1.0 2020-04-02 17:37:43 UTC 2025-11-19 03:07:43 UTC FDB097255 Cryptoxanthin-beta Alpha-cubebene, also known as cubebene, belongs to the class of organic compounds known as sesquiterpenoids. These are terpenes that contain 15 carbon atoms and are comprised of three isoprene units. The biosynthesis of sesquiterpenes is known to occur mainly through the mevalonic acid pathway (MVA; PMID:17467679), in the cytoplasm. However, recent studies have found evidence of pathway crosstalk with the methyl-eritritol-phosphate (MEP) pathway in the cytosol (PMID: 23746261). Farnesyl diphosphate (FPP) is a key intermediate in the biosynthesis of cyclic sesquiterpenes. FPP undergoes several cyclization reactions to yield a diverse number of cyclic arrangements. Alpha-Cubebene is one of the two Cubebene isomers, alpha- and beta-cubebene, both with the molecular formula C15H24, but differ only in the position of a double bond which is endocyclic (part of the five-membered ring) in α-cubebene and exocyclic in β-cubebene. It was first isolated from Piper cubeba berries, known as cubebs, from which the name was derived. The volatile oil distilled from cubebs is a pale green or blue-yellow viscous liquid with a warm woody, slightly camphoraceous odor (consisting of both α- and β-cubebene). In addition to cubeb berries, alpha-cubebene is also found in clove buds, fruit and seeds, cypress, lemon, lime, rosemary and tea tree oils and mandarins and oranges ( http://www.thegoodscentscompany.com/data/rw1054531.html#tooccur). C15H24 204.357 204.187800773 (1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol cryptoxanthin CC(C)[C@@H]1CC[C@@H](C)[C@@]23CC=C(C)[C@@H]2[C@@H]13 InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h7,9,11-14H,5-6,8H2,1-4H3/t11-,12+,13-,14-,15+/m1/s1 XUEHVOLRMXNRKQ-KHMAMNHCSA-N belongs to the class of organic compounds known as xanthophylls. These 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. Xanthophylls Organic compounds Lipids and lipid-like molecules Prenol lipids Tetraterpenoids Aliphatic homomonocyclic compounds Hydrocarbon derivatives Secondary alcohols Alcohol Aliphatic homomonocyclic compound Hydrocarbon derivative Organic oxygen compound Organooxygen compound Secondary alcohol Xanthophyll C40 isoprenoids (tetraterpenes) C40 isoprenoids (tetraterpenes) Carotenoids carotenol logp 9.08 ALOGPS logs -6.04 ALOGPS solubility 5.03e-04 g/l ALOGPS logp 9.74 ChemAxon pka_strongest_acidic 18.91 ChemAxon pka_strongest_basic -1.1 ChemAxon iupac (1R)-3,5,5-trimethyl-4-[(1E,3E,5E,7E,9E,11E,13E,15E,17E)-3,7,12,16-tetramethyl-18-(2,6,6-trimethylcyclohex-1-en-1-yl)octadeca-1,3,5,7,9,11,13,15,17-nonaen-1-yl]cyclohex-3-en-1-ol ChemAxon average_mass 204.357 ChemAxon mono_mass 204.187800773 ChemAxon smiles CC(C)[C@@H]1CC[C@@H](C)[C@@]23CC=C(C)[C@@H]2[C@@H]13 ChemAxon formula C15H24 ChemAxon inchi InChI=1S/C15H24/c1-9(2)12-6-5-11(4)15-8-7-10(3)13(15)14(12)15/h7,9,11-14H,5-6,8H2,1-4H3/t11-,12+,13-,14-,15+/m1/s1 ChemAxon inchikey XUEHVOLRMXNRKQ-KHMAMNHCSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 193.28 ChemAxon polarizability 72.71 ChemAxon rotatable_bond_count 10 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 103512 Specdb::CMs 281803 Specdb::CMs 337663 Specdb::MsMs 240775 Specdb::MsMs 240776 Specdb::MsMs 240777 Specdb::MsMs 242830 Specdb::MsMs 242831 Specdb::MsMs 242832 Specdb::MsMs 1470819 Specdb::MsMs 1470822 Specdb::MsMs 1471332 Specdb::MsMs 1473579 Specdb::MsMs 1473580 Specdb::MsMs 1473581 Specdb::MsMs 1473582 Specdb::MsMs 1473583 Specdb::MsMs 1473584 Specdb::MsMs 1473585 Specdb::MsMs 1473586 Specdb::MsMs 1473587 Specdb::MsMs 1473588 Specdb::MsMs 1474267 Specdb::MsMs 1474268 Specdb::MsMs 1474269 Specdb::MsMs 1474270 Specdb::MsMs 1474271 Specdb::MsMs 1474272 Apricot Type 1 specific Prunus armeniaca 36596 Common sage Type 1 specific Salvia officinalis 38868 Corn Type 1 specific Zea mays 4577 Dill Type 1 specific Anethum graveolens 40922 Fruit juice Type 2 specific Green bell pepper Type 1 specific Capsicum annuum 4072 Guava Type 1 specific Psidium guajava 120290 Mandarin orange (Clementine, Tangerine) Type 1 specific Citrus reticulata 85571 Mango Type 1 specific Mangifera indica 29780 Milk (Cow) Type 2 specific 199.885 450.0 0.54 uM Orange bell pepper Type 1 specific Capsicum annuum 4072 Papaya Type 1 specific Carica papaya 3649 Pineapple Type 1 specific Ananas comosus 4615 Red bell pepper Type 1 specific Capsicum annuum 4072 Sweet basil Type 1 specific Ocimum basilicum 39350 Sweet orange Type 1 specific Citrus sinensis 2711 Watermelon Type 1 specific Citrullus lanatus 3654 Yellow bell pepper Type 1 specific Capsicum annuum 4072