PINOSYLVIN

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Search structure


Synonyms	Pinosylvin
UNII	881R434AIB
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	YCVPRTHEGLPYPB-VOTSOKGWSA-N
Smiles	Oc1cc(O)cc(\C=C\c2ccccc2)c1
InChI	InChI=1S/C14H12O2/c15-13-8-12(9-14(16)10-13)7-6-11-4-2-1-3-5-11/h1-10,15-16H/b7-6+

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C14H12O2
Molecular Weight	212.24
AlogP	3.33
Hydrogen Bond Acceptor	2.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	2.0
Polar Surface Area	40.46
Molecular species	NEUTRAL
Aromatic Rings	2.0
Heavy Atoms	16.0

Assay Description	Organism	Bioactivity	Reference
Antifungal activity against Botryotinia fuckeliana assessed as growth inhibition after 72 hr by NCCLS M27-A broth microdilution method	Botryotinia fuckeliana	None
Antifungal activity against Botryotinia fuckeliana assessed as growth inhibition after 48 hr by NCCLS M27-A broth microdilution method	Botryotinia fuckeliana	None
Antifungal activity against Phomopsis obscurans assessed as growth inhibition at 30 uM after 144 hr by NCCLS M27-A broth microdilution method	Phomopsis obscurans	None
Antifungal activity against Diaporthe ampelina assessed as growth inhibition after 120 hr by NCCLS M27-A broth microdilution method	Diaporthe ampelina	None
Octanol-water partition coefficient, log P of the compound by HPLC analysis	None	2.25
Antioxidant activity assessed as inhibition rate constant in AAPH-induced human LDL peroxidation	None	3.3 10'5L/mol/s
Antioxidant activity assessed as time required to inhibit Cu2+-induced human LDL peroxidation	None	43.0 min
Antioxidant activity assessed as time required to inhibit AAPH-induced human LDL peroxidation	None	21.7 min
Antioxidant activity in CTAB micelles assessed as time required to inhibit AAPH-induced linoleic acid peroxidation	None	2.4 10'3s
Antioxidant activity in CTAB micelles assessed as inhibition rate constant for AAPH-induced linoleic acid peroxidation	None	0.5 10'4L/mol/s
Antioxidant activity in SDS micelles assessed as time required to inhibit AAPH-induced linoleic acid peroxidation	None	1.5 10'3s
Antioxidant activity in SDS micelles assessed as inhibition rate constant for AAPH-induced linoleic acid peroxidation	None	1.7 10'4L/mol/s
Antioxidant activity assessed as inhibition of DPPH free radical formation	None	29.8 %
Antioxidant activity assessed as time required to induce lipid oxidation by Rancimat method	None	2.3 hr

Cross References

Resources	Reference
ChEMBL	CHEMBL101506
FDA SRS	881R434AIB
PubChem	5280457
SureChEMBL	SCHEMBL454262
ZINC	ZINC00901115

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).