Lonchocarpol A

Inquiry

For Research Use Only.

Category

Flavonoids

Cat.No.

NP2205

CAS

68236-11-3

Product Name

Lonchocarpol A

Structure

Product Details

Description

6,8-Diprenylnaringenin is a hop prenylflavonoid that is a breast cancer resistance protein (BCRP/ABCG2) inhibitor. It inhibits ABCG2 mediated efflux of mitoxantrone and 3H-methotrexate transport (IC50 = 0.41 μM). 6,8-Diprenylnaringenin has some estrogenic activity, but its potency is less than 1% of 8-pentenyl naringin.

Synonyms

Lonchocarpol A; Senegalensin; (S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)chroman-4-one; 4H-1-Benzopyran-4-one, 2,3-dihydro-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methyl-2-butenyl)-, (S)-; (2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-4H-1-benzopyran-4-one

IUPAC Name

(2S)-5,7-dihydroxy-2-(4-hydroxyphenyl)-6,8-bis(3-methylbut-2-enyl)-2,3-dihydrochromen-4-one

Molecular Weight

408.49

Molecular Formula

C25H28O5

Canonical SMILES

CC(=CCC1=C(C(=C2C(=C1O)C(=O)CC(O2)C3=CC=C(C=C3)O)CC=C(C)C)O)C

InChI

InChI=1S/C25H28O5/c1-14(2)5-11-18-23(28)19(12-6-15(3)4)25-22(24(18)29)20(27)13-21(30-25)16-7-9-17(26)10-8-16/h5-10,21,26,28-29H,11-13H2,1-4H3/t21-/m0/s1

InChIKey

HCNLDGTUMBOHKT-NRFANRHFSA-N

Boiling Point

639.2±55.0°C at 760 mmHg

Purity

≥95%

Density

1.2±0.1 g/cm3

Solubility

Soluble in Chloroform, Dichloromethane, Ethyl Acetate, DMSO, Acetone

Appearance

Yellow Solid