Home Other Building Blocks 14-Deoxy-11,12-didehydroandrographolide

14-Deoxy-11,12-didehydroandrographolide

CAS No.:
42895-58-9
Catalog Number:
AG00BY3C
Molecular Formula:
C20H30O4
Molecular Weight:
334.4498
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
≥98%
1 week
United States
$139
- +
5mg
≥98%
1 week
United States
$329
- +
10mg
≥98%
1 week
United States
$436
- +
25mg
99%
1 week
United States
$1023
- +
Product Description
Catalog Number:
AG00BY3C
Chemical Name:
14-Deoxy-11,12-didehydroandrographolide
CAS Number:
42895-58-9
Molecular Formula:
C20H30O4
Molecular Weight:
334.4498
MDL Number:
MFCD07778081
IUPAC Name:
4-[(E)-2-[(1R,4aS,5R,6R,8aR)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethenyl]-2H-furan-5-one
InChI:
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
InChI Key:
XMJAJFVLHDIEHF-CRBRZBHVSA-N
SMILES:
OCC1(C)C(O)CCC2(C1CCC(=C)C2CCC1=CCOC1=O)C
UNII:
5S0X4YZJ0E
Properties
Complexity:
605  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
5  
Defined Bond Stereocenter Count:
1  
Exact Mass:
332.199g/mol
Formal Charge:
0
Heavy Atom Count:
24  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
2  
Isotope Atom Count:
0
Molecular Weight:
332.44g/mol
Monoisotopic Mass:
332.199g/mol
Rotatable Bond Count:
3  
Topological Polar Surface Area:
66.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.2  
Literature
Title Journal
A semisynthetic diterpenoid lactone inhibits NF-κB signalling to ameliorate inflammation and airway hyperresponsiveness in a mouse asthma model. Toxicology and applied pharmacology 20160701
Specificity and inhibitory mechanism of andrographolide and its analogues as antiasthma agents on NF-κB p50. Journal of natural products 20150227
Synthesis, structure-activity relationships and biological evaluation of dehydroandrographolide and andrographolide derivatives as novel anti-hepatitis B virus agents. Bioorganic & medicinal chemistry letters 20140515
Effects of andrographolide and 14-deoxy-11,12-didehydroandrographolide on cultured primary astrocytes and PC12 cells. Life sciences 20120213
Identification of genes involved in the regulation of 14-deoxy-11,12-didehydroandrographolide-induced toxicity in T-47D mammary cells. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20120201
Different AhR binding sites of diterpenoid ligands from Andrographis paniculata caused differential CYP1A1 induction in primary culture in mouse hepatocytes. Toxicology in vitro : an international journal published in association with BIBRA 20111201
Protective role of 14-deoxy-11,12-didehydroandrographolide, a noncytotoxic analogue of andrographolide, in allergic airway inflammation. Journal of natural products 20110624
Stage of action of naturally occurring andrographolides and their semisynthetic analogues against herpes simplex virus type 1 in vitro. Planta medica 20110601
Andrographolide and 14-deoxy-11, 12-didehydroandrographolide inhibit cytochrome P450s in HepG2 hepatoma cells. Life sciences 20110227
Andrographolide and 14-deoxy-11,12-didehydroandrographolide from Andrographis paniculata attenuate high glucose-induced fibrosis and apoptosis in murine renal mesangeal cell lines. Journal of ethnopharmacology 20101111
Neoandrographolide from Andrographis paniculata as a potential natural chemosensitizer. Planta medica 20101001
Absorption of andrographolides from Andrographis paniculata and its effect on CCl(4)-induced oxidative stress in rats. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20090901
Evaluation of immunomodulatory activity of an extract of andrographolides from Andographis paniculata. Planta medica 20090601
ent-Labdane diterpenoid lactone stereoisomers from Andrographis paniculata. Journal of natural products 20080501
Synthesis of andrographolide derivatives: a new family of alpha-glucosidase inhibitors. Bioorganic & medicinal chemistry 20070615
Cardiovascular effects of 14-deoxy-11,12-didehydroandrographolide and Andrographis paniculata extracts. Planta medica 20070601
Inhibitory effect of Andrographis paniculata extract and its active diterpenoids on platelet aggregation. European journal of pharmacology 20061228
Studies on the novel alpha-glucosidase inhibitory activity and structure-activity relationships for andrographolide analogues. Bioorganic & medicinal chemistry letters 20060515
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
ent-Labdane diterpenoids from Andrographis paniculata. Journal of natural products 20060301
Synthesis and structure-activity relationships of andrographolide analogues as novel cytotoxic agents. Bioorganic & medicinal chemistry letters 20040920
Determination and variation of three active diterpenoids in Andrographis paniculata (Burm.f.) Nees. Phytochemical analysis : PCA 20040101
Properties