Rediocide A

ID: ALA454246

PubChem CID: 44575544

Max Phase: Preclinical

Molecular Formula: C44H58O13

Molecular Weight: 794.93

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(C)CC(=O)O[C@H]1/C=C/C=C/C(=O)O[C@H]2[C@@H](C)C[C@@H]3[C@]2(O)[C@H](O)[C@@]2(CO)O[C@H]2[C@H]2[C@H]4OC5(c6ccccc6)O[C@@H]([C@@H](C)[C@@]23O5)[C@@]4(O)[C@](C)(O)C[C@H]2CC[C@H]1[C@H]2C

Standard InChI:  InChI=1S/C44H58O13/c1-22(2)18-32(47)52-29-14-10-11-15-31(46)53-34-23(3)19-30-41(34,50)38(48)40(21-45)36(54-40)33-37-43(51,39(6,49)20-26-16-17-28(29)24(26)4)35-25(5)42(30,33)57-44(55-35,56-37)27-12-8-7-9-13-27/h7-15,22-26,28-30,33-38,45,48-51H,16-21H2,1-6H3/b14-10+,15-11+/t23-,24-,25+,26+,28-,29-,30+,33-,34-,35-,36-,37+,38+,39+,40-,41+,42-,43-,44?/m0/s1

Standard InChI Key:  ZAVYYYQORHVVFN-BDGVIKSFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA454246

   REDIOCIDE A

Molecule Features

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: 794.93

Molecular Weight (Monoisotopic): 794.3877

AlogP: 3.04

#Rotatable Bonds: 5

Polar Surface Area: 193.97

Molecular Species: NEUTRAL

HBA: 13

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 13

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 11.75

CX Basic pKa: ┄

CX LogP: 4.15

CX LogD: 4.15

Aromatic Rings: 1

Heavy Atoms: 57

QED Weighted: 0.22

Np Likeness Score: 2.27

References

1. Jayasuriya H, Zink DL, Borris RP, Nanakorn W, Beck HT, Balick MJ, Goetz MA, Gregory L, Shoop WL, Singh SB..  (2004)  Rediocides B-E, potent insecticides from Trigonostemon reidioides.,  67  (2): [PMID:14987064] [10.1021/np030398n]

2. Li SF, Di YT, Li SL, Zhang Y, Yang FM, Sun QY, Simo JM, He HP, Hao XJ..  (2011)  Trigonosins A-F, daphnane diterpenoids from Trigonostemon thyrsoideum.,  74  (3): [PMID:21192108] [10.1021/np1006444]

3. Cui L, Li J, Xie X..  (2012)  Rediocide A, an Insecticide, induces G-protein-coupled receptor desensitization via activation of conventional protein kinase C.,  75  (6): [PMID:22650618] [10.1021/np3000359]

Source

Source(1):

• Scientific Literature