Hopeahainol A

Hopeahainol A
	Half of dimeric molecule
Names
	IUPAC name (1R,8R,9S,16R)-8,16-Bis(4-hydroxyphenyl)-9-[(1R,8S,9R,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol
Identifiers
CAS Number	17912-85-5 ;
3D model (JSmol)	Interactive image ;
ChEMBL	ChEMBL504634 ;
ChemSpider	553431 ;
PubChem CID	637848 ;
UNII	8K2E6922LC ;
	InChI InChI=1S/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H/t45-,46+,51-,52+,53-,54-,55+,56+/m1/s1 Key: YQQUILZPDYJDQJ-VHXTUJGLSA-N;
	SMILES C1=CC(=CC=C1[C@@H]2[C@H](C3=C4[C@H]([C@@H](OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)[C@H]7[C@@H](C8=C(C=C(C=C8O)O)[C@H]9[C@@H](OC1=CC(=CC7=C91)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O;
Properties
Chemical formula	C56H42O12
Molar mass	906.940 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 July 15, 2025

Hopeahainol A is a polyphenol acetylcholinesterase inhibitor with the molecular formula C₅₆H₄₂O₁₂.^[2]^[3]^[1]^[4] Hopeahainol A has been isolated from the tree Hopea hainanensis .^[4] Hopeahainol A may be used for the treatment of Alzheimer's disease.^[5]

References

1 2 "Hopeaphenol A". Pubchem.ncbi.NLM.nih.gov.
↑ Rosenberry, Terrone L.; Martin, Patricia K.; Nix, A. Jeremy; Wildman, Scott A.; Cheung, Jonah; Snyder, Scott A.; Tan, Ren Xiang (November 2016). "Hopeahainol A binds reversibly at the acetylcholinesterase (AChE) peripheral site and inhibits enzyme activity with a novel higher order concentration dependence". Chemico-Biological Interactions. 259 (Pt B): 78–84. Bibcode:2016CBI...259...78R. doi:10.1016/j.cbi.2016.05.032. PMC 5136322 . PMID 27297626.
↑ Wiart, Christophe (11 May 2012). Medicinal Plants of China, Korea, and Japan: Bioresources for Tomorrow's Drugs and Cosmetics. CRC Press. p. 229. ISBN 978-1-4398-9912-0.
1 2 Ge, Hui Ming; Zhu, Chun Hua; Shi, Da Hua; Zhang, Li Dong; Xie, Dai Qian; Yang, Jie; Ng, Seik Weng; Tan, Ren Xiang (January 2008). "Hopeahainol A: An Acetylcholinesterase Inhibitor from Hopea hainanensis". Chemistry - A European Journal. 14 (1): 376–381. Bibcode:2008ChEuJ..14..376G. doi:10.1002/chem.200700960. PMID 17943703.
↑ Zografos, Alexandros L. (18 April 2016). From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products. John Wiley & Sons. p. 370. ISBN 978-1-118-75173-2.

Nicolaou, K. C.; Kang, Qiang; Wu, T. Robert; Lim, Chek Shik; Chen, David Y.-K. (2 June 2010). "Total Synthesis and Biological Evaluation of the Resveratrol-Derived Polyphenol Natural Products Hopeanol and Hopeahainol A". Journal of the American Chemical Society. 132 (21): 7540–7548. Bibcode:2010JAChS.132.7540N. doi:10.1021/ja102623j. PMID 20462209.
Chang, Raymond Chuen-Chung (16 December 2011). Advanced Understanding of Neurodegenerative Diseases. BoD – Books on Demand. p. 170. ISBN 978-953-307-529-7.

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[HopeahainolA-1] 1 2 "Hopeaphenol A". Pubchem.ncbi.NLM.nih.gov.

[2] Rosenberry, Terrone L.; Martin, Patricia K.; Nix, A. Jeremy; Wildman, Scott A.; Cheung, Jonah; Snyder, Scott A.; Tan, Ren Xiang (November 2016). "Hopeahainol A binds reversibly at the acetylcholinesterase (AChE) peripheral site and inhibits enzyme activity with a novel higher order concentration dependence". Chemico-Biological Interactions. 259 (Pt B): 78–84. Bibcode:2016CBI...259...78R. doi:10.1016/j.cbi.2016.05.032. PMC 5136322 . PMID 27297626.

[3] Wiart, Christophe (11 May 2012). Medicinal Plants of China, Korea, and Japan: Bioresources for Tomorrow's Drugs and Cosmetics. CRC Press. p. 229. ISBN 978-1-4398-9912-0.

[Hopeahainol-4] 1 2 Ge, Hui Ming; Zhu, Chun Hua; Shi, Da Hua; Zhang, Li Dong; Xie, Dai Qian; Yang, Jie; Ng, Seik Weng; Tan, Ren Xiang (January 2008). "Hopeahainol A: An Acetylcholinesterase Inhibitor from Hopea hainanensis". Chemistry - A European Journal. 14 (1): 376–381. Bibcode:2008ChEuJ..14..376G. doi:10.1002/chem.200700960. PMID 17943703.

[5] Zografos, Alexandros L. (18 April 2016). From Biosynthesis to Total Synthesis: Strategies and Tactics for Natural Products. John Wiley & Sons. p. 370. ISBN 978-1-118-75173-2.

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Names
Half of dimeric molecule
IUPAC name (1R,8R,9S,16R)-8,16-Bis(4-hydroxyphenyl)-9-[(1R,8S,9R,16R)-4,6,12-trihydroxy-8,16-bis(4-hydroxyphenyl)-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaen-9-yl]-15-oxatetracyclo[8.6.1.02,7.014,17]heptadeca-2(7),3,5,10(17),11,13-hexaene-4,6,12-triol^[1]
Identifiers
CAS Number	17912-85-5 ^N
3D model (JSmol)	Interactive image
ChEMBL	ChEMBL504634
ChemSpider	553431
PubChem CID	637848
UNII	8K2E6922LC
InChI InChI=1S/C56H42O12/c57-29-9-1-25(2-10-29)45-47-37(17-33(61)21-41(47)65)53-49-39(19-35(63)23-43(49)67-55(53)27-5-13-31(59)14-6-27)51(45)52-40-20-36(64)24-44-50(40)54(56(68-44)28-7-15-32(60)16-8-28)38-18-34(62)22-42(66)48(38)46(52)26-3-11-30(58)12-4-26/h1-24,45-46,51-66H/t45-,46+,51-,52+,53-,54-,55+,56+/m1/s1 Key: YQQUILZPDYJDQJ-VHXTUJGLSA-N
SMILES C1=CC(=CC=C1[C@@H]2[C@H](C3=C4[C@H]([C@@H](OC4=CC(=C3)O)C5=CC=C(C=C5)O)C6=C2C(=CC(=C6)O)O)[C@H]7[C@@H](C8=C(C=C(C=C8O)O)[C@H]9[C@@H](OC1=CC(=CC7=C91)O)C1=CC=C(C=C1)O)C1=CC=C(C=C1)O)O
Properties
Chemical formula	C₅₆H₄₂O₁₂
Molar mass	906.940 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

Hopeahainol A

References

Further reading