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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H28N2O5
Molecular Weight 400.4681
Optical Activity UNSPECIFIED
Defined Stereocenters 6 / 6
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RESERPIC ACID

SMILES

[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=JVHNBFFHWQQPLL-WOXROFTLSA-N
InChI=1S/C22H28N2O5/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)/t11-,15+,17-,18-,19+,21+/m1/s1

HIDE SMILES / InChI
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.
Name Type Language
RESERPIC ACID
MI  
Common Name English
RESERPIC ACID [MI]
Common Name English
YOHIMBAN-16-CARBOXYLIC ACID, 18-HYDROXY-11,17-DIMETHOXY-, (3.BETA.,16.BETA.,17.ALPHA.,18.BETA.,20.ALPHA.)-
Common Name English
RESERPINOLIC ACID
Common Name English
NSC-81463
Code English
Code System Code Type Description
CHEBI
46690
Created by admin on Sat Dec 16 10:06:26 GMT 2023 , Edited by admin on Sat Dec 16 10:06:26 GMT 2023
PRIMARY
MERCK INDEX
m9533
Created by admin on Sat Dec 16 10:06:26 GMT 2023 , Edited by admin on Sat Dec 16 10:06:26 GMT 2023
PRIMARY Merck Index
PUBCHEM
65747
Created by admin on Sat Dec 16 10:06:26 GMT 2023 , Edited by admin on Sat Dec 16 10:06:26 GMT 2023
PRIMARY
NSC
81463
Created by admin on Sat Dec 16 10:06:26 GMT 2023 , Edited by admin on Sat Dec 16 10:06:26 GMT 2023
PRIMARY
FDA UNII
K6L9W0QP1W
Created by admin on Sat Dec 16 10:06:26 GMT 2023 , Edited by admin on Sat Dec 16 10:06:26 GMT 2023
PRIMARY
EPA CompTox
DTXSID50232112
Created by admin on Sat Dec 16 10:06:26 GMT 2023 , Edited by admin on Sat Dec 16 10:06:26 GMT 2023
PRIMARY
CAS
83-60-3
Created by admin on Sat Dec 16 10:06:26 GMT 2023 , Edited by admin on Sat Dec 16 10:06:26 GMT 2023
PRIMARY