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Details

Stereochemistry ABSOLUTE
Molecular Formula C20H28O4
Molecular Weight 332.4339
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of 14-DEOXY-11,12-DEHYDROANDROGRAPHOLIDE

SMILES

[H][C@]12CCC(=C)[C@@H](\C=C\C3=CCOC3=O)[C@]1(C)CC[C@@H](O)[C@@]2(C)CO

InChI

InChIKey=XMJAJFVLHDIEHF-CRBRZBHVSA-N
InChI=1S/C20H28O4/c1-13-4-7-16-19(2,10-8-17(22)20(16,3)12-21)15(13)6-5-14-9-11-24-18(14)23/h5-6,9,15-17,21-22H,1,4,7-8,10-12H2,2-3H3/b6-5+/t15-,16+,17-,19+,20+/m1/s1

HIDE SMILES / InChI
14-deoxy-11,12-dehydroandrographolide (DAP), a major component of the traditional Chinese medicine Andrographis paniculata, exerted the antiviral and anti-inflammatory activities in vitro against H5N1 influenza A virus infections. DAP strongly inhibited H5N1 replication by reducing the production of viral nucleoprotein (NP) mRNA, NP and NS1proteins, whereas DAP had no effect on the absorption and release of H5N1 towards/from A549 cells. DAP also effectively restrained the nuclear export of viral ribonucleoprotein (vRNP) complexes.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: viral ribonucleoprotein complexes
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Different AhR binding sites of diterpenoid ligands from Andrographis paniculata caused differential CYP1A1 induction in primary culture in mouse hepatocytes.
2011 Dec
Identification of genes involved in the regulation of 14-deoxy-11,12-didehydroandrographolide-induced toxicity in T-47D mammary cells.
2012 Feb

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
The oral epidermoid carcinoma KB, was used to screen the cytotoxicity of the 14-deoxy-11,12-didehydroandro-grapholide. This compound did not show significant cytotoxicity with ED50 value over 20 mg/ml.
Name Type Language
14-DEOXY-11,12-DEHYDROANDROGRAPHOLIDE
Common Name English
14-DEOXY-11,12-DIDEHYDROANDROGRAPHOLIDE
Common Name English
11,12-DIDEHYDRO-14-DEOXYANDROGRAPHOLIDE
Common Name English
14-DEOXY-11,12-DEHYDROANDROGRAPHOLIDE (CONSTITUENT OF ANDROGRAPHIS) [DSC]
Common Name English
2(5H)-FURANONE, 3-((1E)-2-((1R,4AS,5R,6R,8AR)-DECAHYDRO-6-HYDROXY-5-(HYDROXYMETHYL)-5,8A-DIMETHYL-2-METHYLENE-1-NAPHTHALENYL)ETHENYL)-
Systematic Name English
AP-10
Code English
Code System Code Type Description
FDA UNII
5S0X4YZJ0E
Created by admin on Sat Dec 16 10:04:50 GMT 2023 , Edited by admin on Sat Dec 16 10:04:50 GMT 2023
PRIMARY
CAS
42895-58-9
Created by admin on Sat Dec 16 10:04:50 GMT 2023 , Edited by admin on Sat Dec 16 10:04:50 GMT 2023
PRIMARY
PUBCHEM
5708351
Created by admin on Sat Dec 16 10:04:50 GMT 2023 , Edited by admin on Sat Dec 16 10:04:50 GMT 2023
PRIMARY