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Details

Stereochemistry ABSOLUTE
Molecular Formula C10H12O5
Molecular Weight 212.1993
Optical Activity UNSPECIFIED
Defined Stereocenters 4 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ASPERLIN

SMILES

[H][C@@]1(O[C@@H]1C)[C@]2([H])OC(=O)C=C[C@@H]2OC(C)=O

InChI

InChIKey=SPKNARKFCOPTSY-XWPZMVOTSA-N
InChI=1S/C10H12O5/c1-5-9(13-5)10-7(14-6(2)11)3-4-8(12)15-10/h3-5,7,9-10H,1-2H3/t5-,7+,9+,10-/m1/s1

HIDE SMILES / InChI
Molecular Formula C10H12O5
Molecular Weight 212.1993
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 4 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

Asperlin (also known as U-13,933), a fungal natural product that was isolated from marine-derived fungus Aspergillus sp. SF-5044 and exhibits antifungal and anti-inflammatory properties in vitro. Experiments in vivo have shown that this compound can prevent atherosclerosis through suppressing inflammation rather than ameliorating dyslipidemia. In addition, asperlin can be developed as a potential anti-cancer therapeutics. It shows anti-cancer properties through ROS generation and ATM pathway in human cervical carcinoma cells.

Originator

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:05:24 GMT 2023
Edited
by admin
on Fri Dec 15 17:05:24 GMT 2023
Record UNII
8KOW0SA4L3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ASPERLIN
USAN  
USAN  
Official Name English
U 13,933
Code English
ASPERLIN [USAN]
Common Name English
U-13933
Code English
U 13933
Code English
U-13,933
Code English
((2R,3S)-2-((2S,3R)-3-METHYLOXIRAN-2-YL)-6-OXO-2,3-DIHYDROPYRAN-3-YL) ACETATE
Systematic Name English
2H-PYRAN-2-ONE, 5-(ACETYLOXY)-5,6-DIHYDRO-6-(3-METHYLOXIRANYL)-
Systematic Name English
NSC-93158
Code English
IBIOTIC PRODUCED BY ASPERGILLUS NIDULANS. (1) 2H-PYRAN-2-ONE, 5-(ACETYLOXY)-5,6-DIHYDRO-6-(3-METHYLOXIRANYL)-
Common Name English
6,7-EPOXY-4,5-DIHYDROXY-2-OCTENOIC ACID .DELTA.-LACTONE ACETATE
Common Name English
6-(1,2-Epoxypropyl)-5,6-dihydro-5-hydroxy-2H-pyran-2-one acetate
Systematic Name English
Classification Tree Code System Code
NCI_THESAURUS C258
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
Code System Code Type Description
NSC
93158
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
PRIMARY
MESH
C560220
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
PRIMARY
ChEMBL
CHEMBL2103782
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
PRIMARY
CAS
30387-51-0
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
PRIMARY
NCI_THESAURUS
C90674
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
PRIMARY
EPA CompTox
DTXSID501037425
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
PRIMARY
FDA UNII
8KOW0SA4L3
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
PRIMARY
PUBCHEM
9859172
Created by admin on Fri Dec 15 17:05:24 GMT 2023 , Edited by admin on Fri Dec 15 17:05:24 GMT 2023
PRIMARY
NIH
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