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501-13-3

501-13-3 Structure

501-13-3 Structure
IdentificationBack Directory
[Name]

Feruloylputrescine
[CAS]

501-13-3
[Synonyms]

NSC 602818
Subaphyllin
Subaphylline
Feruloylputrescine
N-Feruloylputrescine
N-(4-Aminobutyl)-3-(4-hydroxy-3-methoxyphenyl)acrylamide
N-(4-Aminobutyl)-3-(4-hydroxy-3-methoxyphenyl)propenamide
N-(4-Aminobutyl)-3-(4-hydroxy-3-methoxyphenyl)-2-propenamide
2-Propenamide, N-(4-aminobutyl)-3-(4-hydroxy-3-methoxyphenyl)-
(E)-N-(4-aminobutyl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enamide
[Molecular Formula]

C14H20N2O3
[MDL Number]

MFCD01736565
[MOL File]

501-13-3.mol
[Molecular Weight]

264.32
Chemical PropertiesBack Directory
[Boiling point ]

512℃
[density ]

1.156
[Fp ]

263℃
[solubility ]

Water
[form ]

Solid
[pka]

9.78±0.35(Predicted)
[color ]

Yellowish
[LogP]

0.620 (est)
Hazard InformationBack Directory
[Description]

Salsola subaphylla contains this alkaloid which is extremely hygroscopic and for which no definite melting point has been obtained. It gives crystalline salts and derivatives, e.g. the hydrochloride, melting over a very wide range of temperature; the hydriodide which behaves similarly to the hydrochloride, picrate, m.p. 218.5°C. On hydrogenation over Pt02 it yields the dihydro derivative giving a hydrochloride, m.p. 139-140oC and a picrate, m.p. 174.6-175°C. When boiled with 30 per cent KOH it forms putrescine and ferulic acid and has the probable structure given above.
[Uses]

Feruloylputrescine is an effector of plant root systems, influencing development of nutrient gathering root systems. Inhibition of the formation of this compound causes the development of a dominant or ‘tap’ root.
[Definition]

ChEBI: Subaphyllin is a hydroxycinnamic acid.
[in vivo]

Feruloylputrescine (administered via diet, 10 mg per g of diet daily for 6 weeks) significantly reduces TMA and TMAO levels in high-fat diet-induced mice[1].

Animal Model:High-fat diet-induced C57BL/6 mouse model[1]
Dosage:10 mg/g diet
Administration:Administered via diet, 10 mg/g diet daily for 6 weeks
Result:Significantly reduced TMA and TMAO levels.
[References]

Ryabinin, Il'na., Dokl. Akad. Nauk SSSR, 67, 513 (1949)
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