Molecule

Myriocin

AlkaPlorer ID: AK048938

Synonym: None

IUPAC Name: (E,2S,3R,4R)-2-amino-3,4-dihydroxy-2-(hydroxymethyl)-14-oxoicos-6-enoic acid

Structure

SMILES: CCCCCCC(=O)CCCCCC/C=C/C[C@@H](O)[C@H](O)[C@@](N)(CO)C(=O)O

InChI: InChI=1S/C21H39NO6/c1-2-3-4-10-13-17(24)14-11-8-6-5-7-9-12-15-18(25)19(26)21(22,16-23)20(27)28/h9,12,18-19,23,25-26H,2-8,10-11,13-16,22H2,1H3,(H,27,28)/b12-9+/t18-,19+,21+/m1/s1

InChIKey: ZZIKIHCNFWXKDY-GNTQXERDSA-N

Reference

Immunosuppressive effect of a non-proteinogenic amino acid from <i>Streptomyces</i> through inhibiting allogeneic T cell proliferation

PubChem CID: 6438394

CAS: 35891-70-4

LOTUS: LTS0166128

SuperNatural Ⅲ: SN0484379-03

NPASS: NPC258824

{

NPAtlas: NPA020597

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Isaria sinclairii	Isaria	Cordycipitaceae	Hypocreales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
Ophiocordyceps sinensis	Ophiocordyceps	Ophiocordycipitaceae	Hypocreales	Sordariomycetes	Ascomycota	Fungi	Eukaryota
None	Cordyceps	Cordycipitaceae	Hypocreales	Sordariomycetes	Ascomycota	Fungi	Eukaryota

