BIAdb 1-Benzylisoquinoline 1022

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BIAdb 1-Benzylisoquinoline 1022
Systematic (IUPAC) name
1-(phenylmethyl)isoquinoline
Identifiers
CAS number	6907-59-1
ATC code	?
PubChem	23345
ChemSpider	21830
Chemical data
Formula	C16H13N
Mol. mass	219.28112
SMILES	eMolecules & PubChem
Synonyms	1-(phenylmethyl)isoquinoline
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

[edit] Description

1-Benzylisoquinoline is the structural backbone of many alkaloids with a wide variety of structures, including papaverine, noscapine, codeine, morphine, apomorphine, berberine, protopine and tubocurarine.

[edit] Biosynthesis

Plants producing benzylisoquinoline alkaloids have a common biosynthetic pathway, making use of two units of L-tyrosine. One tyrosine molecule is metabolised to dopamine which constitutes the isoquinoline part, while the benzylic part is mostly formed from tyramine, itself the decarboxylation product of tyrosine.

Many benzylisoquinolines have a methylated nitrogen atom as well as functional groups containing oxygen (-OH, -OCH₃, -OCH₂O-) in positions 6, 7, 3' and 4'. The latter come from the precursors mentioned above, namely tyrosine, dopamine and their derivatives.

[edit] Source

N/A

[edit] Function

Unknown

[edit] General Properties

*Molecular Weight

219.28112

*Exact Mass

219.104799

*Molecular Formula

C₁₆H₁₃N

*IUPAC NAME

1-(phenylmethyl)isoquinoline

*Canonical Smiles

C1=CC=C(C=C1)CC2=NC=CC3=CC=CC=C32

*Isomeric Smiles

N/A

*XLogP

4.1

*Hydrogen bond donor

0

*Hydrogen bond acceptor

1

*Rotational Bond Count

2

*Topological Polar Surface Area

12.9

[edit] External Links

• Pubchem

Link to BIAdb Database