{{Chembox | ImageFile=Image:Daturaolone.svg | ImageClass = skin-invert-image | PIN = (4a''R'',5''R'',6a''R'',6b''S'',8a''R'',12a''R'',14a''R'',14b''R'')-5-Hydroxy-4,4,6a,6b,8a,14b-hexamethyl-1,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-octadecahydropicen-3(2''H'')-one | Section1={{Chembox Identifiers | index1_label = | CASNo_Ref = | CASNo = 41498-80-0 | PubChem = 122859 | ChemSpiderID_Ref = | ChemSpiderID = 109521 | UNII_Ref = | UNII = | ChEBI = | ChEMBL = 2005473 | StdInChI = InChI=1S/C30H48O2/c1-25(2)13-14-27(5)15-16-29(7)19(20(27)17-25)9-10-22-28(6)12-11-23(32)26(3,4)24(28)21(31)18-30(22,29)8/h9,20-22,24,31H,10-18H2,1-8H3/t20-,21+,22+,24-,27+,28+,29+,30+/m0/s1 | StdInChIKey = YCTXVPCDHZMBHX-QCDSSADQSA-N | SMILES = CC1(CCC2(CCC3(C(=CCC4C3(CC(C5C4(CCC(=O)C5(C)C)C)O)C)C2C1)C)C)C }} |Section2={{Chembox Properties | C=30 | H=48 | O=2 }} }}
'''Daturaolone''' is a pentacyclic oleanane triterpenoid,<ref>{{Cite journal |last1=Baig |first1=Muhammad Waleed |last2=Fatima |first2=Humaira |last3=Akhtar |first3=Nosheen |last4=Hussain |first4=Hidayat |last5=Okla |first5=Mohammad K. |last6=Al-Hashimi |first6=Abdulrahman |last7=Al-Qahtani |first7=Wahidah H. |last8=AbdElgawad |first8=Hamada |last9=Haq |first9=Ihsan-ul |date=2021-11-30 |title=Anti-Inflammatory Potential of Daturaolone from Datura innoxia Mill.: In Silico, In Vitro and In Vivo Studies |journal=Pharmaceuticals |volume=14 |issue=12 |page=1248 |doi=10.3390/ph14121248 |issn=1424-8247 |pmc=8708807 |pmid=34959649|doi-access=free }}</ref> also known as 3-oxo-6-''β''-hydroxy-''β''-amyrin,<ref>{{Cite journal |last1=Bawazeer |first1=Saud |last2=Rauf |first2=Abdur |last3=Bawazeer |first3=Sami |date=2020 |title=Gastrointestinal Motility, Muscle Relaxation, Antipyretic and Acute Toxicity Screening of Amyrin Type Triterpenoid (Daturaolone) Isolated From Datura metel Linnaeus (Angel's Trumpet) Fruits |journal=Frontiers in Pharmacology |volume=11 |article-number=544794 |doi=10.3389/fphar.2020.544794 |issn=1663-9812 |pmc=7546419 |pmid=33101017|doi-access=free }}</ref> found in ''Datura'' species such as ''Datura stramonium''<ref name="pmid22568232">{{cite journal |vauthors=Li J, Lin B, Wang G, Gao H, Qin M |title=[Chemical constituents of Datura stramonium seeds] |language=zh |journal= Zhongguo Zhong Yao Za Zhi = Zhongguo Zhongyao Zazhi = China Journal of Chinese Materia Medica |volume=37 |issue=3 |pages=319–22 |date=February 2012 |pmid=22568232 }}</ref> and ''Datura innoxia''.<ref name="pmid4745874">{{cite journal |vauthors=Kocór M, Pyrek JS, Atal CK, Bedi KL, Sharma BR |title=Triterpenes of Datura innoxia Mill. Structure of daturadiol and daturaolone |journal=The Journal of Organic Chemistry |volume=38 |issue=21 |pages=3685–8 |date=October 1973 |pmid=4745874 |doi=10.1021/jo00961a005 }}</ref>
== History == It was isolated for the first time from ''Solanum arundo.''<ref name="pmid8794471">{{cite journal |vauthors=Grace MH, Saleh MM |title=Hepato-protective effect of daturaolone isolated from Solanum arundo |journal=Die Pharmazie |volume=51 |issue=8 |pages=593–5 |date=August 1996 |pmid=8794471 }}</ref>
== Structure == Daturaolone contains five rings with a ketone group and a hydroxyl group, which may be essential for its bioactivities. The structure was deduced through mass spectroscopy and <sup>1</sup>H NMR spectroscopy.<ref>{{Cite journal |last1=Grace |first1=M. H. |last2=Saleh |first2=M. M. |date=August 1996 |title=Hepato-protective effect of daturaolone isolated from Solanum arundo |journal=Die Pharmazie |volume=51 |issue=8 |pages=593–595 |issn=0031-7144 |pmid=8794471}}</ref>
== Functions == Daturaolone isolated from ''Datura metel'' Linnaeus has been found to have anti-fungal and anti-bacterial activities. When tested against bacterial strains such as ''Klebsiella pneumoniae'' and ''S. aureus,'' daturaolone was shown to inhibit bacterial growth.<ref>{{Cite journal |last1=Bawazeer |first1=Sami |last2=Rauf |first2=Abdur |date=2021-09-18 |title=In Vitro Antibacterial and Antifungal Potential of Amyrin-Type Triterpenoid Isolated from Datura metel Linnaeus |journal=BioMed Research International |volume=2021 |article-number=1543574 |doi=10.1155/2021/1543574 |issn=2314-6133 |pmc=8476240 |pmid=34589544|doi-access=free }}</ref>
== See also == * Scopine * Daturadiol * Withametelin
== References == {{Reflist}}
Category:Triterpenes