(Q27293767)

Neoandrographolide (English)

4-[2-[(1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

14 October 2016

stereoisomer of

2 references

inferred from InChIKey

4-[2-[(1R,4aS,5S,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

2 references

inferred from InChIKey

4-[2-[(1R,4aS,5R,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

1 reference

4-[2-[(1R,4aR,5R,8aS)-5,8a-dimethyl-2-methylidene-5-[[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxymethyl]-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]ethyl]-2H-furan-5-one

1 reference

chemical formula

C₂₆H₄₀O₈

1 reference

Neoandrographolide (English)

14 October 2016

canonical SMILES

CC1(CCCC2(C1CCC(=C)C2CCC3=CCOC3=O)C)COC4C(C(C(C(O4)CO)O)O)O

1 reference

Neoandrographolide (English)

14 October 2016

isomeric SMILES

C[C@]1(CCC[C@@]2([C@@H]1CCC(=C)[C@H]2CCC3=CCOC3=O)C)CO[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O

1 reference

Neoandrographolide (English)

14 October 2016

found in taxon

Andrographis paniculata

31 references

Flavonoids and ent-labdane diterpenoids from Andrographis paniculata and their antiplatelet aggregatory and vasorelaxing effects

ent-Labdane diterpenoid lactone stereoisomers from Andrographis paniculata

ent-Labdane Diterpenoids from Andrographis paniculata^

Andropanolide and isoandrographolide, minor diterpenoids from Andrographis paniculata: structure and X-ray crystallographic analysis

Determination of bioactive diterpenoids from Andrographis paniculata by micellar electrokinetic chromatography

LC analysis of hepatoprotective diterpenoids from Andrographis paniculata

High-Performance Thin-Layer Chromatographic analysis of hepatoprotective diterpenoids from Andrographis paniculata

Determination of andrographolide, deoxyandrographolide and neoandrographolide in the Chinese herb Andrographis paniculata by micellar electrokinetic capillary chromatography

Antihepatotoxic effects of major diterpenoid constituents of Andrographis paniculata

A flavone and an unusual 23-carbon terpenoid from Andrographis paniculata

ent-Labdane diterpenoids from Andrographis paniculata

Immunostimulant agents from Andrographis paniculata.

A conformational study of diterpenoid lactones isolated from the chinese medicinal herb andrographis paniculata

Antiallergic Activity of Andrographolides Isolated from Andrographis Paniculata (Burm. F) Wall

Suppression of NO production in activated macrophages in vitro and ex vivo by neoandrographolide isolated from Andrographis paniculata

On the diterpenoids of Andrographis paniculata: X-ray crystallographic analysis of andrographolide and structure determination of new minor diterpenoids.

Cell differentiation-inducing diterpenes from Andrographis paniculata Nees

Antidiarrhoeal Activity of Diterpenes of Andrographis paniculata (Kal-Megh) against Escherichia coli Enterotoxin in in vivo Models

Antimalarial Activity of Andrographis paniculata (Kalmegh) against Plasmodium berghei NK 65 in Mastomys natalensis

ent-Labdane diterpenoids from Andrographis paniculata

Minor diterpenoid constituents of Andrographis paniculata Nees

Suppression of NO production in activated macrophages in vitro and ex vivo by neoandrographolide isolated from Andrographis paniculata

Mechanism of the superoxide scavenging activity of neoandrographolide - a natural product from Andrographis paniculata Nees

Constituents of Andrographis paniculata Nees

ChemInform Abstract: Chemical Constituents Isolated from Andrographis paniculata

A conformational study of diterpenoid lactones isolated from the chinese medicinal herb andrographis paniculata

Flavonoids and andrographolides from Andrographis paniculata

ent-Labdane diterpenoids from Andrographis paniculata

Cardiovascular effects of 14-deoxy-11,12-didehydroandrographolide and Andrographis paniculata extracts

The structure and stereochemistry of neoandrographolide, a diterpene glucoside from Andrographis paniculata nees

Extraction of three bioactive diterpenoids from Andrographis paniculata: effect of the extraction techniques on extract composition and quantification of three andrographolides using high-performance liquid chromatography

Tabernaemontana corymbosa

1 reference

Constituents of Lagotis yunnanensis

Potamogeton natans

2 references

Lactone diterpenes from the aquatic plant Potamogeton natans.

Lactone diterpenes from the aquatic plant Potamogeton natans.

Identifiers

InChI

InChI=1S/C26H40O8/c1-15-5-8-19-25(2,14-33-24-22(30)21(29)20(28)18(13-27)34-24)10-4-11-26(19,3)17(15)7-6-16-9-12-32-23(16)31/h9,17-22,24,27-30H,1,4-8,10-14H2,2-3H3/t17-,18-,19-,20-,21+,22-,24-,25+,26+/m1/s1

1 reference

Neoandrographolide (English)

14 October 2016

1 reference

Global Substance Registration System

Neoandrographolide (English)

14 October 2016

2 references

UNII

XBY0Z806J2

neoandrographolide (English)

14 October 2016

https://commonchemistry.cas.org/detail?cas_rn=27215-14-1

10 April 2021

1 reference

neo-Andrographolide (English)

14 October 2016

2 references

Neoandrographolide (English)

14 October 2016

ChEBI ID

228890

mapping relation type

exact match

1 reference

International Chemical Identifier

InChI

InChI=1S/C26H40O8/c1-15-5-8-19-25(2,14-33-24-22(30)21(29)20(28)18(13-27)34-24)10-4-11-26(19,3)17(15)7-6-16-9-12-32-23(16)31/h9,17-22,24,27-30H,1,4-8,10-14H2,2-3H3/t17-,18-,19-,20-,21+,22-,24-,25+,26+/m1/s1

1 reference

splash10-1009-1955000000-4bc730f116153d18981d

NEOANDROGRAPHOLIDE (English)

14 October 2016

1 reference

0 references

DSSTox substance ID

DTXSID80904895

1 reference

DSSTOX compound identifier

0 references

2 references

Global Substance Registration System

UNII

XBY0Z806J2

neoandrographolide (English)

14 October 2016