CEPHAELINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H38N2O4
Molecular Weight	466.6123
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[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=DTGZHCFJNDAHEN-OZEXIGSWSA-N

InChI=1S/C28H38N2O4/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/t17-,20-,23+,24-/m0/s1

HIDE SMILES / InChI

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
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
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
Urinary excretion of ipecac alkaloids in human volunteers.	2002 Oct	12361104
Antiparasitic alkaloids from Psychotria klugii.	2003 Jul	12880315
The new beta-D-glucosidase in terpenoid-isoquinoline alkaloid biosynthesis in Psychotria ipecacuanha.	2008 Dec 12	18927081
Clonal diversity and conservation genetics of the medicinal plant Carapichea ipecacuanha (Rubiaceae).	2010 Jan	21637610
Cell-based and cytokine-directed chemical screen to identify potential anti-multiple myeloma agents.	2010 Jul	20116850

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:19:54 GMT 2023` Edited by `admin` on `Fri Dec 15 15:19:54 GMT 2023`
Record UNII	QA971541A1
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

CEPHAELINE

Common Name

English

(-)-CEPHAELINE

Common Name

English

DIHYDROPSYCHOTRINE

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

Common Name

English

CEPHAELINE [MI]

Common Name

English

CEPHELINE

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-, (1R)-

Common Name

English

DESMETHYLEMETINE

Common Name

English

7',10,11-TRIMETHOXYEMETAN-6'-OL

Common Name

English

EMETAN-6'-OL, 7',10,11-TRIMETHOXY-

Common Name

English

Code System Code Type Description

WIKIPEDIA

CEPHAELINE