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Details

Stereochemistry RACEMIC
Molecular Formula C16H17NO4.BrH
Molecular Weight 368.222
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TETRAHYDROPAPAVEROLINE HYDROBROMIDE

SMILES

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

InChI

InChIKey=WAADYLVPNMRUKN-UHFFFAOYSA-N
InChI=1S/C16H17NO4.BrH/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;1H

HIDE SMILES / InChI

Molecular Formula BrH
Molecular Weight 80.912
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Inhibition of aldehyde dehydrogenase-2 suppresses cocaine seeking by generating THP, a cocaine use-dependent inhibitor of dopamine synthesis.
2010-09
The biosynthesis of papaverine proceeds via (S)-reticuline.
2010-08
Molecular characterization of O-methyltransferases involved in isoquinoline alkaloid biosynthesis in Coptis japonica.
2010
Computational systems analysis of dopamine metabolism.
2008-06-18
Chiral separation of norlaudanosoline, laudanosoline, laudanosine, chlorthalidone, and three benzoin derivatives using amino acid based molecular micelles.
2006-02
Human white blood cells synthesize morphine: CYP2D6 modulation.
2005-12-01
Mammalian morphine: de novo formation of morphine in human cells.
2005-05
Norlaudanosoline and nicotine increase endogenous ganglionic morphine levels: nicotine addiction.
2005-04-26
Analysis of benzylisoquinoline-type alkaloids by electrospray tandem mass spectrometry and atmospheric pressure photoionization.
2005
Aggravation of L-DOPA-induced neurotoxicity by tetrahydropapaveroline in PC12 cells.
2003-11-01
Purification and characterization of norcoclaurine synthase. The first committed enzyme in benzylisoquinoline alkaloid biosynthesis in plants.
2002-09-13
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.
1994-03
Substance Class Chemical
Created
by admin
on Tue Apr 01 20:01:22 GMT 2025
Edited
by admin
on Tue Apr 01 20:01:22 GMT 2025
Record UNII
D7HN447UC9
Record Status Validated (UNII)
Record Version
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Name Type Language
TETRAHYDROPAPAVEROLINE HYDROBROMIDE
Common Name English
NSC-118071
Preferred Name English
(±)-TETRAHYDROPAPAVEROLINE HYDROBROMIDE
Common Name English
6,7-ISOQUINOLINEDIOL, 1-((3,4-DIHYDROXYPHENYL)METHYL)-1,2,3,4-TETRAHYDRO-, HYDROBROMIDE (1:1)
Systematic Name English
Code System Code Type Description
NSC
118071
Created by admin on Tue Apr 01 20:01:22 GMT 2025 , Edited by admin on Tue Apr 01 20:01:22 GMT 2025
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CAS
16659-88-4
Created by admin on Tue Apr 01 20:01:22 GMT 2025 , Edited by admin on Tue Apr 01 20:01:22 GMT 2025
PRIMARY
FDA UNII
D7HN447UC9
Created by admin on Tue Apr 01 20:01:22 GMT 2025 , Edited by admin on Tue Apr 01 20:01:22 GMT 2025
PRIMARY
PUBCHEM
27976
Created by admin on Tue Apr 01 20:01:22 GMT 2025 , Edited by admin on Tue Apr 01 20:01:22 GMT 2025
PRIMARY