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Details

Stereochemistry ABSOLUTE
Molecular Formula C18H21NO5
Molecular Weight 331.363
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TAZETTINE

SMILES

[H][C@]12C[C@H](OC)C=C[C@]13C4=CC5=C(OCO5)C=C4CO[C@]3(O)CN2C

InChI

InChIKey=YLWAQARRNQVEHD-PBZHRCKQSA-N
InChI=1S/C18H21NO5/c1-19-9-18(20)17(4-3-12(21-2)6-16(17)19)13-7-15-14(22-10-23-15)5-11(13)8-24-18/h3-5,7,12,16,20H,6,8-10H2,1-2H3/t12-,16+,17+,18-/m1/s1

HIDE SMILES / InChI
Molecular Formula C18H21NO5
Molecular Weight 331.363
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Lycorine, galantamine and tazettine has been found as one of the major alkaloid from Amaryllidaceae plants. Tazettine showed affinity to the serotonin reuptake transport protein.

Approval Year

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Biological active compounds from Georgian Galanthus shaoricus.
2011 Oct
Phenylethanoid and phenylpropanoid glycosides with melanogenesis inhibitory activity from the flowers of Narcissus tazetta var. chinensis.
2016 Jan
Patents

Patents

CN105384746A
2

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: Four groups of Amaryllidaceae alkaloids, one of which was tazettine was evaluated in vitro for their ability to inhibit Plasmodium falciparum growth by a high-throughput screening method with a 96-well microtiter plate. It was shown, that tazettine had the least potent activity against P. falciparum (K1).
Unknown
Substance Class Chemical
Created
by admin
on Sat Dec 16 08:09:46 GMT 2023
Edited
by admin
on Sat Dec 16 08:09:46 GMT 2023
Record UNII
76WEU12CSO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TAZETTINE
MI  
Common Name English
NSC-652297
Code English
SEKISANINE
Common Name English
TAZETTINE [MI]
Common Name English
UNGERNINE
Common Name English
NSC-115495
Code English
SEKISANOLINE
Common Name English
TACETTINE
Common Name English
8H-(1,3)DIOXOLO(6,7)(2)BENZOPYRANO(3,4-C)INDOL-6A(3H)-OL, 4,4A,5,6-TETRAHYDRO-3-METHOXY-5-METHYL-, (3S,4AS,6AS,13BS)-
Systematic Name English
(+)-TAZETTINE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID10878333
Created by admin on Sat Dec 16 08:09:46 GMT 2023 , Edited by admin on Sat Dec 16 08:09:46 GMT 2023
PRIMARY
FDA UNII
76WEU12CSO
Created by admin on Sat Dec 16 08:09:46 GMT 2023 , Edited by admin on Sat Dec 16 08:09:46 GMT 2023
PRIMARY
CAS
507-79-9
Created by admin on Sat Dec 16 08:09:46 GMT 2023 , Edited by admin on Sat Dec 16 08:09:46 GMT 2023
PRIMARY
NSC
115495
Created by admin on Sat Dec 16 08:09:46 GMT 2023 , Edited by admin on Sat Dec 16 08:09:46 GMT 2023
PRIMARY
MERCK INDEX
m10489
Created by admin on Sat Dec 16 08:09:46 GMT 2023 , Edited by admin on Sat Dec 16 08:09:46 GMT 2023
PRIMARY Merck Index
PUBCHEM
5321780
Created by admin on Sat Dec 16 08:09:46 GMT 2023 , Edited by admin on Sat Dec 16 08:09:46 GMT 2023
PRIMARY
CHEBI
32185
Created by admin on Sat Dec 16 08:09:46 GMT 2023 , Edited by admin on Sat Dec 16 08:09:46 GMT 2023
PRIMARY
NSC
652297
Created by admin on Sat Dec 16 08:09:46 GMT 2023 , Edited by admin on Sat Dec 16 08:09:46 GMT 2023
PRIMARY
Related Record Type Details
Structure of TAZETTINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
NIH
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