zumketol

ID: ALA501022

PubChem CID: 11489591

Max Phase: Preclinical

Molecular Formula: C30H36O9

Molecular Weight: 540.61

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Zumketol | zumketol|CHEMBL501022|[(1S,2S,4S,6S,9R,12R,16S,17S,18R,19R)-18-acetyloxy-16-(furan-3-yl)-4-hydroxy-8,8,12,17-tetramethyl-3,11-dioxo-7-oxapentacyclo[10.7.0.02,6.02,9.013,17]nonadec-13-en-19-yl] acetate

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@H]4C[C@H](O)C(=O)[C@]43[C@@H]12

Standard InChI:  InChI=1S/C30H36O9/c1-14(31)37-23-24-29(6,21(34)12-20-27(3,4)39-22-11-18(33)25(35)30(20,22)24)19-8-7-17(16-9-10-36-13-16)28(19,5)26(23)38-15(2)32/h8-10,13,17-18,20,22-24,26,33H,7,11-12H2,1-6H3/t17-,18-,20-,22-,23+,24-,26-,28-,29+,30-/m0/s1

Standard InChI Key:  FTSWGUUXZGNMSV-UMDLGPEKSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA501022

   ZUMKETOL

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: 3.29

#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: 13.30

CX Basic pKa: ┄

CX LogP: 1.92

CX LogD: 1.92

Aromatic Rings: 1

Heavy Atoms: 39

QED Weighted: 0.45

Np Likeness Score: 3.22

References

1. Nihei K, Asaka Y, Mine Y, Kubo I..  (2005)  Insect antifeedants from Croton jatrophoides: structures of zumketol, zumsenin, and zumsenol.,  68  (2): [PMID:15730253] [10.1021/np049697i]

Source

Source(1):

• Scientific Literature