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Details

Stereochemistry RACEMIC
Molecular Formula C16H17NO4
Molecular Weight 287.3105
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TETRAHYDROPAPAVEROLINE

SMILES

OC1=CC=C(CC2NCCC3=CC(O)=C(O)C=C23)C=C1O

InChI

InChIKey=ABXZOXDTHTTZJW-UHFFFAOYSA-N
InChI=1S/C16H17NO4/c18-13-2-1-9(6-14(13)19)5-12-11-8-16(21)15(20)7-10(11)3-4-17-12/h1-2,6-8,12,17-21H,3-5H2

HIDE SMILES / InChI

Molecular Formula C16H17NO4
Molecular Weight 287.3105
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Approval Year

PubMed

PubMed

TitleDatePubMed
Some antioxidants inhibit, in a co-ordinate fashion, the production of tumor necrosis factor-alpha, IL-beta, and IL-6 by human peripheral blood mononuclear cells.
1994 Mar
Purification and characterization of norcoclaurine synthase. The first committed enzyme in benzylisoquinoline alkaloid biosynthesis in plants.
2002 Sep 13
Aggravation of L-DOPA-induced neurotoxicity by tetrahydropapaveroline in PC12 cells.
2003 Nov 1
Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization.
2005
Human white blood cells synthesize morphine: CYP2D6 modulation.
2005 Dec 1
Mammalian morphine: de novo formation of morphine in human cells.
2005 May
Chiral separation of norlaudanosoline, laudanosoline, laudanosine, chlorthalidone, and three benzoin derivatives using amino acid based molecular micelles.
2006 Feb
Norlaudanosoline and nicotine increase endogenous ganglionic morphine levels: nicotine addiction.
2006 Jul-Aug
Computational systems analysis of dopamine metabolism.
2008 Jun 18
Molecular characterization of O-methyltransferases involved in isoquinoline alkaloid biosynthesis in Coptis japonica.
2010
The biosynthesis of papaverine proceeds via (S)-reticuline.
2010 Aug
Inhibition of aldehyde dehydrogenase-2 suppresses cocaine seeking by generating THP, a cocaine use-dependent inhibitor of dopamine synthesis.
2010 Sep
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:34:14 UTC 2023
Edited
by admin
on Sat Dec 16 09:34:14 UTC 2023
Record UNII
V1EWJ6B8KY
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TETRAHYDROPAPAVEROLINE
MI  
Common Name English
TETRAHYDROPAPAVEROLINE [MI]
Common Name English
NORLAUDANOSOLINE
Common Name English
(RS)-NORLAUDANOSOLINE
Common Name English
6,7-ISOQUINOLINEDIOL, 1-((3,4-DIHYDROXYPHENYL)METHYL)-1,2,3,4-TETRAHYDRO-
Systematic Name English
TETRAHYDROPAPAVEROLINE, (±)-
Common Name English
(±)-TETRAHYDROPAPAVEROLINE
Common Name English
(±)-NORLAUDANOSOLINE
Common Name English
1-((3,4-DIHYDROXYPHENYL)METHYL)-1,2,3,4-TETRAHYDRO-6,7-ISOQUINOLINEDIOL
Systematic Name English
Code System Code Type Description
CAS
4747-99-3
Created by admin on Sat Dec 16 09:34:14 UTC 2023 , Edited by admin on Sat Dec 16 09:34:14 UTC 2023
PRIMARY
WIKIPEDIA
Tetrahydropapaveroline
Created by admin on Sat Dec 16 09:34:14 UTC 2023 , Edited by admin on Sat Dec 16 09:34:14 UTC 2023
PRIMARY
EPA CompTox
DTXSID70963850
Created by admin on Sat Dec 16 09:34:14 UTC 2023 , Edited by admin on Sat Dec 16 09:34:14 UTC 2023
PRIMARY
PUBCHEM
18519
Created by admin on Sat Dec 16 09:34:14 UTC 2023 , Edited by admin on Sat Dec 16 09:34:14 UTC 2023
PRIMARY
CHEBI
28770
Created by admin on Sat Dec 16 09:34:14 UTC 2023 , Edited by admin on Sat Dec 16 09:34:14 UTC 2023
PRIMARY
MERCK INDEX
m10631
Created by admin on Sat Dec 16 09:34:14 UTC 2023 , Edited by admin on Sat Dec 16 09:34:14 UTC 2023
PRIMARY Merck Index
FDA UNII
V1EWJ6B8KY
Created by admin on Sat Dec 16 09:34:14 UTC 2023 , Edited by admin on Sat Dec 16 09:34:14 UTC 2023
PRIMARY