U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula 2C22H28N2O5.2ClH.H2O
Molecular Weight 891.873
Optical Activity UNSPECIFIED
Defined Stereocenters 12 / 12
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of RESERPIC ACID HYDROCHLORIDE HEMIHYDRATE

SMILES

O.Cl.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.[H][C@]67C[C@@H](O)[C@H](OC)[C@@H](C(O)=O)[C@@]6([H])C[C@@]8([H])N(CCC9=C8NC%10=C9C=CC(OC)=C%10)C7

InChI

InChIKey=LMWCWTONZRYETP-YATYINEESA-N
InChI=1S/2C22H28N2O5.2ClH.H2O/c2*1-28-12-3-4-13-14-5-6-24-10-11-7-18(25)21(29-2)19(22(26)27)15(11)9-17(24)20(14)23-16(13)8-12;;;/h2*3-4,8,11,15,17-19,21,23,25H,5-7,9-10H2,1-2H3,(H,26,27);2*1H;1H2/t2*11-,15+,17-,18-,19+,21+;;;/m11.../s1

HIDE SMILES / InChI

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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
0GIZ7M31TN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RESERPIC ACID HYDROCHLORIDE HEMIHYDRATE
MI  
Common Name English
RESERPIC ACID HYDROCHLORIDE HEMIHYDRATE [MI]
Common Name English
RESERPIC ACID HYDROCHLORIDE HYDRATE
Common Name English
YOHIMBAN-16-CARBOXYLIC ACID, 18-HYDROXY-11,17-DIMETHOXY-, MONOHYDROCHLORIDE, HYDRATE (2:1), (3.BETA.,16.BETA.,17.ALPHA.,18.BETA.,20.ALPHA.)-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID10409621
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
MERCK INDEX
m9533
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 Merck Index
FDA UNII
0GIZ7M31TN
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
6105-91-5
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
PUBCHEM
72710651
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
ANHYDROUS->SOLVATE