1.0 2010-04-08 22:12:03 UTC 2025-11-19 00:59:27 UTC FDB015789 Betulin Constituent of Corylus avellana (filbert) and Vicia faba Betulin (lup-20(29)-ene-3?,28-diol) is an abundant naturally occurring triterpene. It is commonly isolated from the bark of birch trees and forms up to 30% of the dry weight of the extractive. The purpose of the compound in the bark is not known. It can be converted to betulinic acid (the alcohol group replaced by a carboxylic acid group), which is biologically more active than betulin itself.; Chemically, betulin is a triterpenoid of lupane structure. It has a pentacyclic ring structure, and hydroxyl groups in positions C3 and C28. Betulin is found in many foods, some of which are common walnut, common sage, nuts, and common hazelnut. (3beta)-Lup-20(29)-ene-3,28-diol Betulenol Betulin Betuline Betulinic alcohol Betulinol Betulinol (obsol.) Betulol Lup-20(29)-ene-3 beta,28-diol Lup-20(29)-ene-3,28-diol, (3&beta;)- Lup-20(29)-ene-3,28-diol, (3beta)- Lup-20(29)-ene-3&beta;,28-diol Lup-20(29)-ene-3beta ,28-diol Lup-20(29)-ene-3beta,28-diol Lup-20(30)-ene-3&beta;,28-diol Lup-20(30)-ene-3beta ,28-diol Lup-20(30)-ene-3beta,28-diol Messagenin Trochol C30H50O2 442.7168 442.381080844 5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-ol 5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-ol 473-98-3 CC(=C)C1CCC2(CO)CCC3(C)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12 InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3 FVWJYYTZTCVBKE-UHFFFAOYSA-N belongs to the class of organic compounds known as hydroxyanthraquinones. Hydroxyanthraquinones are compounds containing a hydroxyanthraquinone moiety, which consists of an anthracene bearing a quinone, and hydroxyl group. Hydroxyanthraquinones Organic compounds Benzenoids Anthracenes Anthraquinones Aromatic homopolycyclic compounds Aryl alkyl ketones Aryl-aldehydes Hydrocarbon derivatives Organic oxides Quinones Sesquiterpenoids Tetralins Vinylogous acids Aldehyde Aromatic homopolycyclic compound Aryl alkyl ketone Aryl ketone Aryl-aldehyde Cadinane sesquiterpenoid Hydrocarbon derivative Hydroxyanthraquinone Ketone Organic oxide Organic oxygen compound Organooxygen compound Quinone Sesquiterpenoid Tetralin Vinylogous acid logp 5.34 ALOGPS logs -6.14 ALOGPS solubility 3.21e-04 g/l ALOGPS melting_point Mp 251-252° logp 6.17 ChemAxon pka_strongest_acidic 18.85 ChemAxon pka_strongest_basic -0.65 ChemAxon iupac 5-(hydroxymethyl)-1,2,14,18,18-pentamethyl-8-(prop-1-en-2-yl)pentacyclo[11.8.0.0²,¹⁰.0⁵,⁹.0¹⁴,¹⁹]henicosan-17-ol ChemAxon average_mass 442.7168 ChemAxon mono_mass 442.381080844 ChemAxon smiles CC(=C)C1CCC2(CO)CCC3(C)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12 ChemAxon formula C30H50O2 ChemAxon inchi InChI=1S/C30H50O2/c1-19(2)20-10-15-30(18-31)17-16-28(6)21(25(20)30)8-9-23-27(5)13-12-24(32)26(3,4)22(27)11-14-29(23,28)7/h20-25,31-32H,1,8-18H2,2-7H3 ChemAxon inchikey FVWJYYTZTCVBKE-UHFFFAOYSA-N ChemAxon polar_surface_area 40.46 ChemAxon refractivity 132.68 ChemAxon polarizability 54.76 ChemAxon rotatable_bond_count 2 ChemAxon acceptor_count 2 ChemAxon donor_count 2 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 18605 Specdb::CMs 45067 Specdb::MsMs 7283 Specdb::MsMs 7284 Specdb::MsMs 7285 Specdb::MsMs 8462 Specdb::MsMs 8463 Specdb::MsMs 8464 Specdb::MsMs 11774 Specdb::MsMs 11775 Specdb::MsMs 11776 Specdb::MsMs 11882 Specdb::MsMs 11883 Specdb::MsMs 11884 Specdb::MsMs 13955 Specdb::MsMs 13956 Specdb::MsMs 13957 Specdb::MsMs 15134 Specdb::MsMs 15135 Specdb::MsMs 15136 Specdb::MsMs 18446 Specdb::MsMs 18447 Specdb::MsMs 18448 Specdb::MsMs 18554 Specdb::MsMs 18555 Specdb::MsMs 18556 HMDB36838 #<Reference:0x000055ce3229f058> #<Reference:0x000055ce3229ee78> #<Reference:0x000055ce3229ec98> #<Reference:0x000055ce3229eae0> Black elderberry Type 1 specific Sambucus nigra 4202 Broad bean Type 1 specific Vicia faba 3906 Chicory Type 1 specific Cichorium intybus 13427 Common hazelnut Type 1 specific Corylus avellana 13451 Common persimmon Type 1 specific Diospyros virginiana 13493 Common sage Type 1 specific Salvia officinalis 38868 1.5 1.5 1.5 mg/100 g Common walnut Type 1 specific Juglans regia 51240 European chestnut Type 1 specific Castanea sativa 21020 100.0 100.0 100.0 mg/100 g Japanese persimmon Type 1 specific Diospyros kaki 35925 Nance Type 1 specific Byrsonima crassifolia 4270 20.47 20.47 20.47 mg/100 g Nuts Unknown generic Pulses Unknown generic Purple mangosteen Type 1 specific Garcinia mangostana 58228 25.0 25.0 25.0 mg/100 g Rosemary Type 1 specific Rosmarinus officinalis 39367 1.21 1.21 1.21 mg/100 g Anti carcinomic 162 A substance that inhibits or prevents the proliferation of neoplasms. Anti feedant 275 Anti HIV 333 A substance that destroys or inhibits replication of viruses. Anti-flu 284 A substance that destroys or inhibits replication of viruses. Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Anti-viral 689 A substance that destroys or inhibits replication of viruses. Antitumor 672 A substance that inhibits or prevents the proliferation of neoplasms. Aphidifuge 701 Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests. Cytotoxic 859 A role played by the molecular entity or part thereof which causes the development of a pathological process. Hypolipemic 1019 Prostaglandin synthesis inhibitor 1258 A substance that diminishes the rate of a chemical reaction. Topoisomerase-II inhibitor 1366 A topoisomerase inhibitor that inhibits DNA topoisomerase (ATP-hydrolysing), EC 5.99.1.3 (topoisomerase II), which catalyses ATP-dependent breakage of both strands of DNA, passage of the unbroken strands through the breaks, and rejoining of the broken strands.