Dumsin

ID: ALA2269342

PubChem CID: 76326793

Max Phase: Preclinical

Molecular Formula: C35H46O11

Molecular Weight: 642.74

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1[C@H](OC(C)=O)[C@]2(C)[C@@H](c3ccoc3)C[C@@H]3O[C@@]32[C@@]2(C)[C@H](OC(=O)CC(C)C)C[C@H]3C(C)(C)O[C@]4(O)C(=O)CC[C@]34[C@@H]12

Standard InChI:  InChI=1S/C35H46O11/c1-17(2)13-26(39)44-24-15-22-30(5,6)46-35(40)23(38)9-11-33(22,35)28-27(42-18(3)36)29(43-19(4)37)31(7)21(20-10-12-41-16-20)14-25-34(31,45-25)32(24,28)8/h10,12,16-17,21-22,24-25,27-29,40H,9,11,13-15H2,1-8H3/t21-,22+,24-,25+,27-,28+,29+,31+,32+,33-,34+,35-/m1/s1

Standard InChI Key:  HOLPFNXDZFODER-BWWFDNJFSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2269342

   DUMSIN

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: 642.74

Molecular Weight (Monoisotopic): 642.3040

AlogP: 4.23

#Rotatable Bonds: 6

Polar Surface Area: 151.10

Molecular Species: NEUTRAL

HBA: 11

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 11

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 9.97

CX Basic pKa: ┄

CX LogP: 3.63

CX LogD: 3.63

Aromatic Rings: 1

Heavy Atoms: 46

QED Weighted: 0.27

Np Likeness Score: 3.05

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