Molecule

Berkeleyamide A

AlkaPlorer ID: AK043759

Synonym: None

IUPAC Name: (3R,5S)-3-[(1S)-1-hydroxy-3-oxo-4-phenylbutyl]-5-(2-methylpropyl)pyrrolidin-2-one

Structure

SMILES: CC(C)C[C@H]1C[C@H]([C@@H](O)CC(=O)CC2=CC=CC=C2)C(=O)N1

InChI: InChI=1S/C18H25NO3/c1-12(2)8-14-10-16(18(22)19-14)17(21)11-15(20)9-13-6-4-3-5-7-13/h3-7,12,14,16-17,21H,8-11H2,1-2H3,(H,19,22)/t14-,16+,17-/m0/s1

InChIKey: KACACYYTPVUKSL-UAGQMJEPSA-N

Reference

The Berkeleyamides, Amides from the Acid Lake Fungus<i>Penicillum rubrum</i>

PubChem CID: 44577362

LOTUS: LTS0175608

SuperNatural Ⅲ: SN0180040-02

NPASS: NPC188010

{

NPAtlas: NPA004934

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Talaromyces ruber	Talaromyces	Trichocomaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Stemona parviflora	Stemona	Stemonaceae	Pandanales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Globularia nudicaulis	Globularia	Plantaginaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Helianthus pumilus	Helianthus	Asteraceae	Asterales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota
Gyrophyllum sibogae	Gyrophyllum	Pennatulidae	Scleralcyonacea	Anthozoa	Cnidaria	Metazoa	Eukaryota
Leucas aspera	Leucas	Lamiaceae	Lamiales	Magnoliopsida	Streptophyta	Viridiplantae	Eukaryota

Properties Information

Molecule Weight: 303.402

TPSA？: 66.39999999999999

MolLogP？: 2.1

Number of H-Donors: 2

Number of H-Acceptors: 3

RingCount: 2

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Caspase-1	IC50	330.0	nM	10.1021/np0705054
Homo sapiens	Matrix metalloproteinase 3	IC50	330.0	nM	10.1021/np0705054