Molecule

N-hexadecanoylsphingosine

AlkaPlorer ID: AK000713

Synonym: 'C16 Ceramide', '', 'N-hexadecanoyl-D-erythro-sphingosine', 'N-(hexadecanoyl)-sphing-4-enine', 'N-(hexadecanoyl)sphing-4-enine', 'N-(hexadecanoyl)ceramide', 'N-hexadecanoylsphing-4-enine', 'C16-0(Palmitoyl)ceramide', 'N-(palmitoyl)ceramide', 'N-palmitoylsphingosine', '(2S,3R,4E)-2-acylaminooctadec-4-ene-1,3-diol', 'Ceramide (d18:1/16:0)', 'N-palmitoylsphing-4-enine', 'Cer(d18:1/16:0)', '(2S,3R,4E)-2-acylamino-1,3-octadec-4-enediol', '(2S,3R,4E)-2-N-Palmitoyloctadecasphinga-4-ene', 'N-palmitoyl-sphingosine', 'C16 Cer'

IUPAC Name: N-[(E,2S,3R)-1,3-dihydroxyoctadec-4-en-2-yl]hexadecanamide

Structure

SMILES: CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC

InChI: InChI=1S/C34H67NO3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(37)32(31-36)35-34(38)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h27,29,32-33,36-37H,3-26,28,30-31H2,1-2H3,(H,35,38)/b29-27+/t32-,33+/m0/s1

InChIKey: YDNKGFDKKRUKPY-TURZORIXSA-N

Reference

Study on the Chemical Constituents of the South China Sea Gorgonian Junceella juncea

PubChem CID: 5283564

CAS: 24696-26-2

LOTUS: LTS0111846

NPASS: NPC291196

Source

Species	Genus	Family	Order	Class	Phylum	Kingdom	Domain
Haliclona koremella	Haliclona	Chalinidae	Haplosclerida	Demospongiae	Porifera	Metazoa	Eukaryota
Homo sapiens	Homo	Hominidae	Primates	Mammalia	Chordata	Metazoa	Eukaryota

Properties Information

Molecule Weight: 537.9140000000006

TPSA？: 69.56

MolLogP？: 9.563000000000002

Number of H-Donors: 3

Number of H-Acceptors: 3

RingCount: 0

Activities Information

Organism	Target Name	Standard Type	Standard Value	Standard Units	doi
Homo sapiens	Cholesteryl ester transfer protein	IC50	65600.0	nM	10.1016/S0960-894X(97)00248-5
Homo sapiens	Collagen type IV alpha-3-binding protein	Inhibition	25.0	%	10.1016/j.bmcl.2019.126796
Homo sapiens	Histone acetyltransferase GCN5	Potency	141.3	nM	None
Homo sapiens	Regulator of G-protein signaling 4	Potency	211.9	nM	None
Ulva	Ulva	Activity	nan	None	10.1021/np970527y

Metabolism Information

AKRT ID	Reaction	Reaction Link ID
AKRT008620	CCCCCCCCCCCCC/C=C/C(O)C(N)CO.CCCCCCCCCCCCCCCC(=O)[CoA]>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	enzymemap_30046
AKRT008634	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO.CCCCCCCCCCCCCCCC(=O)O>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	enzymemap_76990
AKRT008636	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO.CCCCCCCCCCCCCCCC(=O)[32S]>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	None
AKRT008638	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO.CCCCCCCCCCCCCCCC(=O)[CoA]>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	36687
AKRT008713	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO	38891
AKRT008714	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@@H](N)CO.CCCCCCCCCCCCCCCC(=O)O	None
AKRT008715	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(O)O)NC(=O)CCCCCCCCCCCCCCC	46340
AKRT008716	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCCCCC(=O)O	38891
AKRT008747	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(O)OCC[N+](C)(C)C)NC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	45644
AKRT008760	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	58296
AKRT008796	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO[C@@H]1O[C@H](CO)[C@H](O)[C@H](O)[C@H]1O)NC(=O)CCCCCCCCCCCCCCC>>CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](CO)NC(=O)CCCCCCCCCCCCCCC	69703