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Details

Stereochemistry ABSOLUTE
Molecular Formula C19H21NO4
Molecular Weight 327.3743
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LAUROTETANINE

SMILES

[H][C@@]12CC3=C(C=C(OC)C(O)=C3)C4=C(OC)C(OC)=CC(CCN1)=C24

InChI

InChIKey=GVVXPMORGFYVOO-ZDUSSCGKSA-N
InChI=1S/C19H21NO4/c1-22-15-9-12-11(7-14(15)21)6-13-17-10(4-5-20-13)8-16(23-2)19(24-3)18(12)17/h7-9,13,20-21H,4-6H2,1-3H3/t13-/m0/s1

HIDE SMILES / InChI

Molecular Formula C19H21NO4
Molecular Weight 327.3743
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Laurotetanine is an alkaloid isolated from the leaves of Peumus boldus and other plants. It was demonstrated that laurotetanine from Beilschmiedia species possess an anti-acetylcholinesterase (AChE), anti-α-glucosidase, anti-leishmanial and anti-fungal activities. Laurotetanine exhibits antiplasmodial activity and good antioxidant activities also. It relaxed the rat thoracic aorta mainly by suppressing the Ca2+ influx through both voltage- and receptor-operated calcium channels. It showed significant anti-tumor metastatic activities.

Originator

Sources: DOI: 10.1002/cber.189002302331

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
132.0 µM [IC50]
3.2 µM [IC50]
22.0 µM [IC50]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Cholinesterase inhibitory activity of isoquinoline alkaloids from three Cryptocarya species (Lauraceae).
2016 Sep 15
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
(+)-laurotetanine exhibited strong antiplasmodial activities with IC(50) value of 0.189 uM.
Substance Class Chemical
Created
by admin
on Thu Jul 06 01:12:20 UTC 2023
Edited
by admin
on Thu Jul 06 01:12:20 UTC 2023
Record UNII
SDW3N623LN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LAUROTETANINE
MI  
Common Name English
NSC-106610
Code English
(6AS)-5,6,6A,7-TETRAHYDRO-1,2,10-TRIMETHOXY-4H-DIBENZO(DE,G)QUINOLIN-9-OL
Common Name English
LAUROTETANINE [MI]
Common Name English
LITSOEINE
Common Name English
Code System Code Type Description
NSC
106610
Created by admin on Thu Jul 06 01:12:20 UTC 2023 , Edited by admin on Thu Jul 06 01:12:20 UTC 2023
PRIMARY
CAS
128-76-7
Created by admin on Thu Jul 06 01:12:20 UTC 2023 , Edited by admin on Thu Jul 06 01:12:20 UTC 2023
PRIMARY
MESH
C008256
Created by admin on Thu Jul 06 01:12:20 UTC 2023 , Edited by admin on Thu Jul 06 01:12:20 UTC 2023
PRIMARY
MERCK INDEX
M6713
Created by admin on Thu Jul 06 01:12:20 UTC 2023 , Edited by admin on Thu Jul 06 01:12:20 UTC 2023
PRIMARY Merck Index
PUBCHEM
31415
Created by admin on Thu Jul 06 01:12:20 UTC 2023 , Edited by admin on Thu Jul 06 01:12:20 UTC 2023
PRIMARY
EPA CompTox
DTXSID70904248
Created by admin on Thu Jul 06 01:12:20 UTC 2023 , Edited by admin on Thu Jul 06 01:12:20 UTC 2023
PRIMARY
FDA UNII
SDW3N623LN
Created by admin on Thu Jul 06 01:12:20 UTC 2023 , Edited by admin on Thu Jul 06 01:12:20 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> CONSTITUENT ALWAYS PRESENT