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Details

Stereochemistry ACHIRAL
Molecular Formula C13H16O3
Molecular Weight 220.2643
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PRECOCENE II

SMILES

COC1=C(OC)C=C2C=CC(C)(C)OC2=C1

InChI

InChIKey=PTIDGSWTMLSGAH-UHFFFAOYSA-N
InChI=1S/C13H16O3/c1-13(2)6-5-9-7-11(14-3)12(15-4)8-10(9)16-13/h5-8H,1-4H3

HIDE SMILES / InChI

Molecular Formula C13H16O3
Molecular Weight 220.2643
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Precocene II is a cyclic propenylic plant metabolite and asarone analog. It shows antijuvenile hormone activity in insects and inhibits trichothecene production in fungi. Precocene II showed strong hepatotoxic, nephrotoxic and hepatocarcinogenic activity. Precocene II exhibited inhibitory activity on the P-388 cancer cell line and the HT-29 cancer cell line. It is a bioactive component of Ageratum houstonianum, responsible for circadian CLOCK-mediated up-regulation of AQP3 in human keratinocytes. It can be used as a potential adjunct to enhance the treatment of various skin diseases by providing adequate hydration in the epidermis.

Originator

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown
Primary
Unknown

PubMed

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
At the highest dose (20 ug/mL) agerarin signifcantly increased AQP3 mRNA levels by 7.17-fold.
Substance Class Chemical
Record UNII
1W2R4TRY5H
Record Status Validated (UNII)
Record Version