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beta-Carotene-5,6,5'6'-diepoxide

PubChem CID: 13963136

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Compound Synonyms beta-Carotene-5,6,5'6'-diepoxide, Q63409108
Topological Polar Surface Area 25.1
Hydrogen Bond Donor Count 0.0
Inchi Key JMZDCQZKLCHTFI-HPLZOGFXSA-N
Rotatable Bond Count 10.0
Heavy Atom Count 42.0
Compound Name beta-Carotene-5,6,5'6'-diepoxide
Description (5r,5'r,6s,6's)-5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-beta,beta-carotene is a member of the class of compounds known as xanthophylls. Xanthophylls are carotenoids containing an oxygenated carotene backbone. Carotenes are characterized by the presence of two end-groups (mostly cyclohexene rings, but also cyclopentene rings or acyclic groups) linked by a long branched alkyl chain. Carotenes belonging form a subgroup of the carotenoids family. Xanthophylls arise by oxygenation of the carotene backbone (5r,5'r,6s,6's)-5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-beta,beta-carotene is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). (5r,5'r,6s,6's)-5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-beta,beta-carotene can be found in sweet potato, which makes (5r,5'r,6s,6's)-5,6:5',6'-diepoxy-5,5',6,6'-tetrahydro-beta,beta-carotene a potential biomarker for the consumption of this food product.
Exact Mass 568.428
Formal Charge 0.0
Monoisotopic Mass 568.428
Isotope Atom Count 0.0
Molecular Complexity 1200.0
Hydrogen Bond Acceptor Count 2.0
Molecular Weight 568.9
Database Name fooddb_chem_all;pubchem
Covalent Unit Count 1.0
Defined Atom Stereocenter Count 4.0
Iupac Name (1S,6R)-2,2,6-trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-[(1S,6R)-2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl]octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-7-oxabicyclo[4.1.0]heptane
Total Atom Stereocenter Count 4.0
Total Bond Stereocenter Count 9.0
Inchi InChI=1S/C40H56O2/c1-31(19-13-21-33(3)23-29-39-35(5,6)25-15-27-37(39,9)41-39)17-11-12-18-32(2)20-14-22-34(4)24-30-40-36(7,8)26-16-28-38(40,10)42-40/h11-14,17-24,29-30H,15-16,25-28H2,1-10H3/b12-11+,19-13+,20-14+,29-23+,30-24+,31-17+,32-18+,33-21+,34-22+/t37-,38-,39+,40+/m1/s1
Smiles C/C(=C\C=C\C=C(\C=C\C=C(\C=C\[C@@]12O[C@@]1(CCCC2(C)C)C)/C)/C)/C=C/C=C(/C=C/[C@@]34O[C@@]3(CCCC4(C)C)C)\C
Xlogp 11.7
Defined Bond Stereocenter Count 9.0
Molecular Formula C40H56O2

  • 1. Outgoing r'ship FOUND_IN to/from Ipomoea Batatas (Plant) Rel Props:Source_db:fooddb_chem_all