PSYCHOTRINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C28H36N2O4
Molecular Weight	464.5964
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 3
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]3(CC1=NCCC2=C1C=C(OC)C(O)=C2)C[C@]4([H])N(CCC5=C4C=C(OC)C(OC)=C5)C[C@@H]3CC

InChI

InChIKey=NCALAYAMQHIWMN-REIDKSKDSA-N

InChI=1S/C28H36N2O4/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/h12-15,17,20,24,31H,5-11,16H2,1-4H3/t17-,20-,24-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C28H36N2O4
Molecular Weight	464.5964
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	3 / 3
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10514334
Curator's Comment: description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/1721050 | http://www.ncbi.nlm.nih.gov/pubmed/10643674 | http://www.ncbi.nlm.nih.gov/pubmed/10843602

Psychotrine is an alkaloid isolated from stems of Pogonopus speciosus, roots of Cephaelis acuminata, dried fruits of Alangium lamarckii. Psychotrine shows weak cytotoxic activity against a panel of human cancer cell lines. Psychotrine demonstrated inhibition of HIV-1 RT in micromolar concentrations.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Gag-Pol polyprotein 6 Target ID: CHEMBL5823 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1721050	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
HIV-1 infection 151 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1721050	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Psychotrine and its O-methyl ether are selective inhibitors of human immunodeficiency virus-1 reverse transcriptase.	1991 Dec 15	1721050

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Recombinant HIV-1 RT, expressed in E. coli was used. Assay mixture, containing Tris*HCl buffer (pH 8.0), KCl, MgCl2, EGTA,ditriothreitol, glutathione, BSA, poly(rA), oligo (dT), Triton X-100, TTP and [3H]TTP, was prepared. Serial dilution of samples dissolved in H2O or DMSO were added to the reaction mixtures. The reaction was initiated by the addition of 10 uL of HIV-1RT, and the mixture was incubated at 37C for 1h. Reaction was terminated by the addition of EGTA following by chilling in ice. Aliquotes of reaction mixture wre spotted on whatman filters, washed and subjected to scintillation counting.

Substance Class	Chemical Created by `admin` on `Sat Dec 16 08:17:56 GMT 2023` Edited by `admin` on `Sat Dec 16 08:17:56 GMT 2023`
Record UNII	8S2PXP3P7C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

PSYCHOTRINE

Common Name

English

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

Systematic Name

English

EMETAN-6'-OL, 1',2'-DIDEHYDRO-7',10,11-TRIMETHOXY-

Common Name

English

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

Systematic Name

English

PSYCHOTRINE [MI]

Common Name

English

Code System Code Type Description

CAS

7633-29-6