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Details

Stereochemistry RACEMIC
Molecular Formula C20H25NO4
Molecular Weight 343.4168
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAUDANINE

SMILES

COC1=C(O)C=C(CC2N(C)CCC3=CC(OC)=C(OC)C=C23)C=C1

InChI

InChIKey=MPYHGNAJOKCMAQ-UHFFFAOYSA-N
InChI=1S/C20H25NO4/c1-21-8-7-14-11-19(24-3)20(25-4)12-15(14)16(21)9-13-5-6-18(23-2)17(22)10-13/h5-6,10-12,16,22H,7-9H2,1-4H3

HIDE SMILES / InChI

Molecular Formula C20H25NO4
Molecular Weight 343.4168
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Knockdown of berberine bridge enzyme by RNAi accumulates (S)-reticuline and activates a silent pathway in cultured California poppy cells.
2007 Jun
Biotransformation of phenolic 1-benzyl-N-methyltetrahydroisoquinolines in plant cell cultures followed by LC/NMR, LC/MS, and LC/CD.
2007 Nov
Bioactive constituents of the roots of Polyalthia cerasoides.
2007 Sep
Applicability of ultra-performance liquid chromatography-tandem mass spectrometry for heroin profiling.
2008 Apr 25
The biosynthesis of papaverine proceeds via (S)-reticuline.
2010 Aug
Integration of deep transcriptome and proteome analyses reveals the components of alkaloid metabolism in opium poppy cell cultures.
2010 Nov 18
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:59:27 GMT 2023
Edited
by admin
on Sat Dec 16 08:59:27 GMT 2023
Record UNII
994445H0VB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LAUDANINE
MI  
Common Name English
2-METHOXY-5-((1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYL-1-ISOQUINOLINYL)METHYL)PHENOL
Systematic Name English
COCLANOLINE B
Brand Name English
(±)-LAUDANINE
Common Name English
DL-LAUDANIDINE
Common Name English
(±)-LAUDANIDINE
Common Name English
LAUDANIDINE, (±)-
Common Name English
PHENOL, 2-METHOXY-5-((1,2,3,4-TETRAHYDRO-6,7-DIMETHOXY-2-METHYL-1-ISOQUINOLINYL)METHYL)-
Systematic Name English
LAUDANINE [MI]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID00871570
Created by admin on Sat Dec 16 08:59:27 GMT 2023 , Edited by admin on Sat Dec 16 08:59:27 GMT 2023
PRIMARY
PUBCHEM
92732
Created by admin on Sat Dec 16 08:59:27 GMT 2023 , Edited by admin on Sat Dec 16 08:59:27 GMT 2023
PRIMARY
FDA UNII
994445H0VB
Created by admin on Sat Dec 16 08:59:27 GMT 2023 , Edited by admin on Sat Dec 16 08:59:27 GMT 2023
PRIMARY
ECHA (EC/EINECS)
201-620-6
Created by admin on Sat Dec 16 08:59:27 GMT 2023 , Edited by admin on Sat Dec 16 08:59:27 GMT 2023
PRIMARY
MERCK INDEX
m6705
Created by admin on Sat Dec 16 08:59:27 GMT 2023 , Edited by admin on Sat Dec 16 08:59:27 GMT 2023
PRIMARY Merck Index
CAS
85-64-3
Created by admin on Sat Dec 16 08:59:27 GMT 2023 , Edited by admin on Sat Dec 16 08:59:27 GMT 2023
PRIMARY