(R)-7-(6-hydroxy-7-methoxy-3,7-dimethyloct-2-enyloxy)-2H-chromen-2-one

ID: ALA2346910

Chembl Id: CHEMBL2346910

Cas Number: 144424-82-8

PubChem CID: 15008366

Max Phase: Preclinical

Molecular Formula: C20H26O5

Molecular Weight: 346.42

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(C)(C)[C@H](O)CC/C(C)=C/COc1ccc2ccc(=O)oc2c1

Standard InChI:  InChI=1S/C20H26O5/c1-14(5-9-18(21)20(2,3)23-4)11-12-24-16-8-6-15-7-10-19(22)25-17(15)13-16/h6-8,10-11,13,18,21H,5,9,12H2,1-4H3/b14-11+/t18-/m1/s1

Standard InChI Key:  HODOWBFKRLQCBH-GPZRYRNASA-N

Alternative Forms

1. Parent:

   

   ALA2346910

   7-[(E,6R)-6-hydroxy-7-methoxy-3,7-dimethyloct-2-enoxy]chromen-2-one

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: 346.42

Molecular Weight (Monoisotopic): 346.1780

AlogP: 3.68

#Rotatable Bonds: 8

Polar Surface Area: 68.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.15

CX LogD: 3.15

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: 1.62

References

1. Li J, Mahdi F, Du L, Jekabsons MB, Zhou YD, Nagle DG..  (2013)  Semisynthetic studies identify mitochondria poisons from botanical dietary supplements--geranyloxycoumarins from Aegle marmelos.,  21  (7): [PMID:23434131] [10.1016/j.bmc.2013.01.048]

Source

Source(1):

• Scientific Literature