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Cholesteryl laurate

PubChem CID: 102182

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Compound Synonyms Cholesteryl laurate, Cholesterol laurate, 1908-11-8, Cholesteryl dodecanoate, Cholesterol, laurate, Cholest-5-en-3-ol (3beta)-, 3-dodecanoate, Dodecanoic acid, cholesteryl ester, Cholest-5-en-3.beta.-ol dodecanoate, 3CV9B999WH, [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] dodecanoate, CE(12:0), Cholest-5-en-3-beta-yl laurate, Cholest-5-en-3beta-ol dodecanoate, cholest-5-en-3Beta-yl dodecanoate, 12:0 Cholesteryl ester, MFCD00021142, NSC-80701, Cholesteryl dodecanoate (Laurate), EINECS 217-613-6, NSC 80701, CHOLEST-5-EN-3-.BETA.-YL LAURATE, Cholest-5-en-3-ol (3beta)-, dodecanoate, Cholest-5-en-3-ol (3.beta.)-, dodecanoate, Cholest-5-en-3-ol (3.beta.)-, 3-dodecanoate, Cholesterol Dodecanoate, Cholesteryl lauric acid, 12:0 Cholesterol ester, Cholesteryl dodecanoic acid, cholest-5-en-3-yl laurate, UNII-3CV9B999WH, Cholesterol, laurate (8CI), Lauric Acid Cholesterol Ester, SCHEMBL295198, Cholest-5-en-3-yl dodecanoate, Cholest-5-en-3b-ol dodecanoate, 5-Cholesten-3.beta.-ol laurate, Dodecanoic acid cholesteryl ester, Dodecanoic Acid Cholesterol Ester, DTXSID90929731, CHEBI:183816, 3.beta.-Dodecanoyloxycholest-5-ene, NSC80701, 5-Cholesten-3beta-ol 3-dodecanoate, Cholest-5-en-3b-ol dodecanoic acid, LMST01020001, AKOS025310957, cholest-5-en-3beta-yl dodecanoic acid, Cholest-5-en-3beta-ol dodecanoic acid, FC61966, HY-W127400, (3beta)-Cholest-5-en-3-ol dodecanoate, 3beta-Hydroxy-5-cholestene 3-dodecanoate, AS-63615, (3beta)-Cholest-5-en-3-ol dodecanoic acid, CS-0185635, NS00044949, D95278, Q27257048, Cholesteryl dodecanoate, >=98% (HPLC, detection at 205 nm), Cholesterol Dodecanoate, Dodecanoic Acid Cholesterol Ester, Lauric Acid Cholesterol Ester, 137170-90-2, 217-613-6
Topological Polar Surface Area 26.3
Hydrogen Bond Donor Count 0.0
Heavy Atom Count 41.0
Description Cholesteryl lauric acid is a cholesteryl ester. A cholesteryl ester is an ester of cholesterol. Fatty acid esters of cholesterol constitute about two-thirds of the cholesterol in the plasma. Cholesterol is a sterol (a combination steroid and alcohol) and a lipid found in the cell membranes of all body tissues, and transported in the blood plasma of all animals. The accumulation of cholesterol esters in the arterial intima (the innermost layer of an artery, in direct contact with the flowing blood) is a characteristic feature of atherosclerosis. Atherosclerosis is a disease affecting arterial blood vessels. It is a chronic inflammatory response in the walls of arteries, in large part to the deposition of lipoproteins (plasma proteins that carry cholesterol and triglycerides). Lauric acid greatly increases total cholesterol, but much of its effect is on HDL cholesterol. Consequently, oils rich in lauric acid decrease the ratio of total to HDL cholesterol. (PMID: 12716665, 8644684, 10030391) [HMDB]
Isotope Atom Count 0.0
Molecular Complexity 843.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;pubchem
Defined Atom Stereocenter Count 8.0
Enzyme Uniprot Id P04180, P38571, P23141, O75908, P35610, Q8WTV0, Q6PIU2
Uniprot Id P04180, P38571, P19835, P23141, O75908, P35610, Q8WTV0, Q6PIU2
Iupac Name [(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] dodecanoate
Prediction Hob 0.0
Class Steroids and steroid derivatives
Xlogp 14.3
Superclass Lipids and lipid-like molecules
Subclass Steroid esters
Molecular Formula C39H68O2
Prediction Swissadme 0.0
Inchi Key RMLFYKFCGMSLTB-ZBDFTZOCSA-N
Fcsp3 0.9230769230769232
Logs -7.988
Rotatable Bond Count 17.0
State Solid
Logd 7.671
Synonyms (3beta)-Cholest-5-en-3-ol dodecanoate, (3beta)-Cholest-5-en-3-ol dodecanoic acid, 12:0 Cholesterol ester, Cholest-5-en-3-beta-yl laurate, Cholest-5-en-3-yl laurate, Cholest-5-en-3b-ol dodecanoate, Cholest-5-en-3b-ol dodecanoic acid, Cholest-5-en-3beta-ol dodecanoate, Cholest-5-en-3beta-ol dodecanoic acid, Cholest-5-en-3beta-yl dodecanoate, Cholest-5-en-3beta-yl dodecanoic acid, Cholesterol laurate, Cholesteryl dodecanoate, Cholesteryl dodecanoic acid, Cholesteryl laurate, Cholesteryl lauric acid, Dodecanoic acid, Dodecanoic acid cholesteryl ester, 12:0 cholesterol ester, 1-dodecanoyl-cholesterol, cholesteryl 1-dodecanoate, Cholesterol Ester(12:0), CE(12:0), CE(12:0/0:0), cholesterol 1-dodecanoic acid, Cholesterol Ester(12:0/0:0), cholesterol 1-dodecanoate, cholesteryl 1-dodecanoic acid, Dodecanoate
Substituent Name Cholesteryl ester, Cholesterol, Cholestane-skeleton, Delta-5-steroid, Carboxylic acid ester, Monocarboxylic acid or derivatives, Ether, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aliphatic homopolycyclic compound
Compound Name Cholesteryl laurate
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 568.522
Formal Charge 0.0
Monoisotopic Mass 568.522
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 569.0
Covalent Unit Count 1.0
Total Atom Stereocenter Count 8.0
Total Bond Stereocenter Count 0.0
Molecular Framework Aliphatic homopolycyclic compounds
Esol -11.2420202
Inchi InChI=1S/C39H68O2/c1-7-8-9-10-11-12-13-14-15-19-37(40)41-32-24-26-38(5)31(28-32)20-21-33-35-23-22-34(30(4)18-16-17-29(2)3)39(35,6)27-25-36(33)38/h20,29-30,32-36H,7-19,21-28H2,1-6H3/t30-,32+,33+,34-,35+,36+,38+,39-/m1/s1
Smiles CCCCCCCCCCCC(=O)O[C@H]1CC[C@@]2([C@H]3CC[C@]4([C@H]([C@@H]3CC=C2C1)CC[C@@H]4[C@H](C)CCCC(C)C)C)C
Nring 4.0
Defined Bond Stereocenter Count 0.0
Taxonomy Direct Parent Cholesteryl esters

  • 1. Outgoing r'ship FOUND_IN to/from Sinomenium Acutum (Plant) Rel Props:Source_db:cmaup_ingredients