PINOCEMBRIN

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Search structure


Synonyms	(2S)-Pinocembrin NSC-43318
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	URFCJEUYXNAHFI-ZDUSSCGKSA-N
Smiles	Oc1cc(O)c2C(=O)C[C@H](Oc2c1)c3ccccc3
InChI	InChI=1S/C15H12O4/c16-10-6-11(17)15-12(18)8-13(19-14(15)7-10)9-4-2-1-3-5-9/h1-7,13,16-17H,8H2/t13-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C15H12O4
Molecular Weight	256.25
AlogP	2.62
Hydrogen Bond Acceptor	4.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	1.0
Polar Surface Area	66.76
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	19.0

Assay Description	Organism	Bioactivity	Reference
Antifeedant activity against third-instar Spodoptera frugiperda (fall armyworm) assessed per cm2 leaf disk after 3 to 4 hr by leaf-disk choice test	Spodoptera frugiperda	8.86 ug
Antifeedant activity against third-instar Xanthogaleruca luteola assessed per cm2 leaf disk after 24 hr by leaf-disk choice test	Xanthogaleruca luteola	6.13 ug
Antifeedant activity against third-instar Epilachna paenulata measured assessed per cm2 leaf disk after 24 hr by leaf disk choice test	Epilachna	7.98 ug
Antifeedant activity against third-instar Spodoptera frugiperda (fall armyworm) measured at 100 ug/cm2 leaf disk after 3 to 4 hr by leaf-disk choice test relative to control	Spodoptera frugiperda	92.0 %
Antifeedant activity against third-instar Spodoptera frugiperda (fall armyworm) measured at 50 ug/cm2 leaf disk after 3 to 4 hr by leaf-disk choice test relative to control	Spodoptera frugiperda	91.0 %
Antifeedant activity against third-instar Spodoptera frugiperda (fall armyworm) measured at 10 ug/cm2 leaf disk after 3 to 4 hr by leaf-disk choice test relative to control	Spodoptera frugiperda	70.0 %
Antifeedant activity against third-instar Spodoptera frugiperda (fall armyworm) measured at 5 ug/cm2 leaf disk after 3 to 4 hr by leaf-disk choice test relative to control	Spodoptera frugiperda	21.0 %
Antifeedant activity against third-instar Xanthogaleruca luteola measured at 100 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Xanthogaleruca luteola	98.0 %
Antifeedant activity against third-instar Xanthogaleruca luteola measured at 50 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Xanthogaleruca luteola	94.0 %
Antifeedant activity against third-instar Xanthogaleruca luteola measured at 10 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Xanthogaleruca luteola	62.0 %
Antifeedant activity against third-instar Xanthogaleruca luteola measured at 5 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Xanthogaleruca luteola	62.0 %
Antifeedant activity against third-instar Xanthogaleruca luteola measured at 1 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Xanthogaleruca luteola	0.0 %
Antifeedant activity against third-instar Epilachna paenulata measured at 100 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Epilachna	99.1 %
Antifeedant activity against third-instar Epilachna paenulata measured at 50 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Epilachna	90.0 %
Antifeedant activity against third-instar Epilachna paenulata measured at 10 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Epilachna	62.0 %
Antifeedant activity against third-instar Epilachna paenulata measured at 5 ug/cm2 leaf disk after 24 hr by leaf-disk choice test relative to control	Epilachna	21.0 %
Antifeedant activity against third-instar Epilachna paenulata measured at 1 ug/cm2 leaf disk after 24 hr by leaf disk choice test relative to control	Epilachna	12.0 %
Antimycobacterial activity against Mycobacterium tuberculosis H37Rv grown on Lowenstein-Jensen solid medium assessed as growth inhibition incubated with compound dissolved in DMSO measured after 4 weeks	Mycobacterium tuberculosis H37Rv	73.0 ug.mL-1
Antimycobacterial activity against Mycobacterium tuberculosis H37Rv grown on Lowenstein-Jensen solid medium assessed as growth inhibition incubated with compound dissolved in water measured after 4 weeks	Mycobacterium tuberculosis H37Rv	63.3 ug.mL-1

Cross References

Resources	Reference
ChEMBL	CHEMBL399910
PDB	KML
PubChem	68071
SureChEMBL	SCHEMBL10026578
ZINC	ZINC00073693

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).