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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H22N2O.BrH
Molecular Weight 327.26
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of Sophocarpine hydrobromide

SMILES

Br.[H][C@]12CCCN3CCC[C@]([H])([C@@]4([H])CC=CC(=O)N4C1)[C@]23[H]

InChI

InChIKey=NBBQEIQEBNYSFK-PUILLJIJSA-N
InChI=1S/C15H22N2O.BrH/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14;/h1,7,11-13,15H,2-6,8-10H2;1H/t11-,12+,13+,15-;/m0./s1

HIDE SMILES / InChI

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C15H22N2O
Molecular Weight 246.348
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Sources: doi: 10.1248/cpb.13.482
Curator's Comment: description was created based on several sources, including: https://www.ncbi.nlm.nih.gov/pubmed/24587659 | https://www.ncbi.nlm.nih.gov/pubmed/23395669 | https://www.ncbi.nlm.nih.gov/pubmed/18379053

Sophocarpine is a dehydrogenation derivative of the bis-quinolizidine alkaloid matrine. Sophocarpine is also an active component in sophora alkaloids, which possess a variety of pharmacological effects such as anti-inflammation, immunity regulation, antivirus, and anti-tumor actions. Sophocarpine is able to block HERG K+ channel. It is Na+ channel inward current inhibitor. It activates the AMPK signaling pathway and inhibits the TLR4-downstream pathway.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Differentiation therapy of hepatocellular carcinoma by inhibiting the activity of AKT/GSK-3β/β-catenin axis and TGF-β induced EMT with sophocarpine.
2016-06-28
RETRACTED: Sophocarpine displays anti-inflammatory effect via inhibiting TLR4 and TLR4 downstream pathways on LPS-induced mastitis in the mammary gland of mice.
2016-06
Inhibition of Sophocarpine on Poly I: C/D-GalN-Induced Immunological Liver Injury in Mice.
2016
[Mechanism of sophocarpine in treating experimental colitis in mice].
2015-08
Patents

Sample Use Guides

Rat: 20 mg/kg once a day
Route of Administration: Intraperitoneal
In the presence of ATX II, SOP (20, 40, and 80 mM) reversed the increased INa.L in a concentration-dependent manner.
Substance Class Chemical
Created
by admin
on Wed Apr 02 21:14:02 GMT 2025
Edited
by admin
on Wed Apr 02 21:14:02 GMT 2025
Record UNII
DM879U79EB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
Sophocarpine hydrobromide
Common Name English
Matridin-15-one, 13,14-didehydro-, monohydrobromide
Preferred Name English
(1R,2R,9S,17S)-7,13-diazatetracyclo[7.7.1.0^{2,7}.0^{13,17}]heptadec-4-en-6-one hydrobromide
Systematic Name English
1H,5H,10H-Dipyrido[2,1-f:3?,2?,1?-ij][1,6]naphthyridin-10-one, 2,3,6,7,7a,8,13,13a,13b,13c-decahydro-, hydrobromide (1:1), (7aS,13aR,13bR,13cS)-
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID00999263
Created by admin on Wed Apr 02 21:14:02 GMT 2025 , Edited by admin on Wed Apr 02 21:14:02 GMT 2025
PRIMARY
CAS
78003-71-1
Created by admin on Wed Apr 02 21:14:02 GMT 2025 , Edited by admin on Wed Apr 02 21:14:02 GMT 2025
PRIMARY
FDA UNII
DM879U79EB
Created by admin on Wed Apr 02 21:14:02 GMT 2025 , Edited by admin on Wed Apr 02 21:14:02 GMT 2025
PRIMARY
PUBCHEM
3060327
Created by admin on Wed Apr 02 21:14:02 GMT 2025 , Edited by admin on Wed Apr 02 21:14:02 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE