Analysis of Volatile Components in Solanum tuberosum L. Plants Infected with Phytophthora infestans

doi:10.13560/j.cnki.biotech.bull.1985.2025-0431

Abstract

Abstract:

Objective Given the significance of potatoes as a food crop, investigating plant volatiles and their roles in defense is vital for improving production. This study analyzed volatile compounds before and after Phytophthora infestans infection to clarify their defensive functions and provide a basis for reducing disease and enhancing yield. Method Headspace solid-phase microextraction combined with gas chromatography-mass spectrometry (HS-SPME-GC-MS) was used to identify and compare the volatile compounds of healthy and inoculated potato samples. Result A total of 9 volatile components were identified from the healthy plant, of which terpenoids, esters and heterocyclic compounds were the predominant constituents. Differential analysis showed that 80, 53, and 37 differential metabolites were screened at 24, 48, and 72 h post-inoculation, respectively. Among these, terpenoids were the most abundant, followed by heterocyclic compounds, esters, and alcohols. Notable VOC accumulation was detected in P. infestans-inoculated potato plants at 24 h and 48 h post-inoculation, comprising characteristic early-response compounds: safranal, dehydromevalonolactone, trans-2, cis-6-nonadienol and lavandulol. However, at 72 h after inoculation, the contents of pre-accumulated compounds decreased noticeably, with concomitant accumulation of late-phase response compounds, exemplified by butylidenephthalide and geranial. Conclusion Variations of volatile compounds in potato plants following P. infestans infection reveals dynamic changes in defensive responses against pathogen invasion. Specific alterations in volatile profiles induced by P. infestans infection in potato plants elucidate dynamic changes in defense mechanisms, delineate temporal dynamics of putative defensive volatiles, and provide a scientific basis for chemometrics-assisted diagnosis of late blight. These findings may establish a scientific foundation for quality assessment research in this essential food crop.

Key words: Solanum tuberosum L., HS-SPME-GC-MS, Phytophthora infestans, volatile component, metabolomics analysis

LUO Yi-fei, XU Ya, LU Si-qi, GAO Yuan-yuan, GOU Zhan, FANG Hong, SHANG Yi, TENG Lin-lin. Analysis of Volatile Components in Solanum tuberosum L. Plants Infected with Phytophthora infestans[J]. Biotechnology Bulletin, 2025, 41(11): 247-260.

