1.02010-04-08 22:12:03 UTC2019-11-26 03:12:13 UTCFDB015789BetulinConstituent 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-diolBetulenolBetulinBetulineBetulinic alcoholBetulinolBetulinol (obsol.)BetulolLup-20(29)-ene-3 beta,28-diolLup-20(29)-ene-3,28-diol, (3β)-Lup-20(29)-ene-3,28-diol, (3beta)-Lup-20(29)-ene-3β,28-diolLup-20(29)-ene-3beta ,28-diolLup-20(29)-ene-3beta,28-diolLup-20(30)-ene-3β,28-diolLup-20(30)-ene-3beta ,28-diolLup-20(30)-ene-3beta,28-diolMessageninTrocholC30H50O2442.7168442.3810808445-(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-ol5-(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-ol473-98-3CC(=C)C1CCC2(CO)CCC3(C)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12InChI=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,1,8-18H2,2-7H3FVWJYYTZTCVBKE-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.HydroxyanthraquinonesOrganic compoundsBenzenoidsAnthracenesAnthraquinonesAromatic homopolycyclic compoundsAryl alkyl ketonesAryl-aldehydesHydrocarbon derivativesOrganic oxidesQuinonesSesquiterpenoidsTetralinsVinylogous acidsAldehydeAromatic homopolycyclic compoundAryl alkyl ketoneAryl ketoneAryl-aldehydeCadinane sesquiterpenoidHydrocarbon derivativeHydroxyanthraquinoneKetoneOrganic oxideOrganic oxygen compoundOrganooxygen compoundQuinoneSesquiterpenoidTetralinVinylogous acidlogp5.34logs-6.14solubility3.21e-04 g/lmelting_pointMp 251-252°logp6.17pka_strongest_acidic18.85pka_strongest_basic-0.65iupac5-(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-olaverage_mass442.7168mono_mass442.381080844smilesCC(=C)C1CCC2(CO)CCC3(C)C(CCC4C5(C)CCC(O)C(C)(C)C5CCC34C)C12formulaC30H50O2inchiInChI=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,1,8-18H2,2-7H3inchikeyFVWJYYTZTCVBKE-UHFFFAOYSA-Npolar_surface_area40.46refractivity132.68polarizability54.76rotatable_bond_count2acceptor_count2donor_count2physiological_charge0formal_charge0Specdb::CMs18605Specdb::CMs45067Specdb::MsMs7283Specdb::MsMs7284Specdb::MsMs7285Specdb::MsMs8462Specdb::MsMs8463Specdb::MsMs8464Specdb::MsMs11774Specdb::MsMs11775Specdb::MsMs11776Specdb::MsMs11882Specdb::MsMs11883Specdb::MsMs11884Specdb::MsMs13955Specdb::MsMs13956Specdb::MsMs13957Specdb::MsMs15134Specdb::MsMs15135Specdb::MsMs15136Specdb::MsMs18446Specdb::MsMs18447Specdb::MsMs18448Specdb::MsMs18554Specdb::MsMs18555Specdb::MsMs18556HMDB36838#<Reference:0x0000555675b02518>#<Reference:0x0000555675b02248>#<Reference:0x0000555675b01f50>#<Reference:0x0000555675b01cd0>Black elderberryType 1specificSambucus nigra4202Broad beanType 1specificVicia faba3906ChicoryType 1specificCichorium intybus13427Common hazelnutType 1specificCorylus avellana13451Common persimmonType 1specificDiospyros virginiana13493Common sageType 1specificSalvia officinalis388681.51.51.5mg/100 gCommon walnutType 1specificJuglans regia51240European chestnutType 1specificCastanea sativa21020100.0100.0100.0mg/100 gJapanese persimmonType 1specificDiospyros kaki35925NanceType 1specificByrsonima crassifolia427020.4720.4720.47mg/100 gNutsUnknowngenericPulsesUnknowngenericPurple mangosteenType 1specificGarcinia mangostana5822825.025.025.0mg/100 gRosemaryType 1specificRosmarinus officinalis393671.211.211.21mg/100 ganti carcinomic162A substance that inhibits or prevents the proliferation of neoplasms.anti feedant275anti flu284A substance that destroys or inhibits replication of viruses.anti HIV333A substance that destroys or inhibits replication of viruses.anti inflammatory370A substance that reduces or suppresses inflammation.anti viral689A substance that destroys or inhibits replication of viruses.antitumor672A substance that inhibits or prevents the proliferation of neoplasms.aphidifuge701Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.cytotoxic859A role played by the molecular entity or part thereof which causes the development of a pathological process.hypolipemic1019prostaglandin synthesis inhibitor1258A substance that diminishes the rate of a chemical reaction.topoisomerase-II inhibitor1366A 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.