English
1.ALPHA.H,5.ALPHA.H-TROPANE, 3.ALPHA.-((10,11-DIHYDRO-5H-DIBENZO(A,D)CYCLOHEPTEN-5-YL)OXY)-, CITRATE (1:1)
Common Name English
DEPTROPINE CITRATE [EP MONOGRAPH]
Common Name English
BRONTINE
Brand Name English
DEPTROPINE CITRATE [MART.]
Common Name English
DEPTROPINE CITRATE [EP]
Common Name English
BS 6987
Code English
NSC-169431
Code English
DEPTROPINE DIHYDROGEN CITRATE
Common Name English
BS-6987
Code English
Code System Code Type Description
EPA CompTox
2169-75-7
Created by admin on Fri Jun 25 21:11:56 UTC 2021 , Edited by admin on Fri Jun 25 21:11:56 UTC 2021
PRIMARY
CAS
2169-75-7
Created by admin on Fri Jun 25 21:11:56 UTC 2021 , Edited by admin on Fri Jun 25 21:11:56 UTC 2021
PRIMARY
CAS
28143-97-7
Created by admin on Fri Jun 25 21:11:56 UTC 2021 , Edited by admin on Fri Jun 25 21:11:56 UTC 2021
NON-SPECIFIC STOICHIOMETRY
MERCK INDEX
M4183
Created by admin on Fri Jun 25 21:11:56 UTC 2021 , Edited by admin on Fri Jun 25 21:11:56 UTC 2021
PRIMARY Merck Index
FDA UNII
05LW13XKKR
Created by admin on Fri Jun 25 21:11:56 UTC 2021 , Edited by admin on Fri Jun 25 21:11:56 UTC 2021
PRIMARY
EVMPD
SUB01588MIG
Created by admin on Fri Jun 25 21:11:56 UTC 2021 , Edited by admin on Fri Jun 25 21:11:56 UTC 2021
PRIMARY
ECHA (EC/EINECS)
218-516-1
Created by admin on Fri Jun 25 21:11:56 UTC 2021 , Edited by admin on Fri Jun 25 21:11:56 UTC 2021
PRIMARY
ChEMBL
CHEMBL1946186
Created by admin on Fri Jun 25 21:11:56 UTC 2021 , Edited by admin on Fri Jun 25 21:11:56 UTC 2021
PRIMARY
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PARENT -> SALT/SOLVATE
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ACTIVE MOIETY