RESERPIC ACID

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 Search

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

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/28446025 | https://www.ncbi.nlm.nih.gov/pubmed/4030777

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

Primary Target	Pharmacology	Potency
Pancreatic triacylglycerol lipase 12 Target ID: P16233 Gene ID: 5406.0 Gene Symbol: PNLIP Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/28446025	Binding Agent 1064
Sodium-dependent noradrenaline transporter 38 Target ID: P23975 Gene ID: 6530.0 Gene Symbol: SLC6A2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/4030777	Inhibitor 8297	4.5 µM [Ki]
Sodium-dependent noradrenaline transporter 38 Target ID: P23975 Gene ID: 6530.0 Gene Symbol: SLC6A2 Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/4030777	Inhibitor 8297	4.5 µM [Ki]
Pancreatic triacylglycerol lipase 12 Target ID: P16233 Gene ID: 5406.0 Gene Symbol: PNLIP Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/28446025	Binding Agent 1064

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
Reserpic acid as an inhibitor of norepinephrine transport into chromaffin vesicle ghosts.	1985 Sep 15	4030777
Medicinal plant phytochemicals and their inhibitory activities against pancreatic lipase: molecular docking combined with molecular dynamics simulation approach.	2018 May	28446025

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 10:06:26 GMT 2023` Edited by `admin` on `Sat Dec 16 10:06:26 GMT 2023`
Record UNII	K6L9W0QP1W
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RESERPIC ACID

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