zumsin

ID: ALA2269343

PubChem CID: 76334054

Max Phase: Preclinical

Molecular Formula: C30H36O9

Molecular Weight: 540.61

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@@H]1[C@@H]2[C@@]34CC(=O)C[C@@H]3OC(C)(C)[C@@H]4CC(=O)[C@@]2(C)[C@@]23O[C@@H]2C[C@H](c2ccoc2)[C@]3(C)[C@H]1OC(C)=O

Standard InChI:  InChI=1S/C30H36O9/c1-14(31)36-23-24-28(6,20(34)11-19-26(3,4)38-21-9-17(33)12-29(19,21)24)30-22(39-30)10-18(16-7-8-35-13-16)27(30,5)25(23)37-15(2)32/h7-8,13,18-19,21-25H,9-12H2,1-6H3/t18-,19+,21+,22-,23-,24+,25+,27-,28-,29-,30-/m1/s1

Standard InChI Key:  PVWOAELREUNHIO-UGNJNTQISA-N

Molfile:  

     RDKit          2D

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M  END

Alternative Forms

1. Parent:

   

   ALA2269343

   ZUMSIN

Molecule Features

Natural Product: Yes

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: 540.61

Molecular Weight (Monoisotopic): 540.2359

AlogP: 3.53

#Rotatable Bonds: 3

Polar Surface Area: 121.64

Molecular Species: NEUTRAL

HBA: 9

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.00

CX LogD: 2.00

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.42

Np Likeness Score: 3.37

References

1. Nihei K, Asaka Y, Mine Y, Ito C, Furukawa H, Ju-Ichi M, Kubo I..  (2004)  Insect antifeedants from tropical plants: structures of dumnin and dumsenin.,  52  (11): [PMID:15161191] [10.1021/jf049819c]

2. Nihei K, Hanke FJ, Asaka Y, Matsumoto T, Kubo I..  (2002)  Insect antifeedants from tropical plants II: structure of zumsin.,  50  (18): [PMID:12188606] [10.1021/jf020245q]

Source

Source(1):

• Scientific Literature