Andrastin A

Details

Stereochemistry	EPIMERIC
Molecular Formula	C28H38O7
Molecular Weight	486.5971
Optical Activity	UNSPECIFIED
Defined Stereocenters	7 / 8
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12CC[C@@]3(C)[C@@]([H])(C=C(C)[C@@]4(C)C(=O)C(C)C(=O)[C@@]34C(=O)OC)[C@@]1(CC[C@H](OC(C)=O)C2(C)C)C=O

InChI

InChIKey=GRBXNADBNJGZRK-GJEDHNSHSA-N

InChI=1S/C28H38O7/c1-15-13-19-25(6,28(23(33)34-8)22(32)16(2)21(31)26(15,28)7)11-9-18-24(4,5)20(35-17(3)30)10-12-27(18,19)14-29/h13-14,16,18-20H,9-12H2,1-8H3/t16?,18-,19-,20+,25+,26+,27+,28-/m1/s1

HIDE SMILES / InChI

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Protein farnesyltransferase 13 Target ID: CHEMBL2094108 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8682716	Inhibitor 8297		24.9 µM [IC50]
P-glycoprotein 1 54 Target ID: CHEMBL4302 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9531989	Inhibitor 8297

PubMed

Title	Date	PubMed
Andrastins A-C, new protein farnesyltransferase inhibitors produced by Penicillium sp. FO-3929. I. Producing strain, fermentation, isolation, and biological activities.	1996 May	8682716
Comparison of secondary metabolite production by Penicillium crustosum strains, isolated from Arctic and other various ecological niches.	2005 Jun 1	16329929
Mycotoxins and other secondary metabolites produced in vitro by Penicillium paneum Frisvad and Penicillium roqueforti Thom isolated from baled grass silage in Ireland.	2006 Nov 29	17117820
Occurrence of pre- and post-harvest mycotoxins and other secondary metabolites in Danish maize silage.	2014 Jul 31	25089350
Fungal and bacterial metabolites associated with natural contamination of locally processed rice (Oryza sativa L.) in Nigeria.	2015	25767914
Role of sfk1 Gene in the Filamentous Fungus Penicillium roqueforti.	2017	29270163
The developmental regulator Pcz1 affects the production of secondary metabolites in the filamentous fungus Penicillium roqueforti.	2018 Jul-Aug	29853169
Tyrosine Induced Metabolome Alterations of Penicillium roqueforti and Quantitation of Secondary Key Metabolites in Blue-Mold Cheese.	2019 Aug 7	31298534

Name

Type

Language

Andrastin A

Common Name

English

Andrastin A, Aspergillus fumigatus

Common Name

English

METHYL 3-(ACETYLOXY)-4,4,8,12,16-PENTAMETHYL-15,17,19-TRIOXOANDROST-11-ENE-14-CARBOXYLATE

Systematic Name

English

NSC-697452

Code

English

Code System Code Type Description

EPA CompTox

DTXSID70938482