(2S,3S,4S,6R)-6-[(1'R,2R,4'S,5S,6R,8'R,10'E,12'S,13'S,14'E,16'E,20'R,21'R,24'S)-6-(BUTAN-2-YL)-21',24'-DIHYDROXY-5,11',13',22'-TETRAMETHYL-3',7',19'-TRIOXASPIRO[OXANE-2,6'-TETRACYCLO[15.6.1.1^{4,8}.0^{20,24}]PENTACOSANE]-10',14',16',22'-TETRAEN-2'-ONEOXY]-4-METHOXY-2-METHYLOXAN-3-YL 2-PHENYLACETATE

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Search structure


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	LQASIOGXHRNVQD-IBKFRFKJSA-N
Smiles	CCC(C)[C@H]1O[C@]2(CC[C@@H]1C)C[C@@H]3C[C@@H](C\C=C(/C)\[C@@H](O[C@H]4C[C@H](OC)[C@@H](OC(=O)Cc5ccccc5)[C@H](C)O4)[C@@H](C)\C=C\C=C\6/CO[C@@H]7[C@H](O)C(=C[C@@H](C(=O)O3)[C@]67O)C)O2
InChI	InChI=1S/C49H68O12/c1-9-28(2)44-31(5)20-21-48(61-44)26-37-24-36(60-48)19-18-30(4)43(59-41-25-39(54-8)45(33(7)56-41)58-40(50)23-34-15-11-10-12-16-34)29(3)14-13-17-35-27-55-46-42(51)32(6)22-38(47(52)57-37)49(35,46)53/h10-18,22,28-29,31,33,36-39,41-46,51,53H,9,19-21,23-27H2,1-8H3/b14-13+,30-18+,35-17+/t28?,29-,31-,33-,36+,37-,38-,39-,41-,42+,43-,44+,45-,46+,48+,49+/m0/s1

Physicochemical Descriptors

Property Name	Value
Molecular Formula	C49H68O12
Molecular Weight	849.06
AlogP	6.51
Hydrogen Bond Acceptor	12.0
Hydrogen Bond Donor	2.0
Number of Rotational Bond	9.0
Polar Surface Area	148.44
Molecular species	NEUTRAL
Aromatic Rings	1.0
Heavy Atoms	61.0

Assay Description	Organism	Bioactivity	Reference
Insecticidal activity against bean Aphis fabae (black bean aphid) infested soybean tender shoots at 0.03125 mg/L measured 48 hr post compound dose by modified FAO dip method	Aphis fabae	0.0 %
Insecticidal activity against Aphis fabae (black bean aphid) infested soybean tender shoots at 0.0625 mg/L measured 48 hr post compound dose by modified FAO dip method	Aphis fabae	3.3 %
Insecticidal activity against Aphis fabae (black bean aphid) infested soybean tender shoots at 0.125 mg/L measured 48 hr post compound dose by modified FAO dip method	Aphis fabae	31.2 %
Insecticidal activity against Aphis fabae (black bean aphid) infested soybean tender shoots at 0.25 mg/L measured 48 hr post compound dose by modified FAO dip method	Aphis fabae	65.8 %
Insecticidal activity against Aphis fabae (black bean aphid) infested soybean tender shoots at 0.5 mg/L measured 48 hr post compound dose by modified FAO dip method	Aphis fabae	86.7 %
Insecticidal activity against Aphis fabae (black bean aphid) infested soybean tender shoots at 1 mg/L measured 48 hr post compound dose by modified FAO dip method	Aphis fabae	100.0 %
Insecticidal activity against fourth-instar larvae of Mythimna separata (Oriental armyworm) reared on compound pre-treated corn leaves assessed as insect mortality at 0.03125 mg/L measured 2 days post compound dose	Mythimna separata	0.0 %
Insecticidal activity against fourth-instar larvae of Mythimna separata (Oriental armyworm) reared on compound pre-treated corn leaves assessed as insect mortality at 0.0625 mg/L measured 2 days post compound dose	Mythimna separata	10.1 %
Insecticidal activity against fourth-instar larvae of Mythimna separata (Oriental armyworm) reared on compound pre-treated corn leaves assessed as insect mortality at 0.125 mg/L measured 2 days post compound dose	Mythimna separata	20.5 %
Insecticidal activity against Mythimna separata (Oriental armyworm) fourth-instar larvae reared compound pre-treated corn leaves assessed as insect mortality at 0.25 mg/L measured 2 days post compound dose	Mythimna separata	60.3 %
Insecticidal activity against Mythimna separata (Oriental armyworm) fourth-instar larvae reared compound pre-treated corn leaves assessed as insect mortality at 0.5 mg/L measured 2 days post compound dose	Mythimna separata	90.2 %
Insecticidal activity against Mythimna separata (Oriental armyworm) fourth-instar larvae reared compound pre-treated corn leaves assessed as insect mortality at 1 mg/L measured 2 days post compound dose	Mythimna separata	100.0 %
Insecticidal activity against Tetranychus cinnabarinus (carmine spider mite) fourth-instar larvae assessed as larvicidal activity at 0.006 mg/L after 48 hr	Tetranychus cinnabarinus	14.3 %
Insecticidal activity against Mythimna separata (Oriental armyworm) fourth-instar larvae reared compound pre-treated corn leaves assessed as insect mortality measured 2 days post compound dose	Mythimna separata	0.204 ug.mL-1
Insecticidal activity against Aphis fabae (black bean aphid infested soybean tender shoots measured 48 hr post compound dose by modified FAO dip method	Aphis fabae	0.742 mg/L		Insecticidal activity against Aphis fabae (black bean aphid infested soybean tender shoots measured 48 hr post compound dose by modified FAO dip method	Aphis fabae	0.07 ug.mL-1

Cross References

Resources	Reference
ChEMBL	CHEMBL2228089
PubChem	76307871

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).