BENZOIC ACID(1S,2S,4S,5S,6S,7R,8R,9R,12R)-4,5,6,12-TETRAACETOXY-8-ACETYL-2-HYDROXY-2,10,10-TRIMETHYL-11-OXA-TRICYCLO[7.2.1.01,6]DODEC-7-YL ESTER


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	ZHVHRXKBXMHRGG-JDUOVCEPSA-N
Smiles	CC(=O)O[C@H]1C[C@](C)(O)[C@@]23OC(C)(C)[C@@H]([C@H]2OC(=O)C)[C@H]([C@@H](OC(=O)c4ccccc4)[C@]3(OC(=O)C)[C@H]1OC(=O)C)C(=O)C
InChI	InChI=1S/C31H38O13/c1-15(32)22-23-26(41-18(4)35)31(44-28(23,6)7)29(8,38)14-21(39-16(2)33)24(40-17(3)34)30(31,43-19(5)36)25(22)42-27(37)20-12-10-9-11-13-20/h9-13,21-26,38H,14H2,1-8H3/t21-,22+,23+,24-,25+,26+,29-,30+,31-/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C31H38O13
Molecular Weight	618.63
AlogP	0.29
Hydrogen Bond Acceptor	13.0
Hydrogen Bond Donor	1.0
Number of Rotational Bond	12.0
Polar Surface Area	178.03
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	44.0

Assay Description	Organism	Bioactivity
Antifeedant activity against newly ecdysed fifth-instar larval stage of Spodoptera littoralis in compound-pretreated lettuce leaf disks assessed as consumed area of leaf disks at 0.1 ug/cm'2 measured at 30 min intervals for 4-5 hr post-drug exposure by choice test	Spodoptera littoralis	0.4
Antifeedant activity against newly ecdysed fifth-instar larval stage of Spodoptera littoralis in compound-pretreated lettuce leaf disks assessed as consumed area of leaf disks at 1 ug/cm'2 measured at 30 min intervals for 4-5 hr post-drug exposure by choice test	Spodoptera littoralis	0.24
Antifeedant activity against newly ecdysed fifth-instar larval stage of Spodoptera littoralis in compound-pretreated lettuce leaf disks assessed as consumed area of leaf disks at 10 ug/cm'2 measured at 30 min intervals for 4-5 hr post-drug exposure by choice test	Spodoptera littoralis	0.05

Cross References

Resources	Reference
ChEMBL	CHEMBL2287512
PubChem	76327379

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).

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).

BENZOIC ACID(1S,2S,4S,5S,6S,7R,8R,9R,12R)-4,5,6,12-TETRAACETOXY-8-ACETYL-2-HYDROXY-2,10,10-TRIMETHYL-11-OXA-TRICYCLO[7.2.1.0*1,6*]DODEC-7-YL ESTER

Structure

Physicochemical Descriptors

Cross References

BENZOIC ACID(1S,2S,4S,5S,6S,7R,8R,9R,12R)-4,5,6,12-TETRAACETOXY-8-ACETYL-2-HYDROXY-2,10,10-TRIMETHYL-11-OXA-TRICYCLO[7.2.1.01,6]DODEC-7-YL ESTER