Molecule

Leukotriene D4

AlkaPlorer ID: AK044643

Synonym: None

IUPAC Name: (5S,6R,7E,9E,11Z,14Z)-6-[(2R)-2-amino-3-(carboxymethylamino)-3-oxopropyl]sulfanyl-5-hydroxyicosa-7,9,11,14-tetraenoic acid

Structure

SMILES: CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(O)=NCC(=O)O)[C@@H](O)CCCC(=O)O

InChI: InChI=1S/C25H40N2O6S/c1-2-3-4-5-6-7-8-9-10-11-12-13-16-22(21(28)15-14-17-23(29)30)34-19-20(26)25(33)27-18-24(31)32/h6-7,9-13,16,20-22,28H,2-5,8,14-15,17-19,26H2,1H3,(H,27,33)(H,29,30)(H,31,32)/b7-6-,10-9-,12-11+,16-13+/t20-,21-,22+/m0/s1

InChIKey: YEESKJGWJFYOOK-IJHYULJSSA-N

Reference

A community-driven global reconstruction of human metabolism

PubChem CID: 5280878

CAS: 73836-78-9

LOTUS: LTS0050236

NPASS: NPC132931

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota
Mus musculus	Mus	Muridae	Rodentia	Mammalia	Chordata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 496.6700000000004

TPSA？: 153.44

MolLogP？: 4.267600000000002

Number of H-Donors: 5

Number of H-Acceptors: 6

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Cavia porcellus	Cavia porcellus	EC50	0.513	nM	10.1021/jm00162a010
Cavia porcellus	Cavia porcellus	EC50	3.92	nM	10.1021/jm00162a010
Cavia porcellus	Cavia porcellus	pD2	8.4	None	10.1016/S0960-894X(00)80009-8
Cavia porcellus	Cavia porcellus	Sensitivity	nan	None	10.1021/jm00162a010
Cavia porcellus	Cysteinyl leukotriene receptor 1	Ki	1.0	nM	10.1016/S0960-894X(00)80009-8
Homo sapiens	Cysteinyl leukotriene receptor 1	Activity	90.0	%	10.1021/np50094a001
Homo sapiens	Cysteinyl leukotriene receptor 1	EC50	0.9	nM	10.1021/acs.jmedchem.1c01078
Homo sapiens	Cysteinyl leukotriene receptor 1	IC50	0.7	nM	10.1016/j.bmcl.2013.01.025
Homo sapiens	Cysteinyl leukotriene receptor 1	IC50	7.0	nM	10.1016/j.bmc.2010.07.034
Homo sapiens	Cysteinyl leukotriene receptor 1	Inhibition	-10.0	%	10.1016/j.bmcl.2013.01.025
Homo sapiens	Cysteinyl leukotriene receptor 1	Ki	0.29	nM	10.1016/j.bmcl.2013.01.025
Homo sapiens	Cysteinyl leukotriene receptor 1	Ki	0.6	nM	10.1021/np50094a001
Homo sapiens	Cysteinyl leukotriene receptor 2	EC50	4.4	nM	10.1021/acs.jmedchem.1c01078
Homo sapiens	Multidrug resistance-associated protein 1	Activity	55.0	pmol/min	10.1021/jm801389m
Homo sapiens	Multidrug resistance-associated protein 1	Activity	nan	None	None
Homo sapiens	Regulator of G-protein signaling 4	Potency	26679.5	nM	None
Rattus norvegicus	Canalicular multispecific organic anion transporter 1	IC50	5480.0	nM	10.1124/mol.59.5.1077
Rattus norvegicus	Canalicular multispecific organic anion transporter 1	Km	1500.0	nM	10.1016/s0021-9258(17)30655-5

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT000479	*C(NC(=O)CC[C@H](N)C(=O)O)C(=O)O.CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O>>CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O	MNXR148422
AKRT007679	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O.NC(CCC(=O)O)C(=O)O>>CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O	MNXR179987
AKRT007680	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O.N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(=O)O)C(=O)O>>CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O	enzymemap_32939
AKRT007681	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O>>CCCCC/C=C\C/C=C/C=C/C=C/[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O	RXN-23436
AKRT007682	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O>>CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)O)[C@@H](O)CCCC(=O)O	RXN66-337
AKRT007683	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O>>NCC(=O)O	RXN66-337
AKRT007690	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O.NCC(=O)NCC(=O)O>>CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O	enzymemap_32899
AKRT007691	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O>>CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O	RXN66-336
AKRT007692	CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](NC(=O)CC[C@H](N)C(=O)O)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O>>CCCCC/C=C\C/C=C\C=C\C=C\[C@@H](SC[C@H](N)C(=O)NCC(=O)O)[C@@H](O)CCCC(=O)O.N[C@@H](CCC(=O)O)C(=O)O	None