CEPHAELINE DIHYDROBROMIDE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H38N2O4.2BrH
Molecular Weight	628.436
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Br.Br.CC[C@H]1CN2CCC3=CC(OC)=C(OC)C=C3[C@@H]2C[C@@H]1C[C@H]4NCCC5=CC(O)=C(OC)C=C45

InChI

InChIKey=LBEHXAAQCILFGO-JBKGYMEJSA-N

InChI=1S/C28H38N2O4.2BrH/c1-5-17-16-30-9-7-19-13-27(33-3)28(34-4)15-22(19)24(30)11-20(17)10-23-21-14-26(32-2)25(31)12-18(21)6-8-29-23;;/h12-15,17,20,23-24,29,31H,5-11,16H2,1-4H3;2*1H/t17-,20-,23+,24-;;/m0../s1

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	C28H38N2O4
Molecular Weight	466.6123
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Serotonin 4 (5-HT4) receptor 38 Target ID: CHEMBL1875 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11913711	Binding Agent 1076

PubMed

Title	Date	PubMed
Is a metabolic enzyme complex involved in the efficient and accurate control of Ipecac alkaloid biosynthesis in Psychotria ipecacuanha?	2010-07	20495341
Cell-based and cytokine-directed chemical screen to identify potential anti-multiple myeloma agents.	2010-07	20116850
Molecular phylogeography of Carapichea ipecacuanha, an amphitropical shrub that occurs in the understory of both semideciduous and evergreen forests.	2010-04	20298468
Three new O-methyltransferases are sufficient for all O-methylation reactions of ipecac alkaloid biosynthesis in root culture of Psychotria ipecacuanha.	2010-03-05	20061395
Clonal diversity and conservation genetics of the medicinal plant Carapichea ipecacuanha (Rubiaceae).	2010-01	21637610
Biochemistry and occurrence of o-demethylation in plant metabolism.	2010	21423357
The new beta-D-glucosidase in terpenoid-isoquinoline alkaloid biosynthesis in Psychotria ipecacuanha.	2008-12-12	18927081
Ipecacuanha: the South American vomiting root.	2008-12	19227966
Transformation of ipecac (Cephaelis ipecacuanha) with Agrobacterium rhizogenes.	2003-11	14735440
Antiparasitic alkaloids from Psychotria klugii.	2003-07	12880315
Urinary excretion of ipecac alkaloids in human volunteers.	2002-10	12361104
Studies for the emetic mechanisms of ipecac syrup (TJN-119) and its active components in ferrets: involvement of 5-hydroxytryptamine receptors.	2002-06	12120752
Biotransformation of the ipecac alkaloids cephaeline and emetine from ipecac syrup in rats.	2002-05-09	11996324
Absorption, distribution and excretion of 3H-labeled cephaeline- and emetine-spiked ipecac syrup in rats.	2002-05-09	11996323
High-performance liquid chromatographic assay with fluorescence detection for the determination of cephaeline and emetine in human plasma and urine.	2001-06-15	11417863
Metabolism of ipecac alkaloids cephaeline and emetine by human hepatic microsomal cytochrome P450s, and their inhibitory effects on P450 enzyme activities.	2001-06	11411558
HIV-1 and HIV-2 reverse transcriptases: a comparative study of sensitivity to inhibition by selected natural products.	1992-05-29	1376118
Psychotrine and its O-methyl ether are selective inhibitors of human immunodeficiency virus-1 reverse transcriptase.	1991-12-15	1721050
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.	1991-01-01	1710653

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:34:10 GMT 2025` Edited by `admin` on `Mon Mar 31 21:34:10 GMT 2025`
Record UNII	TJZ43HC22F
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CEPHAELINE DIHYDROBROMIDE

Common Name

English

(1R)-1-(((2S,3R,11BS)-3-ETHYL-1,3,4,6,7,11B-HEXAHYDRO-9,10-DIMETHOXY-2H-BENZO(A)QUINOLIZIN-2-YL)METHYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-6-ISOQUINOLINOL DIHYDROBROMIDE

Preferred Name

English

CEPHAELINE HYDROBROMIDE

Common Name

English

6-ISOQUINOLINOL, 1-(((2S,3R,11BS)-3-ETHYL-1,3,4,6,7,11B-HEXAHYDRO-9,10-DIMETHOXY-2H-BENZO(A)QUINOLIZIN-2-YL)METHYL)-1,2,3,4-TETRAHYDRO-7-METHOXY-, HYDROBROMIDE (1:2), (1R)-

Common Name

English

DESMETHYLEMETINE DIHYDROBROMIDE

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID70208879

Created by admin on Mon Mar 31 21:34:10 GMT 2025 , Edited by admin on Mon Mar 31 21:34:10 GMT 2025

PRIMARY

FDA UNII

TJZ43HC22F

Created by admin on Mon Mar 31 21:34:10 GMT 2025 , Edited by admin on Mon Mar 31 21:34:10 GMT 2025

PRIMARY

PUBCHEM

71586842

Created by admin on Mon Mar 31 21:34:10 GMT 2025 , Edited by admin on Mon Mar 31 21:34:10 GMT 2025

PRIMARY

CAS

6014-81-9

Created by admin on Mon Mar 31 21:34:10 GMT 2025 , Edited by admin on Mon Mar 31 21:34:10 GMT 2025

PRIMARY

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