Molecule

Roquefortine C

AlkaPlorer ID: AK022686

Synonym: None

IUPAC Name: (1S,4E,7S,9R)-4-(1H-imidazol-5-ylmethylidene)-9-(2-methylbut-3-en-2-yl)-2,5,16-triazatetracyclo[7.7.0.02,7.010,15]hexadeca-10,12,14-triene-3,6-dione

Structure

SMILES: C=CC(C)(C)[C@@]12C[C@H]3C(=O)N/C(=C/C4=CN=CN4)C(=O)N3[C@@H]1NC1=CC=CC=C12

InChI: InChI=1S/C22H23N5O2/c1-4-21(2,3)22-10-17-18(28)25-16(9-13-11-23-12-24-13)19(29)27(17)20(22)26-15-8-6-5-7-14(15)22/h4-9,11-12,17,20,26H,1,10H2,2-3H3,(H,23,24)(H,25,28)/b16-9+/t17-,20-,22+/m0/s1

InChIKey: SPWSUFUPTSJWNG-JJUKSXGLSA-N

Reference

The biosynthesis of roquefortine. An investigation of acetate and mevalonate incorporation using high field n.m.r. spectroscopy

PubChem CID: 21608802

LOTUS: LTS0190698

NPASS: NPC54981

{

NPAtlas: NPA016637

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Gymnoascus reessii	Gymnoascus	Gymnoascaceae	Onygenales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Penicillium chrysogenum	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota
Penicillium roqueforti	Penicillium	Aspergillaceae	Eurotiales	Eurotiomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 389.4590000000001

TPSA？: 90.12

MolLogP？: 2.3831

Number of H-Donors: 3

Number of H-Acceptors: 4

RingCount: 5

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Bacillus subtilis	Bacillus subtilis	MIC	6.3	ug.mL-1	10.1021/np0503101
Homo sapiens	BT-474	IC50	29600.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	Hepatocyte growth factor receptor	Inhibition	39.7	%	10.1016/j.bmc.2015.11.038
Homo sapiens	Hepatocyte growth factor receptor	Inhibition	59.7	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MCF-10A	Activity	92.6	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MCF-10A	Activity	98.4	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MCF7	IC50	21700.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Activity	47.6	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	Activity	79.3	%	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-231	IC50	23500.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	MDA-MB-468	IC50	28600.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	SK-BR-3	IC50	23400.0	nM	10.1016/j.bmc.2015.11.038
Homo sapiens	SU.86.86	Activity	20.0	%	10.1016/j.bmc.2019.115279
None	NON-PROTEIN TARGET	LD99	50.0	ug ml-1	10.1021/np0503101
None	Unchecked	IC50	24400.0	nM	10.1016/j.bmc.2015.11.038