Encyclopedia / Pharmaceutical Intermediates / Alkali / Laboratory Chemicals

coclaurine

CAS：486-39-5
MW:285.343
MF：C17H19NO3

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Names and ldentifier
Properties
Use and Manufacturing
Msds
Other Information
Computational chemical data
Realated Product Infomation

1. Names and Identifiers

1.1 Name: coclaurine

1.2 Synonyms: (-)-Coclaurine; (1S)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-7-isoquinolinol; (1S)-1,2,3,4-Tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxyisoquinolin-7-ol; (3S)-3-(4-Hydroxybenzyl)-6-methoxy-5-indanol; (RS)-coclaurine; (S)-1-(4-Hydroxybenzyl)-6-methoxy-1,2,3,4-tetrahydroisoquinoline-7-ol; (S)-1-(p-Hydroxybenzyl)-6-methoxy-7-hydroxy-1,2,3,4-tetrahydroisoquinoline; (S)-1,2,3,4-Tetrahydro-1-(p-hydroxybenzyl)-6-methoxy-7-isoquinolinol; (S)-Coclaurine; (S)-colaurine; [S,(+)]-1,2,3,4-Tetrahydro-1-(4-hydroxybenzyl)-6-methoxyisoquinolin-7-ol; 1H-Inden-5-ol, 2,3-dihydro-3-[(4-hydroxyphenyl)methyl]-6-methoxy-, (3S)-; 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-, (1S)-; 7-Isoquinolinol, 1,2,3,4-tetrahydro-1-[(4-hydroxyphenyl)methyl]-6-methoxy-, (S)-; Coclaurin; Machiline;

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1.3 CAS No.: 486-39-5

1.4 CID: 160487

1.5 Molecular Formula: C17H19NO3

1.6 Inchi: InChI=1S/C17H19NO3/c1-21-17-9-12-6-7-18-15(14(12)10-16(17)20)8-11-2-4-13(19)5-3-11/h2-5,9-10,15,18-20H,6-8H2,1H3/t15-/m0/s1

1.7 InChkey: LVVKXRQZSRUVPY-HNNXBMFYSA-N

1.8 Canonical Smiles: COC1=C(C=C2C(NCCC2=C1)CC3=CC=C(C=C3)O)O

1.9 Isomers Smiles: COC1=C(C=C2[C@@H](NCCC2=C1)CC3=CC=C(C=C3)O)O

2. Properties

2.1 Color/Form: Powder

2.2 pKa: 10.00±0.15(Predicted)

3. Use and Manufacturing

3.1 Definition: ChEBI: The (S)-enantiomer of coclaurine. coclaurineSupplier

3.2 Description

Coclaurine is a class of tetrahydroisoquinoline alkaloids isolated from Sarcopetalum harveyanum. Coclaurine is a nicotinic acetylcholine receptor (nAChRs) antagonist[1][2].

(S)-coclaurine is the (S)-enantiomer of coclaurine. It is a conjugate base of a (S)-coclaurinium. It is an enantiomer of a (R)-coclaurine.

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4. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

no data available

2.2 GHS label elements, including precautionary statements

Pictogram(s)	no data available
Signal word	no data available
Hazard statement(s)	no data available
Precautionary statement(s)
Prevention	no data available
Response	no data available
Storage	no data available
Disposal	no data available

2.3 Other hazards which do not result in classification

no data available

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5. Computed Properties

Molecular Weight：285.343g/mol
Molecular Formula：C₁₇H₁₉NO₃
Compound Is Canonicalized：True
Exact Mass：2.6
XLogP3-AA：285.13649347
Monoisotopic Mass：285.13649347
Complexity：330
Rotatable Bond Count：3
Hydrogen Bond Donor Count：3
Hydrogen Bond Acceptor Count：4
Topological Polar Surface Area：61.7
Heavy Atom Count：：21
Defined Atom Stereocenter Count：1
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADceB6MAAAAAAAAAAAAAAAAAAAAAAAAAA8YIAAAAAAAACxQAAAHgAQCAAADCzBmAYyBoLABgCAAiBCAACCCAAgIAAIiIAOjIgNJiKGsRuEcCtk0BGLuAew0PMOoAABAAAQQABAAAIAACCAAAAAAAAAAA==