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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H18O7
Molecular Weight 286.2778
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SALICIN

SMILES

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

InChI

InChIKey=NGFMICBWJRZIBI-UJPOAAIJSA-N
InChI=1S/C13H18O7/c14-5-7-3-1-2-4-8(7)19-13-12(18)11(17)10(16)9(6-15)20-13/h1-4,9-18H,5-6H2/t9-,10-,11+,12-,13-/m1/s1

HIDE SMILES / InChI

Molecular Formula C13H18O7
Molecular Weight 286.2778
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

The most well known component of willow bark extract is salicin, it is a prodrug, which is gradually transported to the lower part of the intestine, hydrolyzed to saligenin by intestinal bacteria, and converted to salicylic acid after absorption. Salicin possesses an analgesic, anti-inflammatory, and antipyretic properties. Salicin suppressed the activation of MAPKs and NF-κB signaling pathways and thus maybe might be a potential therapeutic agent against inflammatory diseases.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown
Primary
Unknown
Palliative
Unknown

AUC

ValueDoseCo-administeredAnalytePopulation
99 μM × h
240 mg single, oral
SALICYLIC ACID serum
Homo sapiens
10.7 μM × h
240 mg single, oral
N-SALICYLOYLGLYCINE serum
Homo sapiens
4.9 μM × h
240 mg single, oral
GENTISIC ACID serum
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
2.45 h
240 mg single, oral
SALICYLIC ACID serum
Homo sapiens

PubMed

Sample Use Guides

In Vivo Use Guide
for rats (fever): Orally administered SL (SALICIN) did not affect the rectal temperatures at a dose of 5 mmol/kg for mice (colitis): 100 and 200 mg per body weight was administered daily through oral gavage for 7 days
Route of Administration: Other
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
4649620TBZ
Record Status Validated (UNII)
Record Version