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Details

Stereochemistry ABSOLUTE
Molecular Formula C16H22O9
Molecular Weight 358.3411
Optical Activity UNSPECIFIED
Defined Stereocenters 8 / 8
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SWEROSIDE

SMILES

C=C[C@]1([H])[C@]2([H])CCOC(=O)C2=CO[C@@]1([H])O[C@@]3([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(CO)O3)O)O)O

InChI

InChIKey=VSJGJMKGNMDJCI-ZASXJUAOSA-N
InChI=1S/C16H22O9/c1-2-7-8-3-4-22-14(21)9(8)6-23-15(7)25-16-13(20)12(19)11(18)10(5-17)24-16/h2,6-8,10-13,15-20H,1,3-5H2/t7-,8+,10-,11-,12+,13-,15+,16+/m1/s1

HIDE SMILES / InChI

Molecular Formula C16H22O9
Molecular Weight 358.3411
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 8 / 8
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment:: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/23201331

Sweroside (or (-)-Sweroside) is a bioactive herbal ingredient isolated from Fructus Corni, which has been widely used for the treatment of osteoporosis in traditional Chinese medicine. Unfortunately, the working mechanisms of this compound are difficult to determine and thus remain unclear. Sweroside has shown anti-inflammatory and analgesic activities. Recently was found that sweroside attenuates α-naphthylisothiocyanate (ANIT)-induced cholestatic liver injury in mice by restoring bile acid synthesis and transport to their normal levels, as well as suppressing pro-inflammatory responses. Also has been suggested that sweroside can be a promising osteoporosis therapeutic natural product.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Modulation effects of sweroside isolated from the Lonicera japonica on melanin synthesis.
2015 Aug 5
Patents

Sample Use Guides

in mice: Mice received sweroside (120 mg·kg(-1)·d(-1), ig) for 5 d
Route of Administration: Other
It was discovered the potential molecular mechanism of the anti-osteoporotic effect of sweroside on the human MG-63 cells and rat osteoblasts. 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) test was used to observe the effect of sweroside on cell proliferation. The activity of alkaline phosphatase (ALP) and the amount of osteocalcin were also assayed the cell differentiation. Sweroside significantly increased the proliferation of human MG-63 cells and rat osteoblasts (P<0.01). It increased the activity of ALP, and osteocalcin was also elevated in response to sweroside (P<0.05). Of note, flowcytometer assay showed that sweroside can attenuate and inhibit apoptosis. Sweroside has a direct osteogenic effect on the proliferation and differentiation of cultured human MG-63 cells and rat osteoblasts in vitro.
Substance Class Chemical
Created
by admin
on Sat Jun 26 01:23:09 UTC 2021
Edited
by admin
on Sat Jun 26 01:23:09 UTC 2021
Record UNII
I3YG76417O
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SWEROSIDE
Common Name English
(-)-SWEROSIDE
Common Name English
1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS,5R,6S)-
Common Name English
1H,3H-PYRANO(3,4-C)PYRAN-1-ONE, 5-ETHENYL-6-(.BETA.-D-GLUCOPYRANOSYLOXY)-4,4A,5,6-TETRAHYDRO-, (4AS-(4A.ALPHA.,5.BETA.,6.ALPHA.))-
Common Name English
Code System Code Type Description
CAS
14215-86-2
Created by admin on Sat Jun 26 01:23:09 UTC 2021 , Edited by admin on Sat Jun 26 01:23:09 UTC 2021
PRIMARY
PUBCHEM
161036
Created by admin on Sat Jun 26 01:23:09 UTC 2021 , Edited by admin on Sat Jun 26 01:23:09 UTC 2021
PRIMARY
EPA CompTox
14215-86-2
Created by admin on Sat Jun 26 01:23:09 UTC 2021 , Edited by admin on Sat Jun 26 01:23:09 UTC 2021
PRIMARY
FDA UNII
I3YG76417O
Created by admin on Sat Jun 26 01:23:09 UTC 2021 , Edited by admin on Sat Jun 26 01:23:09 UTC 2021
PRIMARY
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