Dumsenin

ID: ALA2269340

PubChem CID: 76334053

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](OC(C)=O)[C@@]2(C)C(=CC[C@@H]2c2ccoc2)[C@@]2(C)C(=O)C[C@H]3C(C)(C)O[C@]4(O)C(=O)CC[C@]34[C@@H]12

Standard InChI:  InChI=1S/C30H36O9/c1-15(31)37-23-24-28(6,22(34)13-20-26(3,4)39-30(35)21(33)9-11-29(20,24)30)19-8-7-18(17-10-12-36-14-17)27(19,5)25(23)38-16(2)32/h8,10,12,14,18,20,23-25,35H,7,9,11,13H2,1-6H3/t18-,20+,23-,24+,25+,27-,28+,29-,30-/m1/s1

Standard InChI Key:  SLDDPEDLCNASLZ-DELRWMBRSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2269340

   DUMSENIN

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: 3.63

#Rotatable Bonds: 3

Polar Surface Area: 129.34

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 9.97

CX Basic pKa: ┄

CX LogP: 2.83

CX LogD: 2.83

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.45

Np Likeness Score: 3.10

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]

Source

Source(1):

• Scientific Literature