RHEIN

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Search structure


Synonyms	Rhein
UNII	YM64C2P6UX
Source	Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...


Active Pharmaceutical Ingredients Bioactive chemicals	Exact Similarity SubStructure	Threshold (%) >= 70

Structure


InChI Key	FCDLCPWAQCPTKC-UHFFFAOYSA-N
Smiles	OC(=O)c1cc(O)c2C(=O)c3c(O)cccc3C(=O)c2c1
InChI	InChI=1S/C15H8O6/c16-9-3-1-2-7-11(9)14(19)12-8(13(7)18)4-6(15(20)21)5-10(12)17/h1-5,16-17H,(H,20,21)

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C15H8O6
Molecular Weight	284.22
AlogP	1.95
Hydrogen Bond Acceptor	6.0
Hydrogen Bond Donor	3.0
Number of Rotational Bond	1.0
Polar Surface Area	111.9
Molecular species	ACID
Aromatic Rings	2.0
Heavy Atoms	21.0

Assay Description	Organism	Bioactivity	Reference
Bactericidal activity against Erwinia amylovora 295/93 assessed as growth inhibition in King's B full medium measured at pH 7.2 after overnight incubation by suspension culture assay	Erwinia amylovora	None
Larvicidal activity against Spodoptera litura fed on compound-treated castor leaf assessed as mortality after 96 hr relative to control	Spodoptera litura	1192.55 ppm
Larvicidal activity against Spodoptera litura fed on compound-treated castor leaf assessed as mortality at 1000 ppm after 96 hr relative to control	Spodoptera litura	36.25 %
Larvicidal activity against Spodoptera litura fed on compound-treated castor leaf assessed as mortality at 500 ppm after 96 hr relative to control	Spodoptera litura	21.25 %
Larvicidal activity against Spodoptera litura fed on compound-treated castor leaf assessed as mortality at 250 ppm after 96 hr relative to control	Spodoptera litura	15.0 %
Larvicidal activity against Spodoptera litura fed on compound-treated castor leaf assessed as mortality at 125 ppm after 96 hr relative to control	Spodoptera litura	0.0 %
Larvicidal activity against Helicoverpa armigera fed on compound-treated cotton leaf assessed as mortality after 96 hr relative to control	Helicoverpa armigera	606.5 ppm
Larvicidal activity against Helicoverpa armigera fed on compound-treated cotton leaf assessed as mortality at 1000 ppm after 96 hr relative to control	Helicoverpa armigera	67.5 %
Larvicidal activity against Helicoverpa armigera fed on compound-treated cotton leaf assessed as mortality at 500 ppm after 96 hr relative to control	Helicoverpa armigera	50.0 %
Larvicidal activity against Helicoverpa armigera fed on compound-treated cotton leaf assessed as mortality at 250 ppm after 96 hr relative to control	Helicoverpa armigera	32.5 %
Larvicidal activity against Helicoverpa armigera fed on compound-treated cotton leaf assessed as mortality at 125 ppm after 96 hr relative to control	Helicoverpa armigera	22.5 %
Antifeedant activity against pre-starved fourth-instar larva of Spodoptera litura fed on compound-treated castor leaf assessed as antifeedant index at 1000 ppm after 24 hr by leaf disc no choice method	Spodoptera litura	56.79 %
Antifeedant activity against pre-starved fourth-instar larva of Spodoptera litura fed on compound-treated castor leaf assessed as antifeedant index at 500 ppm after 24 hr by leaf disc no choice method	Spodoptera litura	40.85 %
Antifeedant activity against pre-starved fourth-instar larva of Spodoptera litura fed on compound-treated castor leaf assessed as antifeedant index at 250 ppm after 24 hr by leaf disc no choice method	Spodoptera litura	33.05 %
Antifeedant activity against pre-starved fourth instar larva of Spodoptera litura fed on compound-treated castor leaf assessed as antifeedant index at 125 ppm after 24 hr by leaf disc no choice method	Spodoptera litura	27.28 %
Antifeedant activity against pre-starved fourth-instar larva of Helicoverpa armigera fed on compound-treated cotton leaf assessed as antifeedant index at 1000 ppm after 24 hr by leaf disk no choice method	Helicoverpa armigera	76.13 %
Antifeedant activity against pre-starved fourth-instar larva of Helicoverpa armigera fed on compound-treated cotton leaf assessed as antifeedant index at 500 ppm after 24 hr by leaf disk no choice method	Helicoverpa armigera	59.98 %
Antifeedant activity against pre-starved fourth-instar larva of Helicoverpa armigera fed on compound-treated cotton leaf assessed as antifeedant index at 250 ppm after 24 hr by leaf disk no choice method	Helicoverpa armigera	55.06 %
Antifeedant activity against pre-starved fourth-instar larva of Helicoverpa armigera fed on compound-treated cotton leaf assessed as antifeedant index at 125 ppm after 24 hr by leaf disk no choice method	Helicoverpa armigera	47.82 %

Cross References

Resources	Reference
ChEMBL	CHEMBL418068
FDA SRS	YM64C2P6UX
PDB	RHN
PubChem	10168
SureChEMBL	SCHEMBL25253

CONTENTS

PREMIER has received funding from the Innovative Medicines Initiative 2 Joint Undertaking (JU) under grant agreement No 875508. The JU receives support from the EU’s Horizon 2020 research and innovation programme and the European Federation of Pharmaceutical Industries and Associations (EFPIA). The views reflect only the authors’ perspective and the JU is not responsible for any use that may be made of the information this manuscript contains.

Elements of the website have been developed under projects PREMIER and the Biocenter Finland Drug Discovery and Chemical Biology network. CSC-IT is thanked for providing computational resources. Content of the website is provided without guarantee for correctness. Data has been collected and integrated from multiple public sources, for the largest: FDA, HUGO Gene Nomenclature Committee, ChEMBL, IUPHAR/BPS guide to pharmacology, Reactome, UniProt, and Ensembl. Credit is given to Ensembl for collecting species images (provided under public domain licences such as Wikimedia and NHGRI).