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(+)-Reticuline

(+)-Reticuline structure

(+)-Reticuline 

structure
  • CAS No:

    485-19-8

  • Formula:

    C19H23NO4

  • Chemical Name:

    (+)-Reticuline

  • Synonyms:

    7-Isoquinolinol,1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-,(1S)-;Reticuline;7-Isoquinolinol,1,2,3,4-tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-,(S)-;(1S)-1,2,3,4-Tetrahydro-1-[(3-hydroxy-4-methoxyphenyl)methyl]-6-methoxy-2-methyl-7-isoquinolinol;(+)-Reticuline;L-(+)-Reticuline;(S)-Reticuline;Reticulin;S-(+)-Reticuline;d-Reticuline;(S)-Reticulene;3466-53-3;7344-79-8

  • Categories:

    Natural Products  >  Alkaloids

Description

Reticuline, isolated from Litsea cubeba, shows anti-inflammatory effects through JAK2/STAT3 and NF-κB signaling pathways. Reticuline inhibits mRNA expressions of TNF-α, and IL-6 and reduces the phosphorylation levels of JAK2 and STAT3[1].


Solid


(S)-reticuline is the (S)-enantiomer of reticuline. It has a role as an EC 2.1.1.116 [3'-hydroxy-N-methyl-(S)-coclaurine 4'-O-methyltransferase] inhibitor. It is a conjugate base of a (S)-reticulinium(1+). It is an enantiomer of a (R)-reticuline.

(+)-Reticuline Basic Attributes

329.39022

329.39

207-611-3

X35Z551WT4

Characteristics

62.16000

2.09

Solid

1.2±0.1 g/cm3

88-94 °C

504.9±50.0 °C at 760 mmHg

259.2±30.1 °C

1.604

-20°C Freezer

8.11E-11mmHg at 25°C

Drug Information

reticuline

(+)-Reticuline Use and Manufacturing

Precursor of many aporphine and morphine-type alkaloids.

Computed Properties

Molecular Weight:329.4
XLogP3:3
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:4
Exact Mass:329.16270821
Monoisotopic Mass:329.16270821
Topological Polar Surface Area:62.2
Heavy Atom Count:24
Complexity:407
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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