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beta-Carotene 5,6-epoxide

PubChem CID: 5281231

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Compound Synonyms beta-Carotene 5,6-epoxide, 5,6-Epoxy-beta,beta-carotene, 1923-89-3, 2,2,6-trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-7-oxabicyclo[4.1.0]heptane, C08587, .beta.,.beta.-Carotene, 5,6-epoxy-5,6-dihydro-, I(2)-Carotene 5,6-epoxide, SCHEMBL2949643, CHEBI:27793, RVCRIPILOFSMFG-WWSVUWEKSA-N, DTXSID301314499, (all-E)-5,6-Epoxy-beta-carotene, LMPR01070267, 5,6-epoxy-5,6-dihydro-beta,beta-carotene, beta,beta-Carotene, 5,6-epoxy-5,6-dihydro-, beta-Carotene 5,6-epoxide, >=85.0% (HPLC), Q27103334, 2,2,6-Trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethyl-1-cyclohexen-1-yl)-1,3,5,7,9,11,13,15,17-octadecanonaenyl]-7-oxabicyclo[4.1.0]heptane #
Ghose Rule False
Classyfire Kingdom Organic compounds
Topological Polar Surface Area 12.5
Hydrogen Bond Donor Count 0.0
Pfizer 3 75 Rule False
Scaffold Graph Level C(CCCCCCCCCC12CCCCC1C2)CCCCCCCCC1CCCCC1
Np Classifier Class Carotenoids (C40, β-β)
Deep Smiles C/C=CC=CC=CC=CC=CC=CCOC3C)CCCC7C)C))))))))))/C)))))/C))))))/C=C/C=C/C=C/C=CC)CCCC6C)C)))))))))C
Heavy Atom Count 41.0
Classyfire Class Prenol lipids
Description Beta-carotene 5,6-epoxide, also known as 5,6-epoxy-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. Thus, beta-carotene 5,6-epoxide is considered to be an isoprenoid lipid molecule. Beta-carotene 5,6-epoxide is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Beta-carotene 5,6-epoxide can be found in a number of food items such as mango, apple, sweet orange, and papaya, which makes beta-carotene 5,6-epoxide a potential biomarker for the consumption of these food products.
Scaffold Graph Node Level C(CCCCCCCCCC12CCCCC1O2)CCCCCCCCC1CCCCC1
Classyfire Subclass Tetraterpenoids
Isotope Atom Count 0.0
Molecular Complexity 1260.0
Database Name fooddb_chem_all;imppat_phytochem;pubchem
Defined Atom Stereocenter Count 0.0
Iupac Name 2,2,6-trimethyl-1-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohexen-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaenyl]-7-oxabicyclo[4.1.0]heptane
Veber Rule True
Classyfire Superclass Lipids and lipid-like molecules
Xlogp 12.7
Gsk 4 400 Rule False
Molecular Formula C40H56O
Scaffold Graph Node Bond Level C(=CC=CC=CC=CC=CC12CCCCC1O2)C=CC=CC=CC=CC1=CCCCC1
Inchi Key RVCRIPILOFSMFG-WWSVUWEKSA-N
Silicos It Class Soluble
Rotatable Bond Count 10.0
Synonyms 5,6-epoxy-5,6-dihydro-beta,beta-carotene, 5,6-epoxy-beta-Carotene, 5,6-epoxy-beta,beta-carotene, beta,beta-Carotene, 5,6-epoxy-5,6-dihydro-, 5,6-monoepoxy beta carotene
Esol Class Soluble
Functional Groups CC(C)=C(C)/C=C/C(C)=C/C=C/C(C)=C/C=C/C=C(C)/C=C/C=C(C)/C=C/C1(C)OC1(C)C
Compound Name beta-Carotene 5,6-epoxide
Exact Mass 552.433
Formal Charge 0.0
Monoisotopic Mass 552.433
Hydrogen Bond Acceptor Count 1.0
Molecular Weight 552.9
Gi Absorption False
Covalent Unit Count 1.0
Total Atom Stereocenter Count 2.0
Total Bond Stereocenter Count 9.0
Lipinski Rule Of 5 False
Inchi InChI=1S/C40H56O/c1-31(19-13-21-33(3)24-25-36-35(5)23-15-27-37(36,6)7)17-11-12-18-32(2)20-14-22-34(4)26-30-40-38(8,9)28-16-29-39(40,10)41-40/h11-14,17-22,24-26,30H,15-16,23,27-29H2,1-10H3/b12-11+,19-13+,20-14+,25-24+,30-26+,31-17+,32-18+,33-21+,34-22+
Smiles CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C=C/C=C(\C)/C=C/C=C(\C)/C=C/C23C(CCCC2(O3)C)(C)C)/C)/C
Np Classifier Biosynthetic Pathway Terpenoids
Defined Bond Stereocenter Count 9.0
Egan Rule False
Np Classifier Superclass Carotenoids (C40)

  • 1. Outgoing r'ship FOUND_IN to/from Carica Papaya (Plant) Rel Props:Source_db:fooddb_chem_all
  • 2. Outgoing r'ship FOUND_IN to/from Citrus Sinensis (Plant) Rel Props:Source_db:fooddb_chem_all
  • 3. Outgoing r'ship FOUND_IN to/from Malus Domestica (Plant) Rel Props:Source_db:fooddb_chem_all
  • 4. Outgoing r'ship FOUND_IN to/from Mangifera Indica (Plant) Rel Props:Source_db:fooddb_chem_all