1.0 2010-04-08 22:05:10 UTC 2019-11-26 02:56:45 UTC FDB001925 Chalinastanol Constituent of coffee and of pot marigold (Calendula officinalis) Campestanol is plant stanol. It can decrease the circulating LDL-cholesterol level by reducing intestinal cholesterol absorption. (PMID 8143759). Chalinastanol is found in coffee and coffee products. (24R)-5a-Ergostan-3b-ol (24R)-5alpha-ergostan-3beta-ol 24alpha-Methyl-5alpha-cholestan-3beta-ol 24b-Ethylcholestanol 24b-Methylcholestanol 24beta-Ethylcholestanol 24beta-Methyl cholestanol 24R-Methyl-5-α-cholestan-3-β-ol 5α-Ergostan-3α-ol 5a-Dihydrocampesterol 5alpga-Ergostan-3-beta-ol 5alpha-campestan-3beta-ol 5alpha-Campestanol 5alpha-Dihydrocampesterol Campestanol Chalinastanol Dihydro-neospongosterol Dihydrocampesterin Epiergostanol Ergostan-3-ol Ergostan-3-ol, (3β,5α)- Ergostan-3-ol, (3beta,5alpha,24R)- Ergostanol g-Ergostanol Plant sterols/stanols C28H50O 402.696 402.386166222 (2S,5S,7S,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol (2S,5S,7S,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol 474-60-2 [H][C@@]12CCC3C4CCC([C@H](C)CC[C@H](C)C(C)C)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](O)C2 InChI=1S/C28H50O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h18-26,29H,7-17H2,1-6H3/t19-,20+,21-,22-,23?,24?,25?,26?,27-,28+/m0/s1 ARYTXMNEANMLMU-VKQLMBQNSA-N belongs to the class of organic compounds known as ergosterols and derivatives. These are steroids containing ergosta-5,7,22-trien-3beta-ol or a derivative thereof, which is based on the 3beta-hydroxylated ergostane skeleton. Ergosterols and derivatives Organic compounds Lipids and lipid-like molecules Steroids and steroid derivatives Ergostane steroids Aliphatic homopolycyclic compounds 3-beta-hydroxysteroids Cyclic alcohols and derivatives Hydrocarbon derivatives Secondary alcohols 3-beta-hydroxysteroid 3-hydroxysteroid Alcohol Aliphatic homopolycyclic compound Cyclic alcohol Ergosterol-skeleton Hydrocarbon derivative Hydroxysteroid Organic oxygen compound Organooxygen compound Secondary alcohol logp 6.86 ALOGPS logs -7.49 ALOGPS solubility 1.31e-05 g/l ALOGPS melting_point Mp 144-145° logp 7.81 ChemAxon pka_strongest_acidic 18.3 ChemAxon pka_strongest_basic -1.4 ChemAxon iupac (2S,5S,7S,15R)-14-[(2R,5S)-5,6-dimethylheptan-2-yl]-2,15-dimethyltetracyclo[8.7.0.0^{2,7}.0^{11,15}]heptadecan-5-ol ChemAxon average_mass 402.696 ChemAxon mono_mass 402.386166222 ChemAxon smiles [H][C@@]12CCC3C4CCC([C@H](C)CC[C@H](C)C(C)C)[C@@]4(C)CCC3[C@@]1(C)CC[C@H](O)C2 ChemAxon formula C28H50O ChemAxon inchi InChI=1S/C28H50O/c1-18(2)19(3)7-8-20(4)24-11-12-25-23-10-9-21-17-22(29)13-15-27(21,5)26(23)14-16-28(24,25)6/h18-26,29H,7-17H2,1-6H3/t19-,20+,21-,22-,23?,24?,25?,26?,27-,28+/m0/s1 ChemAxon inchikey ARYTXMNEANMLMU-VKQLMBQNSA-N ChemAxon polar_surface_area 20.23 ChemAxon refractivity 124.32 ChemAxon polarizability 52.77 ChemAxon rotatable_bond_count 5 ChemAxon acceptor_count 1 ChemAxon donor_count 1 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsMs 73938 Specdb::MsMs 73939 Specdb::MsMs 73940 Specdb::MsMs 133200 Specdb::MsMs 133201 Specdb::MsMs 133202 HMDB00534 36799 Amaranth Type 1 specific Amaranthus 3564 Annual wild rice Type 1 specific Zizania aquatica 75727 Arabica coffee Type 1 specific Coffea arabica 13443 Barley Type 1 specific Hordeum vulgare 4513 Breakfast cereal Type 2 specific Bulgur Type 2 specific Cereals and cereal products Unknown generic Coffee and coffee products Unknown generic Common buckwheat Type 1 specific Fagopyrum esculentum 3617 Common wheat Type 1 specific Triticum aestivum 4565 Corn Type 1 specific Zea mays 4577 Flour Type 2 specific Hard wheat Type 1 specific Triticum durum 4567 Millet Type 1 specific Panicum miliaceum 4540 Oat Type 1 specific Avena sativa 4498 Oriental wheat Type 1 specific Triticum turanicum 376534 Quinoa Type 1 specific Chenopodium quinoa 63459 Red rice Type 1 specific Oryza rufipogon 4529 Rice Type 1 specific Oryza sativa 4530 Robusta coffee Type 1 specific Coffea canephora 49390 Rye Type 1 specific Secale cereale 4550 Sorghum Type 1 specific Sorghum bicolor 4558 Soy bean Type 1 specific Glycine max 3847 Spelt Type 1 specific Triticum spelta 58933 Tartary buckwheat Type 1 specific Fagopyrum tataricum 62330 Teff Type 1 specific Eragrostis tef 110835 Triticale Type 1 specific X Triticosecale rimpaui Wheat Type 1 specific Triticum 4564 Wild rice Type 1 specific Zizania 15949