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Details

Stereochemistry ABSOLUTE
Molecular Formula C22H34O5
Molecular Weight 378.5024
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of VITEXILACTONE

SMILES

[H][C@@]12[C@@H](C[C@@H](C)[C@](O)(CCC3=CC(=O)OC3)[C@@]1(C)CCCC2(C)C)OC(C)=O

InChI

InChIKey=FBWWXAGANVJTLU-HEXLTJKYSA-N
InChI=1S/C22H34O5/c1-14-11-17(27-15(2)23)19-20(3,4)8-6-9-21(19,5)22(14,25)10-7-16-12-18(24)26-13-16/h12,14,17,19,25H,6-11,13H2,1-5H3/t14-,17-,19+,21+,22-/m1/s1

HIDE SMILES / InChI
Molecular Formula C22H34O5
Molecular Weight 378.5024
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Vitexilactone is a new diterpene from Vitex cannabifolia, V. cannabinifolia, V. trifolia and Tinospora rumphii. This plant is known well as a treatment for HIV-AIDS and shown anti HIV-1 RT activities. Vitexilactone has shown anti HIV activities. Vitexilactone dramatically induced apoptosis both on tsFT210 and K562 cells at higher concentrations while at lower concentrations they inhibited the cell cycle progression of both tsFT210 and K562 cells at the G0/G1 phase.

Originator

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
Inhibitor
8297
Inhibitor
8297
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Diterpenoids and flavonoids from the fruits of Vitex agnus-castus and antioxidant activity of the fruit extracts and their constituents.
2007 Apr
Patents

Patents

US20050276836
1
US2008160116
1
US6635672
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Vitexilactone dramatically induced apoptosis of the tsFT210 cells at higher concentrations as detected as sub-G0/G1 peaks by flow cytometry after treatment of the cells at 100 ug/ml for 17 h. The MIC of Vitexilactone for inducing apoptosis of tsFT210 cells was 25 ug/ml, respectively, while the concentration range for the G0/G1 phase inhibition of tsFT210 cell cycle was 50–6.25 ug/ml
Substance Class Chemical
Created
by admin
on Fri Dec 15 22:08:26 UTC 2023
Edited
by admin
on Fri Dec 15 22:08:26 UTC 2023
Record UNII
8HP9QLE96R
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
VITEXILACTONE
Common Name English
2(5H)-FURANONE, 4-(2-(4-(ACETYLOXY)DECAHYDRO-1-HYDROXY-2,5,5,8A-TETRAMETHYL-1-NAPHTHALENYL)ETHYL)-, (1R-(1.ALPHA.,2.ALPHA.,4.BETA.,4A.ALPHA.,8A.BETA.))-
Common Name English
2(5H)-FURANONE, 4-(2-((1R,2R,4R,4AS,8AS)-4-(ACETYLOXY)DECAHYDRO-1-HYDROXY-2,5,5,8A-TETRAMETHYL-1-NAPHTHALENYL)ETHYL)-
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID20210164
Created by admin on Fri Dec 15 22:08:26 UTC 2023 , Edited by admin on Fri Dec 15 22:08:26 UTC 2023
PRIMARY
FDA UNII
8HP9QLE96R
Created by admin on Fri Dec 15 22:08:26 UTC 2023 , Edited by admin on Fri Dec 15 22:08:26 UTC 2023
PRIMARY
CAS
61263-49-8
Created by admin on Fri Dec 15 22:08:26 UTC 2023 , Edited by admin on Fri Dec 15 22:08:26 UTC 2023
PRIMARY
PUBCHEM
21636178
Created by admin on Fri Dec 15 22:08:26 UTC 2023 , Edited by admin on Fri Dec 15 22:08:26 UTC 2023
PRIMARY
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