CEPHAELINE DIHYDROCHLORIDE HEPTAHYDRATE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H38N2O4.2ClH.7H2O
Molecular Weight	665.641
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of CEPHAELINE DIHYDROCHLORIDE HEPTAHYDRATE

Structure Search

SMILES

O.O.O.O.O.O.O.Cl.Cl.[H][C@]4(C[C@H]1C[C@]2([H])N(CCC3=CC(OC)=C(OC)C=C23)C[C@@H]1CC)NCCC5=CC(O)=C(OC)C=C45

InChI

InChIKey=DFAXGZYTCIFHEW-PUJYRUHLSA-N

InChI=1S/C28H38N2O4.2ClH.7H2O/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;7*1H2/t17-,20-,23+,24-;;;;;;;;;/m0........./s1

HIDE SMILES / InChI

Molecular Formula	H2O
Molecular Weight	18.0153
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Molecular Formula	ClH
Molecular Weight	36.461
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 39 Target ID: CHEMBL1875 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11913711	Binding Agent 1064

PubMed

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

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:53:13 GMT 2023` Edited by `admin` on `Fri Dec 15 15:53:13 GMT 2023`
Record UNII	H5P411P33C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CEPHAELINE DIHYDROCHLORIDE HEPTAHYDRATE

Common Name

English

CEPHAELINE DIHYDROCHLORIDE HEPTAHYDRATE [MI]

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 DIHYDROCHLORIDE HEPTAHYDRATE

Common Name

English

DESMETHYLEMETINE DIHYDROCHLORIDE HEPTAHYDRATE

Common Name

English

Code System Code Type Description

PUBCHEM

6420016