ZALUZANIN D

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C17H20O4
Molecular Weight	288.3383
Optical Activity	UNSPECIFIED
Defined Stereocenters	5 / 5
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@@]12C[C@H](OC(C)=O)C(=C)[C@]1([H])[C@@]3([H])OC(=O)C(=C)[C@]3([H])CCC2=C

InChI

InChIKey=GKMFOEIZCLMZDE-QXKUPLGCSA-N

InChI=1S/C17H20O4/c1-8-5-6-12-9(2)17(19)21-16(12)15-10(3)14(7-13(8)15)20-11(4)18/h12-16H,1-3,5-7H2,4H3/t12-,13-,14-,15-,16-/m0/s1

HIDE SMILES / InChI

Molecular Formula	C17H20O4
Molecular Weight	288.3383
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	5 / 5
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12837366 | https://www.ncbi.nlm.nih.gov/pubmed/12851709 | https://www.ncbi.nlm.nih.gov/pubmed/17680499

Zaluzanin D is a sesquiterpene lactone that has been isolated from the aerial parts of Vernonia arborea as a major constituent (0.04%). Zaluzanin D isolated from laurel (Laurus nobilis L.) has being shown to induce cell death and morphological change indicative of apoptotic chromatin condensation in leukemia HL-60 cells. Zaluzanin D demonstrated antibacterial activity against Bacillus subtilis and Staphylococcus aureus.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
HL-60 8 Target ID: CHEMBL383 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12851709	Inhibitor 8297
Staphylococcus aureus 67 Target ID: CHEMBL352 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17680499	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Staphylococcal infections 24 Sources: https://www.ncbi.nlm.nih.gov/pubmed/17680499	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Sesquiterpenes (costunolide and zaluzanin D) isolated from laurel (Laurus nobilis L.) induce cell death and morphological change indicative of apoptotic chromatin condensation in leukemia HL-60 cells.	2003 Aug	12851709
Zaluzanin D: a fungistatic sesquiterpene from Vernonia arborea.	2003 Jul	12837366

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Hypodiploid nuclei of HL 60 cells were increased to 12.4, 28.9 and 76.7% after a 3-day-treatment with 10, 15 and 20 uM zaluzanin D, respectively.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 20:37:56 GMT 2023` Edited by `admin` on `Fri Dec 15 20:37:56 GMT 2023`
Record UNII	96A1V1GV0X
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ZALUZANIN D

Common Name

English

AZULENO(4,5-B)FURAN-2(3H)-ONE, 8-(ACETYLOXY)DECAHYDRO-3,6,9-TRIS(METHYLENE)-, (3AS-(3A.ALPHA.,6A.ALPHA.,8.BETA.,9A.ALPHA.,9B.BETA.))-

Common Name

English

1.BETA.-GUAIA-4(15),10(14),11(13)-TRIEN-12-OIC ACID, 3.BETA.,6.ALPHA.-DIHYDROXY-, .GAMMA.-LACTONE, ACETATE

Common Name

English

AZULENO(4,5-B)FURAN-2(3H)-ONE, 8-(ACETYLOXY)DECAHYDRO-3,6,9-TRIS(METHYLENE)-, (3AS,6AR,8S,9AR,9BS)-

Common Name

English

Code System Code Type Description

EPA CompTox

DTXSID80168556

Created by admin on Fri Dec 15 20:37:56 GMT 2023 , Edited by admin on Fri Dec 15 20:37:56 GMT 2023

PRIMARY

PUBCHEM

12445012

Created by admin on Fri Dec 15 20:37:56 GMT 2023 , Edited by admin on Fri Dec 15 20:37:56 GMT 2023

PRIMARY

FDA UNII

96A1V1GV0X

Created by admin on Fri Dec 15 20:37:56 GMT 2023 , Edited by admin on Fri Dec 15 20:37:56 GMT 2023

PRIMARY

CAS

16838-85-0

Created by admin on Fri Dec 15 20:37:56 GMT 2023 , Edited by admin on Fri Dec 15 20:37:56 GMT 2023

PRIMARY

Details

SMILES

InChI

DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/12837366 | https://www.ncbi.nlm.nih.gov/pubmed/12851709 | https://www.ncbi.nlm.nih.gov/pubmed/17680499

Approval Year

Targets

Conditions

Approved Use

PubMed

Sample Use Guides

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/12837366 | https://www.ncbi.nlm.nih.gov/pubmed/12851709 | https://www.ncbi.nlm.nih.gov/pubmed/17680499