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Details

Stereochemistry ABSOLUTE
Molecular Formula C17H24O9
Molecular Weight 372.3671
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of ELEUTHEROSIDE B

SMILES

COC1=CC(\C=C\CO)=CC(OC)=C1O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O

InChI

InChIKey=QJVXKWHHAMZTBY-GCPOEHJPSA-N
InChI=1S/C17H24O9/c1-23-10-6-9(4-3-5-18)7-11(24-2)16(10)26-17-15(22)14(21)13(20)12(8-19)25-17/h3-4,6-7,12-15,17-22H,5,8H2,1-2H3/b4-3+/t12-,13-,14+,15-,17+/m1/s1

HIDE SMILES / InChI

Description

Syringin is a compound, extracted from Eleutherococcus senticosus. It is a component of herbs, which are used in traditional Chinese medicine. Several studies have demonstrated the multiple pharmacological properties of syringin, including anti-inflammatory, anti-tumor, and immunomodulatory effect. It was tested in several preclinical studies against type 2 diabetes, cardiac hypertrophy, edema, and arthritis. Syringin was shown to inhibit ICAM-1 expression and is considered as a possible treatment for acute gout.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
In a preclinical study, diabetic mice were given an every-other-day intraperitoneal injection of syringin (5 mg/kg. In another study, mice with cardiac hypertrophy were gavaged with syringin at doses of 50 mg/kg body weight (L-syringin) or 100 mg/kg body weight (syringin) for 7 weeks.
Route of Administration: Other
In Vitro Use Guide
Murine RAW264.7 macrophages (10(6) cells/ml) were stimulated by LPS (1 ug/ml) in presence of syringin at concentrations of 62.5, 125, 250, 500, 1000 uM for 6 (TNF-alpha production assay) or 24 h (NO production assay). To study the effect of syringin on CD4+­T lymphocyte proliferation, splenocytes (5*10(6) cells/mL) were incubated with various concentrations of the drug (62.5, 125, 250, 500, 1000 uM) in the presence of Con A (1ug/ml) for 48 h. In order to test the effect of syringin on CTLL-2 proliferation stimulated by 25 IU/ml of IL-2, the cells (5*10(5) cells/mL) were incubated with the same range of concentrations of syringin in the presence of 25 IU/mL of IL-2 for 48 h.