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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H28N2O5.ClH
Molecular Weight 436.929
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RESERPIC ACID HYDROCHLORIDE

SMILES

Cl.[H][C@]12C[C@@H](O)[C@H](OC)[C@@H](C(O)=O)[C@@]1([H])C[C@@]3([H])N(CCC4=C3NC5=C4C=CC(OC)=C5)C2

InChI

InChIKey=QLKKMNXYROCXRE-BCRILHLVSA-N
InChI=1S/C22H28N2O5.ClH/c1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12;/h3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27);1H/t11-,15+,17-,18-,19+,21+;/m1./s1

HIDE SMILES / InChI

Molecular Formula C22H28N2O5
Molecular Weight 400.4681
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 6 / 6
E/Z Centers 0
Optical Activity UNSPECIFIED

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Reserpic acid, a derivative of the antihypertensive drug reserpine, can inhibit norepinephrine uptake although it is much less effective than reserpine itself. Recently was shown, that reserpic acid possessed a strong binding to the pancreatic lipase, a major target for controlling the obesity.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P16233
Gene ID: 5406.0
Gene Symbol: PNLIP
Target Organism: Homo sapiens (Human)
Target ID: P23975
Gene ID: 6530.0
Gene Symbol: SLC6A2
Target Organism: Homo sapiens (Human)
4.5 µM [Ki]
Target ID: P23975
Gene ID: 6530.0
Gene Symbol: SLC6A2
Target Organism: Homo sapiens (Human)
4.5 µM [Ki]
Target ID: P16233
Gene ID: 5406.0
Gene Symbol: PNLIP
Target Organism: Homo sapiens (Human)
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Reserpic acid as an inhibitor of norepinephrine transport into chromaffin vesicle ghosts.
1985 Sep 15
Medicinal plant phytochemicals and their inhibitory activities against pancreatic lipase: molecular docking combined with molecular dynamics simulation approach.
2018 May
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Reserpic acid inhibits norepinephrine uptake although it is much less effective than reserpine itself. A Lineweaver-Burk analysis indicated that reserpic acid was a competitive inhibitor of norepinephrine transport. In the experiments: Ghosts were suspended in 1.0 ml of 0.4 M sucrose, 40 mM Mes, pH 6.8 or 1.0 ml of 0.4 M sucrose, 40 mM Hepes, pH 7.8, containing 5 mM ATP, 5 mM MgSO4, and concentration of inhibitor (reserpic acid): 3-300 uM. Chromaffin vesicles were prepared from the bovine adrenal medulla. Ghosts were prepared by resuspending the vesicles in the lysis medium.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:06:55 GMT 2023
Edited
by admin
on Sat Dec 16 10:06:55 GMT 2023
Record UNII
YK1DUA2LXK
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RESERPIC ACID HYDROCHLORIDE
Common Name English
NSC-118178
Code English
YOHIMBAN-16-CARBOXYLIC ACID, 18-HYDROXY-11,17-DIMETHOXY-, HYDROCHLORIDE (1:1), (3.BETA.,16.BETA.,17.ALPHA.,18.BETA.,20.ALPHA.)-
Common Name English
RESERPIC ACID, MONOHYDROCHLORIDE
Common Name English
Code System Code Type Description
PUBCHEM
17751039
Created by admin on Sat Dec 16 10:06:55 GMT 2023 , Edited by admin on Sat Dec 16 10:06:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID80637974
Created by admin on Sat Dec 16 10:06:55 GMT 2023 , Edited by admin on Sat Dec 16 10:06:55 GMT 2023
PRIMARY
FDA UNII
YK1DUA2LXK
Created by admin on Sat Dec 16 10:06:55 GMT 2023 , Edited by admin on Sat Dec 16 10:06:55 GMT 2023
PRIMARY
NSC
118178
Created by admin on Sat Dec 16 10:06:55 GMT 2023 , Edited by admin on Sat Dec 16 10:06:55 GMT 2023
PRIMARY
CAS
1910-70-9
Created by admin on Sat Dec 16 10:06:55 GMT 2023 , Edited by admin on Sat Dec 16 10:06:55 GMT 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS