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Details

Stereochemistry ABSOLUTE
Molecular Formula C15H16O8
Molecular Weight 324.2827
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SKIMMIN

SMILES

OC[C@H]1O[C@@H](OC2=CC=C3C=CC(=O)OC3=C2)[C@H](O)[C@@H](O)[C@@H]1O

InChI

InChIKey=VPAOSFFTKWUGAD-TVKJYDDYSA-N
InChI=1S/C15H16O8/c16-6-10-12(18)13(19)14(20)15(23-10)21-8-3-1-7-2-4-11(17)22-9(7)5-8/h1-5,10,12-16,18-20H,6H2/t10-,12-,13+,14-,15-/m1/s1

HIDE SMILES / InChI

Molecular Formula C15H16O8
Molecular Weight 324.2827
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Skimmin is one of the major pharmacologically active compounds found in the traditional Chinese medicinal herb Hydrangea paniculata and H. macrophylla. Skimmin is a glycosylated coumarin and precursor in the biosynthesis of umbelliferone. Skimmin has been identified as a potential anti-inflammatory compound which may be of use in diabetic neuropathies such as membranous glomerulonephritis. It was also identified as a potent anti-amoebic compound found in the root bark of Adina cordifolia, a plant used in East Indian folk medicine.

Originator

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: referenced study was conducted in rat
Sprague-Dawley rats were induced with glomerulonephritis and treated with intragastric skimmin at either 15 mg/kg or 30 mg/kg. Treatment with skimmin significantly reduced the levels of blood urea nitrogen, urinary albumin, and serum creatinine.
Route of Administration: Intragastric
Skimmin was isolated from the root bark extracts of A. cordifolia. Isolated Skimmin was tested for antiamoebic properties against E. hisolytica trophozoites cultured in Diamond TYIS-33 growth medium. The skimmin extract was dissolved with acid isopropanol and delivered in a range of appropriate concentrations. Skimmin was found to have an IC50 of 4.15 microM/mL against E. hisolytica trophozoites.
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:05:41 GMT 2023
Edited
by admin
on Sat Dec 16 09:05:41 GMT 2023
Record UNII
H072F03PQN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SKIMMIN
MI  
Common Name English
2H-1-BENZOPYRAN-2-ONE, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-
Systematic Name English
UMBELLIFERONE 7-O-.BETA.-D-GLUCOPYRANOSIDE
Common Name English
SKIMMIN [MI]
Common Name English
NSC-267696
Code English
SKIMIN
Common Name English
SKIMMINE
Common Name English
COUMARIN 7-O-.BETA.-D-GLUCOSIDE
Common Name English
SKIMMIN, (-)-
Common Name English
Code System Code Type Description
PUBCHEM
99693
Created by admin on Sat Dec 16 09:05:41 GMT 2023 , Edited by admin on Sat Dec 16 09:05:41 GMT 2023
PRIMARY
WIKIPEDIA
Skimmin
Created by admin on Sat Dec 16 09:05:41 GMT 2023 , Edited by admin on Sat Dec 16 09:05:41 GMT 2023
PRIMARY
FDA UNII
H072F03PQN
Created by admin on Sat Dec 16 09:05:41 GMT 2023 , Edited by admin on Sat Dec 16 09:05:41 GMT 2023
PRIMARY
MERCK INDEX
m9970
Created by admin on Sat Dec 16 09:05:41 GMT 2023 , Edited by admin on Sat Dec 16 09:05:41 GMT 2023
PRIMARY Merck Index
CAS
93-39-0
Created by admin on Sat Dec 16 09:05:41 GMT 2023 , Edited by admin on Sat Dec 16 09:05:41 GMT 2023
PRIMARY
NSC
267696
Created by admin on Sat Dec 16 09:05:41 GMT 2023 , Edited by admin on Sat Dec 16 09:05:41 GMT 2023
PRIMARY
EPA CompTox
DTXSID201018989
Created by admin on Sat Dec 16 09:05:41 GMT 2023 , Edited by admin on Sat Dec 16 09:05:41 GMT 2023
PRIMARY