Properties Information

Molecule Weight: 401.5440000000001

TPSA？: 141.07999999999998

MolLogP？: 2.309

Number of H-Donors: 5

Number of H-Acceptors: 6

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Aspergillus niger	Aspergillus niger	Activity	nan	None	10.1074/jbc.m705856200
Bacillus cereus	Bacillus cereus	Activity	nan	None	10.1021/np0497189
Bacillus subtilis	Bacillus subtilis	Activity	nan	None	10.1021/np0497189
Botrytis cinerea	Botrytis cinerea	IZ	28.0	mm	10.1021/np0497189
Colletotrichum fragariae	Colletotrichum fragariae	IZ	14.0	mm	10.1021/np0497189
Colletotrichum gloeosporioides	Colletotrichum gloeosporioides	IZ	8.0	mm	10.1021/np0497189
Electrophorus electricus	Acetylcholinesterase	Inhibition	-8.15	%	10.1016/j.bmc.2012.09.040
Equus caballus	Cholinesterase	Inhibition	1.5	%	10.1016/j.bmc.2012.09.040
Escherichia coli	Escherichia coli	Activity	nan	None	10.1021/np0497189
Fusarium oxysporum	Fusarium oxysporum	IZ	17.0	mm	10.1021/np0497189
Giardia intestinalis	Putative fructose-1,6-bisphosphate aldolase	Potency	15811.4	nM	None
Hepacivirus hominis	Hepatitis C virus	Activity	nan	None	10.1038/nchembio742
Homo sapiens	Galactocerebrosidase	Potency	316.2	nM	None
Homo sapiens	HCC4006	IP	2.1	nM	10.1016/j.bmc.2018.04.008
Homo sapiens	Serine palmitoyltransferase 1	EC50	49.5	nM	10.1021/acs.jmedchem.5b01851
Homo sapiens	Serine palmitoyltransferase 1	IC50	nan	None	10.1021/acs.jmedchem.5b01851
Homo sapiens	Serine palmitoyltransferase 2	IC50	0.13	nM	10.1016/j.bmc.2018.04.008
Homo sapiens	Serine/threonine-protein kinase AKT	Inhibition	46.1	%	10.1038/nchembio.103
Homo sapiens	Serine/threonine-protein kinase AKT	Inhibition	48.8	%	10.1038/nchembio.103
Homo sapiens	Squalene synthetase	Activity	97.0	%	10.1038/nchembio.103
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	26.6	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	59.6	nM	None
Homo sapiens	Tyrosyl-DNA phosphodiesterase 1	Potency	84.1	nM	None
Mus musculus	Mus musculus	Activity	nan	None	10.1021/acs.jmedchem.5b01851
Mus musculus	Mus musculus	IC50	3.0	nM	10.1016/0960-894X(95)00126-E
Mus musculus	Mus musculus	IC50	8.0	nM	10.1016/0960-894X(95)00304-C
Mus musculus	RAC-alpha serine/threonine-protein kinase	Inhibition	50.8	%	10.1038/nchembio.103
Mus musculus	RAC-alpha serine/threonine-protein kinase	Inhibition	51.2	%	10.1038/nchembio.103
Rattus norvegicus	Peripheral myelin protein 22	Potency	2.3	nM	None
Rattus norvegicus	Rattus norvegicus	Activity	1.0	mg kg-1	10.1021/np2000528
Rattus norvegicus	Rattus norvegicus	MST	7.8	day	10.1016/0960-894X(95)00126-E
Rattus norvegicus	Rattus norvegicus	MST	9.2	day	10.1016/0960-894X(95)00126-E
Rattus norvegicus	Rattus norvegicus	MST	9.2	day	10.1021/jm960391l
Rattus norvegicus	Rattus norvegicus	MST	11.2	day	10.1016/0960-894X(95)00126-E
Rattus norvegicus	Rattus norvegicus	MST	11.2	day	10.1021/jm960391l
Rattus norvegicus	Rattus norvegicus	MST	nan	None	10.1016/0960-894X(95)00126-E
Rattus norvegicus	Rattus norvegicus	MST	nan	None	10.1021/jm960391l
Rattus norvegicus	Rattus norvegicus	TIME	48.0	hr	10.1021/np2000528
None	ADMET	PPB	93.8	%	10.6019/CHEMBL3301361
None	ADMET	PPB	97.2	%	10.6019/CHEMBL3301361
None	NON-PROTEIN TARGET	IC50	3.0	nM	10.1021/np2000528
None	Unchecked	Ac50	0.3162	uM	None
None	Unchecked	AC50	316.2	nM	None
None	Unchecked	Activity	0.7	um2/s	10.1038/nchembio.103
None	Unchecked	Activity	0.8	um2/s	10.1038/nchembio.103
None	Unchecked	Activity	0.9	ms	10.1038/nchembio.103
None	Unchecked	Activity	1.0	um2/s	10.1038/nchembio.103
None	Unchecked	Activity	5.7	ms	10.1038/nchembio.103
None	Unchecked	Activity	10.5	ms	10.1038/nchembio.103
None	Unchecked	Activity	12.3	ms	10.1038/nchembio.103
None	Unchecked	Activity	19.3	ms	10.1038/nchembio.103
None	Unchecked	Activity	22.6	ms	10.1038/nchembio.103
None	Unchecked	Activity	24.0	%	10.1038/nchembio.103
None	Unchecked	Activity	28.0	%	10.1038/nchembio.103
None	Unchecked	Activity	30.0	%	10.1038/nchembio.103
None	Unchecked	Activity	92.0	%	10.1038/nchembio.103
None	Unchecked	Activity	98.0	%	10.1038/nchembio.103
None	Unchecked	IC50	1.5	nM	10.1016/j.bmc.2018.04.008
None	Unchecked	IC50	3.0	nM	10.1021/jm960391l
None	Unchecked	IC50	7.8	nM	10.1016/j.bmc.2018.04.008
None	Unchecked	Imax	90.0	%	10.1016/j.bmc.2018.04.008
None	Unchecked	Inhibition	nan	%	10.1021/np2000528
None	Unchecked	Inhibition	nan	%	10.1038/nchembio.103
None	Unchecked	Potency	35481.3	nM	None