7-deacetoxyyanuthone

ID: ALA510701

Chembl Id: CHEMBL510701

PubChem CID: 10360155

Max Phase: Preclinical

Molecular Formula: C22H32O3

Molecular Weight: 344.50

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 7-Deacetoxyyanuthone | 7-deacetoxyyanuthone|7-deacetoxyyanuthone A|CHEMBL510701|CHEBI:133843|(1R,5R,6R)-5-hydroxy-4-methyl-1-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trien-1-yl]-7-oxabicyclo[4.1.0]hept-3-en-2-one|(1R,5R,6R)-5-hydroxy-4-methyl-1-[(2E,6E)-3,7,11-trimethyldodeca-2,6,10-trienyl]-7-oxabicyclo[4.1.0]hept-3-en-2-one

Canonical SMILES:  CC(C)=CCC/C(C)=C/CC/C(C)=C/C[C@@]12O[C@@H]1[C@H](O)C(C)=CC2=O

Standard InChI:  InChI=1S/C22H32O3/c1-15(2)8-6-9-16(3)10-7-11-17(4)12-13-22-19(23)14-18(5)20(24)21(22)25-22/h8,10,12,14,20-21,24H,6-7,9,11,13H2,1-5H3/b16-10+,17-12+/t20-,21-,22+/m1/s1

Standard InChI Key:  DKOXVDVXOYHFHV-ITGDQCKOSA-N

Alternative Forms

1. Parent:

   

   ALA510701

   7-Deacetoxyyanuthone

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: 344.50

Molecular Weight (Monoisotopic): 344.2351

AlogP: 4.82

#Rotatable Bonds: 8

Polar Surface Area: 49.83

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: 0

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.46

CX Basic pKa:

CX LogP: 5.07

CX LogD: 5.07

Aromatic Rings: 0

Heavy Atoms: 25

QED Weighted: 0.51

Np Likeness Score: 2.90

References

1. Maskey RP, Grün-Wollny I, Laatsch H..  (2005)  Sorbicillin analogues and related dimeric compounds from Penicillium notatum.,  68  (6): [PMID:15974609] [10.1021/np040137t]

2. Liu D, Yang A, Wu C, Guo P, Proksch P, Lin W..  (2014)  Lipid-lowering effects of farnesylquinone and related analogues from the marine-derived Streptomyces nitrosporeus.,  24  (22): [PMID:25304895] [10.1016/j.bmcl.2014.09.049]

Source

Source(1):

• Scientific Literature