Figures/Tables 11

References 32

[1]	Naumann M, Koch M, Thiel H, et al. The importance of nutrient management for potato production part II: plant nutrition and Tuber quality [J]. Potato Res, 2020, 63(1): 121-137.
[2]	高玉林, 徐进, 刘宁, 等. 我国马铃薯病虫害发生现状与防控策略 [J]. 植物保护, 2019, 45(5): 106-111.
	Gao YL, Xu J, Liu N, et al. Current status and management strategies for potato insect pests and diseases in China [J]. Plant Prot, 2019, 45(5): 106-111.
[3]	Kliebenstein DJ. Plant defense compounds: systems approaches to metabolic analysis [J]. Annu Rev Phytopathol, 2012, 50: 155-173.
[4]	Hammerbacher A, Coutinho TA, Gershenzon J. Roles of plant volatiles in defence against microbial pathogens and microbial exploitation of volatiles [J]. Plant Cell Environ, 2019, 42(10): 2827-2843.
[5]	Akitake B, Douglas HM, LaFosse PK, et al. Amplified cortical neural responses as animals learn to use novel activity patterns [J]. Curr Biol, 2023, 33(11): 2163-2174.e4.
[6]	Gershenzon J, Dudareva N. The function of terpene natural products in the natural world [J]. Nat Chem Biol, 2007, 3(7): 408-414.
[7]	Tholl D. Biosynthesis and biological functions of terpenoids in plants [J]. Adv Biochem Eng Biotechnol, 2015, 148: 63-106.
[8]	Munawar A, Zhang YD, Zhong J, et al. Heat stress affects potato’s volatile emissions that mediate agronomically important trophic interactions [J]. Plant Cell Environ, 2022, 45(10): 3036-3051.
[9]	Turlings TC, Tumlinson JH, Lewis WJ. Exploitation of herbivore-induced plant odors by host-seeking parasitic wasps [J]. Science, 1990, 250(4985): 1251-1253.
[10]	Sabulal B, Dan M, J AJ, et al. Caryophyllene-rich rhizome oil of Zingiber nimmonii from South India: Chemical characterization and antimicrobial activity [J]. Phytochemistry, 2006, 67(22): 2469-2473.
[11]	Huang MS, Sanchez-Moreiras AM, Abel C, et al. The major volatile organic compound emitted from Arabidopsis thaliana flowers, the sesquiterpene (E)-β-caryophyllene, is a defense against a bacterial pathogen [J]. New Phytol, 2012, 193(4): 997-1008.
[12]	Li R, Tee CS, Jiang YL, et al. A terpenoid phytoalexin plays a role in basal defense of Nicotiana benthamiana against Potato virus X [J]. Sci Rep, 2015, 5: 9682.
[13]	Lee HA, Kim S, Kim S, et al. Expansion of sesquiterpene biosynthetic gene clusters in pepper confers nonhost resistance to the Irish potato famine pathogen [J]. New Phytol, 2017, 215(3): 1132-1143.
[14]	Yuan HL, Cao GP, Hou XD, et al. Development of a widely targeted volatilomics method for profiling volatilomes in plants [J]. Mol Plant, 2022, 15(1): 189-202.
[15]	Pichersky E, Raguso RA. Why do plants produce so many terpenoid compounds? [J]. New Phytol, 2018, 220(3): 692-702.
[16]	Gan ZY, Zhou QA, Zheng CY, et al. Challenges and applications of volatile organic compounds monitoring technology in plant disease diagnosis [J]. Biosens Bioelectron, 2023, 237: 115540.
[17]	Lee J, Sayler SK, Zhou ML, et al. On-site monitoring of occupational exposure to volatile organic compounds by a portable comprehensive 2-dimensional gas chromatography device [J]. Anal Methods, 2018, 10(2): 237-244.
[18]	Lee J, Zhou ML, Zhu HB, et al. Fully automated portable comprehensive 2-dimensional gas chromatography device [J]. Anal Chem, 2016, 88(20): 10266-10274.
[19]	张文玉, 李雅, 马赫, 等. 气相色谱-质谱联用结合化学计量法分析不同干燥方式对芫荽风味物质的影响 [J]. 食品与发酵工业, 2024, 50(4): 294-301.
	Zhang WY, Li Y, Ma H, et al. Analysis of effects of different drying methods on flavor substances of coriander using GC-MS combined with stoichiometric method [J]. Food Ferment Ind, 2024, 50(4): 294-301.
[20]	Paramanya S, Lee JH, Lee J. Antibiofilm activity of carotenoid crocetin against Staphylococcal strains [J]. Front Cell Infect Microbiol, 2024, 14: 1404960.
[21]	Béni Z, Dékány M, Kovács B, et al. Bioactivity-guided isolation of antimicrobial and antioxidant metabolites from the mushroom Tapinella atrotomentosa [J]. Molecules, 2018, 23(5): 1082.
[22]	Cho MJ, Buescher RW, Johnson M, et al. Inactivation of pathogenic bacteria by cucumber volatiles (E, Z)-2, 6-nonadienal and (E)-2-nonenal [J]. J Food Prot, 2004, 67(5): 1014-1016.
[23]	Hanamanthagouda MS, Kakkalameli SB, Naik PM, et al. Essential oils of Lavandula bipinnata and their antimicrobial activities [J]. Food Chem, 2010, 118(3): 836-839.
[24]	Han CX, Zhou SX, Mei Y, et al. Phytotoxic, insecticidal, and antimicrobial activities of Ajania tibetica essential oil [J]. Front Plant Sci, 2022, 13: 1028252.
[25]	Białoń M, Krzyśko-Łupicka T, Nowakowska-Bogdan E, et al. Chemical composition of two different lavender essential oils and their effect on facial skin microbiota [J]. Molecules, 2019, 24(18): 3270.
[26]	Cui KD, He Y, Wang MK, et al. Antifungal activity of Ligusticum chuanxiong essential oil and its active composition butylidenephthalide against Sclerotium rolfsii [J]. Pest Manag Sci, 2023, 79(12): 5374-5386.
[27]	Baldwin IT. Plant volatiles [J]. Curr Biol, 2010, 20(9): R392-R397.
[28]	Becker EM, Herrfurth C, Irmisch S, et al. Infection of corn ears by Fusarium spp. induces the emission of volatile sesquiterpenes [J]. J Agric Food Chem, 2014, 62(22): 5226-5236.
[29]	Ma Q, Xu YQ, Xiao H, et al. Rethinking of botanical volatile organic compounds applied in food preservation: Challenges in acquisition, application, microbial inhibition and stimulation [J]. Trends Food Sci Technol, 2022, 125: 166-184.
[30]	Bouwmeester H, Schuurink RC, Bleeker PM, et al. The role of volatiles in plant communication [J]. Plant J, 2019, 100(5): 892-907.
[31]	Brosset A, Blande JD. Volatile-mediated plant-plant interactions: volatile organic compounds as modulators of receiver plant defence, growth, and reproduction [J]. J Exp Bot, 2022, 73(2): 511-528.
[32]	Vlot AC, Rosenkranz M. Volatile compounds-the language of all Kingdoms? [J]. J Exp Bot, 2022, 73(2): 445-448.

