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Calendic acid

PubChem CID: 5282818

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Compound Synonyms Calendic acid, 5204-87-5, alpha-calendic acid, Calendulic acid, (8E,10E,12Z)-octadeca-8,10,12-trienoic acid, 8E,10E,12Z-octadecatrienoic acid, (8E,10E,12Z)-octadecatrienoic acid, trans-8, trans-10, cis-12-octadecatrienoic acid, DK8G4N35L5, C18:3n-6,8,10, 8(E),10(E),12(Z)-Octadecatrienoic acid, trans,trans,cis-8,10,12-octadecatrienoic acid, Calendulicacid, a-calendic acid, UNII-DK8G4N35L5, SCHEMBL37277, SCHEMBL16618482, CHEBI:86148, DTXSID80897455, LMFA01030144, AKOS040755503, PD133763, HY-134544, (8E,10E,12Z)-8,10,12-Octadecatrienoic acid, Q2823246
Topological Polar Surface Area 37.3
Hydrogen Bond Donor Count 1.0
Heavy Atom Count 20.0
Description Isolated from Calendula officinalis (pot marigold) seed oil Calendic acid (sometimes ?-Calendic acid) is an unsaturated fatty acid, named for the pot marigold (genus Calendula), from which it is obtained. It is chemically similar to the conjugated linoleic acids, laboratory work suggests it may have similar health benefits., Calendic acid is an omega-6 fatty acid. though not usually listed with this group. Calendic acid (8t,10t,12c-18:3) is synthesised in Calendula officinalis from linoleate (9c,12c-18:2) by an unusual ?12-oleate desaturase (a FAD 2 variant) that converts the cis-double bond in position 9 to a trans,trans-conjugated double bond system (8t,10t). An all-trans beta isomer has been described.
Isotope Atom Count 0.0
Molecular Complexity 301.0
Database Name cmaup_ingredients;fooddb_chem_all;hmdb_chem_all;npass_chem_all;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name (8E,10E,12Z)-octadeca-8,10,12-trienoic acid
Prediction Hob 1.0
Class Lineolic acids and derivatives
Xlogp 6.7
Superclass Lipids and lipid-like molecules
Subclass Lineolic acids and derivatives
Molecular Formula C18H30O2
Prediction Swissadme 0.0
Inchi Key DQGMPXYVZZCNDQ-KBPWROHVSA-N
Fcsp3 0.6111111111111112
Logs -3.681
Rotatable Bond Count 13.0
State Solid
Logd 2.923
Synonyms Calendic acid, Calendulic acid, trans-8, trans-10, cis-12-octadecatrienoic acid, 8E,10E,12Z-Octadecatrienoic acid, alpha-Calendic acid, C18:3N-6,8,10, trans-8, trans-10, cis-12-Octadecatrienoic acid, 8E,10E,12Z-Octadecatrienoate, a-Calendate, a-Calendic acid, alpha-Calendate, Α-calendate, Α-calendic acid, Calendulate, trans-8, trans-10, cis-12-Octadecatrienoate, Calendate
Substituent Name Octadecanoid, Long-chain fatty acid, Fatty acyl, Fatty acid, Unsaturated fatty acid, Straight chain fatty acid, Monocarboxylic acid or derivatives, Carboxylic acid, Carboxylic acid derivative, Hydrocarbon derivative, Organooxygen compound, Carbonyl group, Aliphatic acyclic compound
Compound Name Calendic acid
Kingdom Organic compounds
Prediction Hob Swissadme 0.0
Exact Mass 278.225
Formal Charge 0.0
Monoisotopic Mass 278.225
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 278.4
Covalent Unit Count 1.0
Total Atom Stereocenter Count 0.0
Total Bond Stereocenter Count 3.0
Molecular Framework Aliphatic acyclic compounds
Esol -4.872603199999999
Inchi InChI=1S/C18H30O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h6-11H,2-5,12-17H2,1H3,(H,19,20)/b7-6-,9-8+,11-10+
Smiles CCCCC/C=C\C=C\C=C\CCCCCCC(=O)O
Nring 0.0
Defined Bond Stereocenter Count 3.0
Taxonomy Direct Parent Lineolic acids and derivatives

  • 1. Outgoing r'ship FOUND_IN to/from Calendula Officinalis (Plant) Rel Props:Source_db:cmaup_ingredients;npass_chem_all