Prieurianin acetate

ID: ALA510917

PubChem CID: 44575178

Max Phase: Preclinical

Molecular Formula: C39H50O18

Molecular Weight: 806.81

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Bioactivity Summary Target Summary Assay Summary

Names and Identifiers

Synonyms: Prieurianin Acetate | CHEMBL510917

Canonical SMILES: C=C1[C@@H]([C@@]2(C)[C@@H](OC(=O)O)CC(=O)O[C@](C)(COC(C)=O)[C@@H]2CC(=O)OC)[C@@H](OC=O)[C@H](OC(=O)[C@H](OC(C)=O)[C@H](C)CC)[C@]2(C)[C@@H](c3ccoc3)CC(=O)[C@]12O

Standard InChI: InChI=1S/C39H50O18/c1-10-19(2)31(54-22(5)42)34(46)56-33-32(53-18-40)30(20(3)39(49)26(43)13-24(38(33,39)8)23-11-12-51-16-23)37(7)25(14-28(44)50-9)36(6,17-52-21(4)41)57-29(45)15-27(37)55-35(47)48/h11-12,16,18-19,24-25,27,30-33,49H,3,10,13-15,17H2,1-2,4-9H3,(H,47,48)/t19-,24-,25+,27+,30-,31-,32-,33+,36-,37-,38+,39-/m1/s1

Standard InChI Key: ITIUHHJPOCVRDD-MGVQCJDMSA-N

Molfile:

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M  END

Associated Targets(non-human)

Heliothis virescens (272 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Spodoptera eridania (79 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Epilachna varivestis (35 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Helicoverpa armigera (708 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Natural Product: No	Oral: No	Chemical Probe: No	Parenteral: No
Molecule Type: Small molecule	Topical: No	First In Class: No	Black Box: No
Chirality: No	Availability: No	Prodrug: No

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 806.81	Molecular Weight (Monoisotopic): 806.2997	AlogP: 3.21	#Rotatable Bonds: 14
Polar Surface Area: 254.77	Molecular Species: ACID	HBA: 17	HBD: 2
#RO5 Violations: 2	HBA (Lipinski): 18	HBD (Lipinski): 2	#RO5 Violations (Lipinski): 2
CX Acidic pKa: 6.33	CX Basic pKa: ┄	CX LogP: 2.76	CX LogD: 1.66
Aromatic Rings: 1	Heavy Atoms: 57	QED Weighted: 0.12	Np Likeness Score: 2.51

References

1. Lidert Z, Taylor DAH, Thirugnanam M. (1985) Insect Antifeedant Activity of Four Prieurianin-Type Limonoids, 48 (5): [10.1021/np50041a029]
2. Koul O, Daniewski WM, Multani JS, Gumulka M, Singh G.. (2003) Antifeedant effects of the limonoids from Entandrophragma candolei (Meliaceae) on the gram pod borer, Helicoverpa armigera (Lepidoptera: Noctuidae)., 51 (25): [PMID:14640569] [10.1021/jf0304223]

Prieurianin acetate

Names and Identifiers

Alternative Forms

Associated Targets(non-human)

Molecule Features

Drug Indications

Mechanisms of Action

Calculated Properties

References

Source