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Details

Stereochemistry ABSOLUTE
Molecular Formula C28H36N2O4.4H2O
Molecular Weight 536.6576
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PSYCHOTRINE TETRAHYDRATE

SMILES

O.O.O.O.[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=KNTXBHOZBKSJNQ-XITUUATBSA-N
InChI=1S/C28H36N2O4.4H2O/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;4*1H2/t17-,20-,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 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
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

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Psychotrine and its O-methyl ether are selective inhibitors of human immunodeficiency virus-1 reverse transcriptase.
1991 Dec 15
Evaluation of natural products as inhibitors of human immunodeficiency virus type 1 (HIV-1) reverse transcriptase.
1991 Jan-Feb
HIV-1 and HIV-2 reverse transcriptases: a comparative study of sensitivity to inhibition by selected natural products.
1992 May 29
1',2',3',4'-tetradehydrotubulosine, a cytotoxic alkaloid from Pogonopus speciosus.
1999 Sep
Two Alangium alkaloids from Alangium lamarckii.
2000 May
Patents

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 00:42:44 GMT 2023
Edited
by admin
on Sat Dec 16 00:42:44 GMT 2023
Record UNII
JH3Q4LM69J
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
PSYCHOTRINE TETRAHYDRATE
MI  
Common Name English
EMETAN-6'-OL, 1',2'-DIDEHYDRO-7',10,11-TRIMETHOXY-, TETRAHYDRATE
Systematic Name English
PSYCHOTRINE TETRAHYDRATE [MI]
Common Name English
Code System Code Type Description
PUBCHEM
135565673
Created by admin on Sat Dec 16 00:42:44 GMT 2023 , Edited by admin on Sat Dec 16 00:42:44 GMT 2023
PRIMARY
MERCK INDEX
m9308
Created by admin on Sat Dec 16 00:42:44 GMT 2023 , Edited by admin on Sat Dec 16 00:42:44 GMT 2023
PRIMARY Merck Index
FDA UNII
JH3Q4LM69J
Created by admin on Sat Dec 16 00:42:44 GMT 2023 , Edited by admin on Sat Dec 16 00:42:44 GMT 2023
PRIMARY
CAS
6199-09-3
Created by admin on Sat Dec 16 00:42:44 GMT 2023 , Edited by admin on Sat Dec 16 00:42:44 GMT 2023
PRIMARY
Related Record Type Details
ANHYDROUS->SOLVATE
PARENT -> SALT/SOLVATE