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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H34O11
Molecular Weight 534.5523
Optical Activity UNSPECIFIED
Defined Stereocenters 9 / 9
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PHILLYRIN

SMILES

[H][C@]12CO[C@H](C3=CC=C(O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)C(OC)=C3)[C@@]1([H])CO[C@H]2C5=CC=C(OC)C(OC)=C5

InChI

InChIKey=KFFCKOBAHMGTMW-LGQRSHAYSA-N
InChI=1S/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25-,26+,27+/m0/s1

HIDE SMILES / InChI

Description
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/27323762 https://www.ncbi.nlm.nih.gov/pubmed/24995500

Phillyrin, an active ingredient found in many medicinal plants and certain functional foods, elicits anti-obesity and anti-inflammatory properties in vivo. Phillyrin is one of the main chemical constituents of Forsythia suspensa (Thunb.), which has shown to be an important traditional Chinese medicine. Phillyrin, has being shown to possess various bioactivities, including anti-inflammatory, anti-oxidant, and antiviral activities. It has being reported that Phillyrin attenuates high glucose-induced lipid accumulation in human HepG2 hepatocytes through the activation of LKB1/AMP-activated protein kinase-dependent signalling.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

i.p., 10 or 20 mg/kg/day for 3 days
Route of Administration: Intraperitoneal
Phillyrin inhibits release of the cyclo-oxygenase metabolites prostaglandin E2 (IC50 value 45.6 uM) and to a lesser extent reducing thromboxane B2 levels (IC50 value 168 uM) in human platelets
Name Type Language
PHILLYRIN
MI  
Common Name English
FORSYTHIN
Common Name English
PHYLLYRIN
Common Name English
4-((1S,3AR,4R,6AR))-4-(4-(3,4-DIMETHOXYPHENYL)TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1-YL)-2-METHOXYPHENYL-.BETA.-D-GLUCOPYRANOSIDE
Systematic Name English
.BETA.-D-GLUCOPYRANOSIDE, 4-((1S,3AR,4R,6AR)-4-(3,4-DIMETHOXYPHENYL)TETRAHYDRO-1H,3H-FURO(3,4-C)FURAN-1-YL)-2-METHOXYPHENYL
Systematic Name English
PHILLYROSIDE, (+)-
Common Name English
PHILLYRIN [MI]
Common Name English
Code System Code Type Description
MERCK INDEX
m8704
Created by admin on Sat Dec 16 08:49:15 GMT 2023 , Edited by admin on Sat Dec 16 08:49:15 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
Phillyrin
Created by admin on Sat Dec 16 08:49:15 GMT 2023 , Edited by admin on Sat Dec 16 08:49:15 GMT 2023
PRIMARY
CAS
487-41-2
Created by admin on Sat Dec 16 08:49:15 GMT 2023 , Edited by admin on Sat Dec 16 08:49:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID40197589
Created by admin on Sat Dec 16 08:49:15 GMT 2023 , Edited by admin on Sat Dec 16 08:49:15 GMT 2023
PRIMARY
FDA UNII
VE9P4964MG
Created by admin on Sat Dec 16 08:49:15 GMT 2023 , Edited by admin on Sat Dec 16 08:49:15 GMT 2023
PRIMARY
SMS_ID
300000044122
Created by admin on Sat Dec 16 08:49:15 GMT 2023 , Edited by admin on Sat Dec 16 08:49:15 GMT 2023
PRIMARY
PUBCHEM
101712
Created by admin on Sat Dec 16 08:49:15 GMT 2023 , Edited by admin on Sat Dec 16 08:49:15 GMT 2023
PRIMARY