(Q4759444)

inferred from SMILES

chemical structure

Andrographolide.svg
1,126 × 1,302; 4 KB

0 references

mass

350.2093240599999 dalton

1 reference

inferred from isomeric SMILES

named after

Andrographis paniculata

0 references

stereoisomer of

(3Z,4S)-3-{2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-hexahydro-1H-naphthalen-1-yl]ethylidene}-4-hydroxyoxolan-2-one

2 references

1 reference

14-Epiandrographolide, >=95% (LC/MS-ELSD)

2 references

(3Z,4S)-3-[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]ethylidene]-4-hydroxyoxolan-2-one

inferred from InChI

1 reference

inferred from InChI

chemical formula

C₂₀H₃₀O₅

2 references

O=C3OCC(O)C3=CCC1\C(=C)CCC2C(C)(CO)C(O)CCC12C

1 reference

isomeric SMILES

C[C@@]12CC[C@H]([C@@]([C@H]1CCC(=C)[C@H]2C/C=C/3[C@@H](COC3=O)O)(C)CO)O

0 references

found in taxon

Andrographis paniculata

42 references

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

Simultaneous determination of andrographolide and dehydroandrographolide in Andrographis paniculata and Chinese medicinal preparations by microemulsion electrokinetic chromatography

Anti-tumor activities of andrographolide, a diterpene from Andrographis paniculata, by inducing apoptosis and inhibiting VEGF level

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

Andropanolide and Isoandrographolide, Minor Diterpenoids from Andrographis paniculata: Structure and X-ray Crystallographic Analysis

A new bis-andrographolide ether from Andrographis paniculata nees and evaluation of anti-HIV activity

ent-Labdane Diterpenoids from Andrographis paniculata^

Standardization of the indian crude drug kalmegh by high pressure liquid chromatographic determination of andrographolide

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

Cytotoxic constituents from Andrographis paniculata induce cell cycle arrest in jurkat cells

Choleretic action of andrographolide obtained fromAndrographis paniculata in rats

Variation in growth and diterpene lactones among field-cultivated Andrographis paniculata

Antihepatotoxic effects of major diterpenoid constituents of Andrographis paniculata

Anticancer and immunostimulatory compounds from Andrographis paniculata

Determination of bioactive diterpenoids from Andrographis paniculata by micellar electrokinetic chromatography

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

Testicular toxicity assessment of Andrographis paniculata dried extract in rats

LC analysis of hepatoprotective diterpenoids from Andrographis paniculata

Controlled clinical study of standardized Andrographis paniculata extract in common cold - a pilot trial

ent-Labdane diterpenoids from Andrographis paniculata

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

ent-Labdane diterpenoid lactone stereoisomers from Andrographis paniculata

Immunostimulant agents from Andrographis paniculata.

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

A rapid method for isolation of andrographolide from andrographis paniculata nees (kalmegh)

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

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

Anti-tumor activities of andrographolide, a diterpene from Andrographis paniculata, by inducing apoptosis and inhibiting VEGF level

DETERMINATION OF ANDROGRAPHOLIDE IN COMMERCIAL ANDROGRAPHIS ( ANDROGRAPHIS PANICULATA ) PRODUCTS USING HPLC WITH EVAPORATIVE LIGHT SCATTERING DETECTION

Protective effect of Andrographis paniculata and andrographolide on cyclophosphamide-induced urothelial toxicity

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

ent-Labdane diterpenoid lactone stereoisomers from Andrographis paniculata

Anti-tumor activities of andrographolide, a diterpene from Andrographis paniculata, by inducing apoptosis and inhibiting VEGF level

Mitochondrial-mediated apoptosis in lymphoma cells by the diterpenoid lactone andrographolide, the active component of Andrographis paniculata

Inhibition of the JAK-STAT3 pathway by andrographolide enhances chemosensitivity of cancer cells to doxorubicin

Nain-e Havandi Andrographis paniculata present yesterday, absent today: a plenary review on underutilized herb of Iran's pharmaceutical plants.

Inhibition of cell-cycle progression in human colorectal carcinoma Lovo cells by andrographolide

Cymbopogon schoenanthus

1 reference

Chemical composition, antiproliferative, antioxidant and antibacterial activities of essential oils from aromatic plants growing in Sudan

Biancaea decapetala

1 reference

Chemical constituents of Caesalpinia decapetala (Roth) Alston.

physically interacts with

taste receptor type 2

subject has role

agonist

1 reference

The Molecular Receptive Ranges of Human TAS2R Bitter Taste Receptors

1 reference

non-steroidal anti-inflammatory drug

1 reference

15 March 2018

1 reference

MeSH descriptor ID

C030419

15 March 2018

anti-inflammatory agent

1 reference

15 March 2018

1 reference

MeSH descriptor ID

C030419

platelet aggregation inhibitors

15 March 2018

1 reference

MeSH descriptor ID

C030419

InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1

15 March 2018

Identifiers

InChI

1 reference

PubChem

2 references

PubChem

ChEBI release 2020-09-01

CAS Registry Number

5508-58-7

2 references

https://commonchemistry.cas.org/detail?cas_rn=5508-58-7

9 April 2021

ChemSpider ID

16735664

1 reference

English Wikipedia

PubChem CID

5318517

2 references

ChEBI ID

65408

mapping relation type

exact match

2 references

International Chemical Identifier

InChI

InChI=1S/C20H30O5/c1-12-4-7-16-19(2,9-8-17(23)20(16,3)11-21)14(12)6-5-13-15(22)10-25-18(13)24/h5,14-17,21-23H,1,4,6-11H2,2-3H3/b13-5+/t14-,15-,16+,17-,19+,20+/m1/s1

SureChEMBL ID

SCHEMBL12056309

2 references

Mapping file of InChIStrings, InChIKeys and DTXSIDs for the EPA CompTox Dashboard

1 reference

2 references

DSSTOX compound identifier

DTXCID1025980

0 references

EC number

226-852-5

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.024.411

ECHA Substance Infocard ID

27 December 2018

title

3-[2-[decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenenaphthyl]ethylidene]dihydro-4-hydroxyfuran-2(3H)-one (English)

quotation

CAS no.: 5508-58-7 (English)

100.024.411

1 reference

ECHA Substance Infocard database

ECHA Substance Infocard ID

100.024.411

Guide to Pharmacology Ligand ID

27 December 2018

title

3-[2-[decahydro-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylenenaphthyl]ethylidene]dihydro-4-hydroxyfuran-2(3H)-one (English)

quotation

CAS no.: 5508-58-7 (English)

1 reference

28 December 2019

ANDROGRAPHOLIDE (English)

quotation

CAS no.: 5508-58-7 (English)

9675

1 reference

IUPHAR/BPS Guide to PHARMACOLOGY

5 February 2021

1 reference

14 March 2018

2 references

6 July 2021

CAS no.: 5508-58-7 (English)

title

Andrographolide (English)

UNII

410105JHGR

1 reference