Hopeanol

Hopeanol
Names
	IUPAC name Methyl (1'S,9'R)-3',5',11',13'-tetrahydroxy-9'-(4-hydroxyphenyl)-6,8'-dioxospiro[cyclohexa-1,4-diene-3,16'-tetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10(15),11,13-hexaene]-1'-carboxylate
Identifiers
CAS Number	8131-39-5 ;
3D model (JSmol)	Interactive image ;
ChemSpider	10277817 ;
PubChem CID	16049805 ;
	InChI InChI=1S/C29H20O9/c1-38-26(37)29-20-11-18(33)13-22(35)24(20)28(14-2-4-15(30)5-3-14,27(29)8-6-16(31)7-9-27)25(36)19-10-17(32)12-21(34)23(19)29/h2-13,30,32-35H,1H3/t28-,29+/m1/s1 Key: PBGSPYHKIMHMQD-WDYNHAJCSA-N;
	SMILES COC(=O)[C@@]12C3=C(C(=CC(=C3)O)O)[C@@](C14C=CC(=O)C=C4)(C(=O)C5=C2C(=CC(=C5)O)O)C6=CC=C(C=C6)O;
Properties
Chemical formula	C29H20O9
Molar mass	512.470 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Last updated June 01, 2025

Hopeanol is a highly cytotoxic resveratrol-derivative with the molecular formula C₂₉H₂₀O₉ which has been isolated from the bark of the tree Hopea exalata (now Hopea reticulata ).^[2]^[1]^[3]^[4]

References

1 2 "Hopeanol". pubchem.ncbi.nlm.nih.gov.
↑ Ge, Hui Ming; Xu, Chen; Wang, Xiao Ting; Huang, Bo; Tan, Ren Xiang (December 2006). "Hopeanol: A Potent Cytotoxin with A Novel Skeleton fromHopea exalata". European Journal of Organic Chemistry. 2006 (24): 5551–5554. doi:10.1002/ejoc.200600661.
↑ Gupta, Ajai Prakash; Pandotra, Pankaj; Sharma, Rajni; Kushwaha, Manoj; Gupta, Suphla (25 June 2013). Studies in Natural Products Chemistry: Chapter 8. Marine Resource: A Promising Future for Anticancer Drugs. Elsevier Inc. Chapters. ISBN 978-0-12-808473-1.
↑ Issues in Chemistry and General Chemical Research: 2011 Edition. ScholarlyEditions. 9 January 2012. ISBN 978-1-4649-6329-2.

Nicolaou, K. C.; Wu, T. Robert; Kang, Qiang; Chen, David Y.-K. (27 April 2009). "Total Synthesis of Hopeahainol A and Hopeanol". Angewandte Chemie International Edition. 48 (19): 3440–3443. doi:10.1002/anie.200900438. PMID 19280619.
"Synthesis of ()-Hopeanol". Synfacts. 2009 (11): 1194. 22 October 2009. doi:10.1055/s-0029-1218028.
Zografos, Alexandros L. (17 March 2016). From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products. John Wiley & Sons. p. 371. ISBN 978-1-118-75356-9.

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[Hopeanol-1] 1 2 "Hopeanol". pubchem.ncbi.nlm.nih.gov.

[2] Ge, Hui Ming; Xu, Chen; Wang, Xiao Ting; Huang, Bo; Tan, Ren Xiang (December 2006). "Hopeanol: A Potent Cytotoxin with A Novel Skeleton fromHopea exalata". European Journal of Organic Chemistry. 2006 (24): 5551–5554. doi:10.1002/ejoc.200600661.

[3] Gupta, Ajai Prakash; Pandotra, Pankaj; Sharma, Rajni; Kushwaha, Manoj; Gupta, Suphla (25 June 2013). Studies in Natural Products Chemistry: Chapter 8. Marine Resource: A Promising Future for Anticancer Drugs. Elsevier Inc. Chapters. ISBN 978-0-12-808473-1.

[4] Issues in Chemistry and General Chemical Research: 2011 Edition. ScholarlyEditions. 9 January 2012. ISBN 978-1-4649-6329-2.

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Names

IUPAC name Methyl (1'S,9'R)-3',5',11',13'-tetrahydroxy-9'-(4-hydroxyphenyl)-6,8'-dioxospiro[cyclohexa-1,4-diene-3,16'-tetracyclo[7.6.1.02,7.010,15]hexadeca-2(7),3,5,10(15),11,13-hexaene]-1'-carboxylate^[1]
Identifiers
CAS Number	8131-39-5 ^Y
3D model (JSmol)	Interactive image
ChemSpider	10277817
PubChem CID	16049805
InChI InChI=1S/C29H20O9/c1-38-26(37)29-20-11-18(33)13-22(35)24(20)28(14-2-4-15(30)5-3-14,27(29)8-6-16(31)7-9-27)25(36)19-10-17(32)12-21(34)23(19)29/h2-13,30,32-35H,1H3/t28-,29+/m1/s1 Key: PBGSPYHKIMHMQD-WDYNHAJCSA-N
SMILES COC(=O)[C@@]12C3=C(C(=CC(=C3)O)O)[C@@](C14C=CC(=O)C=C4)(C(=O)C5=C2C(=CC(=C5)O)O)C6=CC=C(C=C6)O
Properties
Chemical formula	C₂₉H₂₀O₉
Molar mass	512.470 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Hopeanol

References

Further reading