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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H43NO8.ClH
Molecular Weight 546.093
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COLFORSIN DAROPATE HYDROCHLORIDE

SMILES

Cl.[H][C@@]12[C@H](OC(=O)CCN(C)C)[C@H](OC(C)=O)[C@@]3(C)O[C@](C)(CC(=O)[C@]3(O)[C@@]1(C)[C@@H](O)CCC2(C)C)C=C

InChI

InChIKey=VIRRLEDAYYYTOD-YHEOSNBFSA-N
InChI=1S/C27H43NO8.ClH/c1-10-24(5)15-18(31)27(33)25(6)17(30)11-13-23(3,4)21(25)20(35-19(32)12-14-28(8)9)22(34-16(2)29)26(27,7)36-24;/h10,17,20-22,30,33H,1,11-15H2,2-9H3;1H/t17-,20-,21-,22-,24-,25-,26+,27-;/m0./s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including http://www.genome.jp/dbget-bin/www_bget?D01697 and https://www.ncbi.nlm.nih.gov/pubmed/12499623

Colforsin daropate (a derivative of Colforsin) is cardiotonic, adenylate cyclase activator. It is reported as an ingredient of Adehl in Japan. Colforsin daropate hydrochloride is used for the treatment of acute heart failure. Colforsin daropate is capable of directly stimulating adenylate cyclase, which in turn causes vasorelaxation via elevated intracellular concentrations of cyclic adenosine monophosphate, making it a useful therapeutic tool in treating cerebral vasospasm.

CNS Activity

CNS Penetrant
2554
Curator's Comment: COLFORSIN DAROPATE has been reported to penetrate the blood- brain barrier after peripheral administration and can thereby be used to activate adenylyl cyclase in the CNS

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Activator
1430
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Approved
8429
Adehl

Approved Use

Acute heart failure
PubMed

PubMed

TitleDatePubMed
Antiinflammatory effects of colforsin daropate hydrochloride, a novel water-soluble forskolin derivative.
2001 Jun
Characterization of adenylyl cyclase isoforms in rat peripheral pulmonary arteries.
2001 Jun
Impaired intracellular signal transduction via cyclic AMP contributes to cerebral vasospasm in rats with subarachnoid hemorrhage.
2002 Apr
Influence of colforsin daropate hydrochloride on internal mammary artery grafts.
2002 Apr
Role of cyclic nucleotides in ischemia and reperfusion injury of canine livers.
2002 Apr 15
Effect of mild hypothermia on inodilator-induced vasodilation of pial arterioles in cats.
2002 Oct
Expression of aquaporin 8 and its up-regulation by cyclic adenosine monophosphate in human WISH cells.
2003 Apr
Effect of prophylactic bronchodilator treatment with intravenous colforsin daropate, a water-soluble forskolin derivative, on airway resistance after tracheal intubation.
2003 Jul
Mechanism of cicaprost-induced desensitization in rat pulmonary artery smooth muscle cells involves a PKA-mediated inhibition of adenylyl cyclase.
2004 Aug
Functional changes in adenylyl cyclases and associated decreases in relaxation responses in mesenteric arteries from diabetic rats.
2005 Nov
Beta-adrenoceptor-mediated vasodilation of retinal blood vessels is reduced in streptozotocin-induced diabetic rats.
2008 Aug-Sep
Colforsin-induced vasodilation in chronic hypoxic pulmonary hypertension in rats.
2010 Jun
Patents

Patents

US8865762
2
WO2011008052A3
2

Sample Use Guides

In Vivo Use Guide
0.75 ug kg-1 x min-1 colforsin daropate intravenously
Route of Administration: Intravenous
In Vitro Use Guide
COLFORSIN DAROPATE (10(-7)-10(-5) mol/l) inhibited [(3)H]thymidine incorporation into cultured rat MCs in a concentration-dependent manner.
Name Type Language
COLFORSIN DAROPATE HYDROCHLORIDE
Common Name English
COLFORSIN DAROPATE HYDROCHLORIDE [JAN]
Common Name English
NKH-477
Code English
Colforsin dapropate hydrochloride [WHO-DD]
Common Name English
ADEHL
Brand Name English
.BETA.-ALANINE, N,N-DIMETHYL-, (3R,4AR,5S,6S,6AS,10S,10AR,10BS)-5-(ACETYLOXY)-3-ETHENYLDODECAHYDRO-10,10B-DIHYDROXY-3,4A,7,7,10A-PENTAMETHYL-1-OXO-1H-NAPHTHO(2,1-B)PYRAN-6-YL ESTER, HYDROCHLORIDE (1:1)
Common Name English
6-(3-DIMETHYLAMINOPROPIONYL)FORSKOLIN HYDROCHLORIDE
Common Name English
Code System Code Type Description
EVMPD
SUB33262
Created by admin on Fri Dec 15 18:07:39 GMT 2023 , Edited by admin on Fri Dec 15 18:07:39 GMT 2023
PRIMARY
SMS_ID
100000126205
Created by admin on Fri Dec 15 18:07:39 GMT 2023 , Edited by admin on Fri Dec 15 18:07:39 GMT 2023
PRIMARY
CHEBI
31429
Created by admin on Fri Dec 15 18:07:39 GMT 2023 , Edited by admin on Fri Dec 15 18:07:39 GMT 2023
PRIMARY
CAS
138605-00-2
Created by admin on Fri Dec 15 18:07:39 GMT 2023 , Edited by admin on Fri Dec 15 18:07:39 GMT 2023
PRIMARY
EPA CompTox
DTXSID90930165
Created by admin on Fri Dec 15 18:07:39 GMT 2023 , Edited by admin on Fri Dec 15 18:07:39 GMT 2023
PRIMARY
PUBCHEM
444028
Created by admin on Fri Dec 15 18:07:39 GMT 2023 , Edited by admin on Fri Dec 15 18:07:39 GMT 2023
PRIMARY
FDA UNII
C6P4R272GT
Created by admin on Fri Dec 15 18:07:39 GMT 2023 , Edited by admin on Fri Dec 15 18:07:39 GMT 2023
PRIMARY
NIH
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