Structure database (LMSD)

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LM IDLMFA07090049
Common NameFAHFA(16:1(9Z)/5-O-16:0)
Systematic Name5-(9Z-hexadecenoyloxy)-hexadecanoic acid
Synonyms5-POHPA
Exact Mass
508.4492 (neutral)    Calculate m/z:
FormulaC32H60O4
CategoryFatty Acyls [FA]
Main ClassFatty esters [FA07]
Sub ClassFatty acid estolides [FA0709]
Alternative ClassesUnsaturated fatty acids[FA0103]
AbbrevFAHFA 32:2;O
Abbrev ChainsFAHFA 16:1/5-O-16:0
PubChem CID126457352
HMDB IDHMDB0112154
InChIKeySVLKUGBXYAQXIT-YPKPFQOOSA-N  Show lipids differing only in stereochemistry/bond geometry
InChI
InChI=1S/C32H60O4/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-29-32(35)36-30(27-25-28-31(33)34)26-23-21-19-17-12-10-8-6-4-2/h13-14,30H,3-12,15-29H2,1-2H3,(H,33,34)/b14-13-
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SMILES
C(CCC(=O)O)C(OC(CCCCCCC/C=C\CCCCCC)=O)CCCCCCCCCCC
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StatusActive
ReferencesDiscovery of a class of endogenous mammalian lipids with anti-diabetic and anti-inflammatory effects. Yore MM, Syed I, Moraes-Vieira PM, Zhang T, Herman MA, Homan EA, Patel RT, Lee J, Chen S, Peroni OD, Dhaneshwar AS, Hammarstedt A, Smith U, McGraw TE, Saghatelian A, Kahn BB. Cell. 2014 Oct 9;159(2):318-32. doi: 10.1016/j.cell.2014.09.035.
Calculated physicochemical properties (?):
 Heavy Atoms36Rings0Aromatic Rings0Rotatable Bonds29
 van der Waals
Molecular Volume
589.40Topological Polar
Surface Area
63.60Hydrogen
Bond Donors
1Hydrogen
Bond Acceptors
4
 logP10.62Molar
Refractivity
153.94