7-(3,7-dimethylocta-2,6-dienyloxy)-6-methoxy-2H-chromen-2-one

ID: ALA2346913

Chembl Id: CHEMBL2346913

Cas Number: 28587-43-1

PubChem CID: 5319406

Max Phase: Preclinical

Molecular Formula: C20H24O4

Molecular Weight: 328.41

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc2ccc(=O)oc2cc1OC/C=C(\C)CCC=C(C)C

Standard InChI:  InChI=1S/C20H24O4/c1-14(2)6-5-7-15(3)10-11-23-19-13-17-16(12-18(19)22-4)8-9-20(21)24-17/h6,8-10,12-13H,5,7,11H2,1-4H3/b15-10+

Standard InChI Key:  NLNMITFNBJXRRP-XNTDXEJSSA-N

Alternative Forms

1. Parent:

   

   ALA2346913

   7-Geranyloxy-6-methoxycoumarin

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: 328.41

Molecular Weight (Monoisotopic): 328.1675

AlogP: 4.87

#Rotatable Bonds: 7

Polar Surface Area: 48.67

Molecular Species: NEUTRAL

HBA: 4

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.49

CX LogD: 4.49

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.54

Np Likeness Score: 1.43

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]

2. Fiorito S, Epifano F, Preziuso F, Cacciatore I, di Stefano A, Taddeo VA, de Medina P, Genovese S..  (2018)  Natural oxyprenylated coumarins are modulators of melanogenesis.,  152  [PMID:29730190] [10.1016/j.ejmech.2018.04.051]

3. Nhoek P, Ahn S, Pel P, Kim YM, Huh J, Kim HW, Noh M, Chin YW..  (2023)  Alkaloids and Coumarins with Adiponectin-Secretion-Promoting Activities from the Leaves of Orixa japonica.,  86  (1.0): [PMID:36529937] [10.1021/acs.jnatprod.2c00844]

Source

Source(1):

• Scientific Literature