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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H24N2O
Molecular Weight 248.3639
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SOPHORIDINE

SMILES

[H][C@@]12CCCN3CCC[C@]([H])([C@@]4([H])CCCC(=O)N4C1)[C@]23[H]

InChI

InChIKey=ZSBXGIUJOOQZMP-BHPKHCPMSA-N
InChI=1S/C15H24N2O/c18-14-7-1-6-13-12-5-3-9-16-8-2-4-11(15(12)16)10-17(13)14/h11-13,15H,1-10H2/t11-,12-,13-,15+/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H24N2O
Molecular Weight 248.3639
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Sophoridine is a quinolizidine alkaloid isolated from traditional Chinese herbs, which exists in the stems and leafs of Leguminous plant Sophora alopecuroides L., Euchresta japonica Benth., and the roots of Sophora alopecuroides Ait. Sophoridine-induced synchronous oscillations in the hippocampus could elicit the generation and development of seizure. Accumulating evidence demonstrates remarkable pharmacological effects of Sophoridine, including anti-inflammatory, anti-virus and anti-cancer effects. Sophoridine is promising to be a novel, potent and selective antitumor drug candidate for pancreatic cancer. It was shown that sophoridine is able to suppress hepatocellular carcinoma in vitro and vivo. Sophoridine dose- and time-dependently blocks the RANKL-induced osteoclasts formation and the activation of ERK and c-Fos as well as the induction and nucleus translocation of NFATc1.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: PTEN/PI3K/AKT, Caspase-3/-9 and MMP-2/-9 signaling pathway
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Analysis and evaluation of alkaloids and flavonoids in flower of Sophora flavescens from Shanxi province].
2016 Dec
[Comparison of alkaloids in roots of cultivated and wild Sophora flavsecens].
2016 Nov
[Evaluation analysis of alkaloids in seed of Sophora flavescens from Shanxi province and exploration of its utilization value].
2016 Sep
Sophoridine from Sophora Flower Attenuates Ovariectomy Induced Osteoporosis through the RANKL-ERK-NFAT Pathway.
2017 Nov 8
Patents

Sample Use Guides

Mice: 15 mg/kg body weight. The daily administration continued for 28 days.
Route of Administration: Intraperitoneal
Eleven human cancer cell lines and 8 normal cell lines were exposed to various concentrations of Sophoridine (0–500 uM/L) for 48 h. Cell viability was determined by the CCK-8 assay. Sophoridine exhibited remarkable inhibition effects to the growth of human pancreatic, gastric, liver, colon, gallbladder, and prostate carcinoma cells with IC50 values of about 20 uM/L to 200 uM/L.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:30:18 GMT 2023
Edited
by admin
on Sat Dec 16 09:30:18 GMT 2023
Record UNII
W5S1M800J7
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SOPHORIDINE
Common Name English
L-SOPHORIDINE
Common Name English
(5-BETA)-MATRIDIN-15-ONE
Common Name English
5-EPIDIHYDROSOPHOCARPINE
Common Name English
Sophoridine [WHO-DD]
Common Name English
(-)-SOPHORIDINE
Common Name English
SOPHORIDIN
Common Name English
1H,5H,10H-DIPYRIDO(2,1-F:3',2',1'-IJ)(1,6)NAPHTHYRIDIN-10-ONE, DODECAHYDRO-, (7AR-(7A.ALPHA.,13A.ALPHA.,13B.BETA.,13C.BETA.))-
Systematic Name English
Code System Code Type Description
CAS
6882-68-4
Created by admin on Sat Dec 16 09:30:18 GMT 2023 , Edited by admin on Sat Dec 16 09:30:18 GMT 2023
PRIMARY
FDA UNII
W5S1M800J7
Created by admin on Sat Dec 16 09:30:18 GMT 2023 , Edited by admin on Sat Dec 16 09:30:18 GMT 2023
PRIMARY
EPA CompTox
DTXSID60218927
Created by admin on Sat Dec 16 09:30:18 GMT 2023 , Edited by admin on Sat Dec 16 09:30:18 GMT 2023
PRIMARY
PUBCHEM
165549
Created by admin on Sat Dec 16 09:30:18 GMT 2023 , Edited by admin on Sat Dec 16 09:30:18 GMT 2023
PRIMARY