保幼酮

保幼酮
	IUPAC名; Methyl (4R)-4-[(2R)-6-methyl-4-oxoheptan-2-yl]cyclohex-1-ene-1-carboxylate
识别
CAS号	17904-27-7
PubChem	442381
ChemSpider	390830
SMILES	O=C(C[C@@H](C)[C@]1([H])CCC(C(OC)=O)=CC1)CC(C)C;
InChI	1/C16H26O3/c1-11(2)9-15(17)10-12(3)13-5-7-14(8-6-13)16(18)19-4/h7,11-13H,5-6,8-10H2,1-4H3/t12-,13+/m1/s1;
InChIKey	IIWNDLDEVPJIBT-OLZOCXBDBI
性质
化学式	C16H26O3
摩尔质量	266.38 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

保幼酮（英語：Juvabione）是一种有机化合物，化学式C₁₆H₂₆O₃，能视为倍半萜椴松酸的甲酯，属于昆虫保幼激素的相似物，由植物合成抵御昆虫。^[1]^[2]^[3]^[4]^[5]^[6]^[7]

参考文献

^ Manville, J. F.; Kriz, C. D. Juvabione and its analogues. IV. Isolation, identification, and occurrence of juvabione, juvabiol, epijuvabiol from the whole wood of Abies lasiocarpa. Can. J. Chem. 1977, 55: 2547–2553. doi:10.1139/v77-351  .
^ Manville, J. F. Juvabione and its analogues. Juvabione and delta4'-dehydrojuvabione isolated from the whole wood of Abies balsamea, have the R>R stereoconfigurations, not R,S. Can. J. Chem. 1975, 53: 1579–1585. doi:10.1139/v75-223  .
^ Bohlmann, J.; Crock, J.; Jetter, R.; Croteau, R. Terpenoid-based defenses in conifers: cDNA cloning, characterization, and functional expression of wound-inducible (E)-alpha-bisabolene synthase from grand fir (Abies grandis). Proc. Natl. Acad. Sci. USA. 1998, 95 (12): 6756–6761. Bibcode:1998PNAS...95.6756B. PMC 22624  . PMID 9618485. doi:10.1073/pnas.95.12.6756  .
^ Phillips, M. A; Bohlmann, J.; Gershenzon, J. Molecular regulation of induced terpenoid biosynthesis in conifers. Phytochemistry Reviews. 2006, 55 (5): 179–189. S2CID 25713264. doi:10.1007/s11101-006-0001-6.
^ Bohlmann, J.; Meyer-Gauen, G.; Croteau, R. Plant terpenoid synthases: Molecular biology and phylogenetic analysis. Proc. Natl. Acad. Sci. USA. 1998, 95 (8): 4126–4133. Bibcode:1998PNAS...95.4126B. PMC 22453  . PMID 9539701. doi:10.1073/pnas.95.8.4126  .
^ Steele, C. L.; Crock, J.; Bohlmann, J.; Croteau, R. Sesquiterpene Synthases from Grand Fir (Abies grandis). J. Biol. Chem. 1998, 273 (4): 2078–2089. PMID 9442047. doi:10.1074/jbc.273.4.2078  .
^ Higuchi, T. Biosynthesis and biodegradation of wood components. Academic Press. 1985: 380–429.

[juvabione1-1] Manville, J. F.; Kriz, C. D. Juvabione and its analogues. IV. Isolation, identification, and occurrence of juvabione, juvabiol, epijuvabiol from the whole wood of Abies lasiocarpa. Can. J. Chem. 1977, 55: 2547–2553. doi:10.1139/v77-351  .

[juvabione2-2] Manville, J. F. Juvabione and its analogues. Juvabione and delta4'-dehydrojuvabione isolated from the whole wood of Abies balsamea, have the R>R stereoconfigurations, not R,S. Can. J. Chem. 1975, 53: 1579–1585. doi:10.1139/v75-223  .

[juvabione3-3] Bohlmann, J.; Crock, J.; Jetter, R.; Croteau, R. Terpenoid-based defenses in conifers: cDNA cloning, characterization, and functional expression of wound-inducible (E)-alpha-bisabolene synthase from grand fir (Abies grandis). Proc. Natl. Acad. Sci. USA. 1998, 95 (12): 6756–6761. Bibcode:1998PNAS...95.6756B. PMC 22624  . PMID 9618485. doi:10.1073/pnas.95.12.6756  .

[juvabione4-4] Phillips, M. A; Bohlmann, J.; Gershenzon, J. Molecular regulation of induced terpenoid biosynthesis in conifers. Phytochemistry Reviews. 2006, 55 (5): 179–189. S2CID 25713264. doi:10.1007/s11101-006-0001-6.

[juvabione5-5] Bohlmann, J.; Meyer-Gauen, G.; Croteau, R. Plant terpenoid synthases: Molecular biology and phylogenetic analysis. Proc. Natl. Acad. Sci. USA. 1998, 95 (8): 4126–4133. Bibcode:1998PNAS...95.4126B. PMC 22453  . PMID 9539701. doi:10.1073/pnas.95.8.4126  .

[juvabione6-6] Steele, C. L.; Crock, J.; Bohlmann, J.; Croteau, R. Sesquiterpene Synthases from Grand Fir (Abies grandis). J. Biol. Chem. 1998, 273 (4): 2078–2089. PMID 9442047. doi:10.1074/jbc.273.4.2078  .

[juvabione7-7] Higuchi, T. Biosynthesis and biodegradation of wood components. Academic Press. 1985: 380–429.

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保幼酮

IUPAC名 Methyl (4R)-4-[(2R)-6-methyl-4-oxoheptan-2-yl]cyclohex-1-ene-1-carboxylate
识别
CAS号	17904-27-7 ^Y
PubChem	442381
ChemSpider	390830
SMILES	O=C(C[C@@H](C)[C@]1([H])CCC(C(OC)=O)=CC1)CC(C)C
InChI	1/C16H26O3/c1-11(2)9-15(17)10-12(3)13-5-7-14(8-6-13)16(18)19-4/h7,11-13H,5-6,8-10H2,1-4H3/t12-,13+/m1/s1
InChIKey	IIWNDLDEVPJIBT-OLZOCXBDBI
性质
化学式	C₁₆H₂₆O₃
摩尔质量	266.38 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。