类型 Type	CK vs Treat-24 h			CK vs Treat-48 h			CK vs Treat-72 h
类型 Type	总数 Total	含量增加 Up	含量降低 Down	总数 Total	含量增加 Up	含量降低 Down	总数 Total	含量增加 Up	含量降低 Down
酸 Acid	1	1	0	1	1	0	1	0	1
醇 Alcohol	8	6	2	6	2	4	5	2	3
醛 Aldehyde	4	4	0	1	1	0	0	0	0
酮 Ketone	4	0	4	3	0	3	1	0	1
胺 Amine	4	1	3	2	0	2	2	0	2
酯 Ester	10	6	4	8	3	5	8	3	5
萜类 Terpenoids	27	12	15	15	4	11	9	3	6
杂环化合物Heterocyclic compound	12	5	7	7	2	5	6	1	5
烃类 Hydrocarbons	2	2	0	3	0	3	1	1	0
卤代烃 Halogenated hydrocarbons	0	0	0	0	0	0	0	0	0
芳烃 Aromatics	2	0	2	3	0	3	2	1	1
酚类 Phenol	5	2	3	4	0	4	2	1	1
含氮化合物 Nitrogen compound	1	1	0	0	0	0	0	0	0
其他 Others	0	0	0	0	0	0	0	0	0
总计 Total	80	40	40	53	13	40	37	12	25

类型 Type	CK vs Treat-24 h			CK vs Treat-48 h			CK vs Treat-72 h
类型 Type	总数 Total	含量增加 Up	含量降低 Down	总数 Total	含量增加 Up	含量降低 Down	总数 Total	含量增加 Up	含量降低 Down
酸 Acid	1	1	0	1	1	0	1	0	1
醇 Alcohol	8	6	2	6	2	4	5	2	3
醛 Aldehyde	4	4	0	1	1	0	0	0	0
酮 Ketone	4	0	4	3	0	3	1	0	1
胺 Amine	4	1	3	2	0	2	2	0	2
酯 Ester	10	6	4	8	3	5	8	3	5
萜类 Terpenoids	27	12	15	15	4	11	9	3	6
杂环化合物Heterocyclic compound	12	5	7	7	2	5	6	1	5
烃类 Hydrocarbons	2	2	0	3	0	3	1	1	0
卤代烃 Halogenated hydrocarbons	0	0	0	0	0	0	0	0	0
芳烃 Aromatics	2	0	2	3	0	3	2	1	1
酚类 Phenol	5	2	3	4	0	4	2	1	1
含氮化合物 Nitrogen compound	1	1	0	0	0	0	0	0	0
其他 Others	0	0	0	0	0	0	0	0	0
总计 Total	80	40	40	53	13	40	37	12	25

编号 No.	取样时间 Sampling time （h）	化合物 Compound	CAS	保留指数 Retention index	分类 Class	变化类型 Type
1	24	甲酸辛酯 Octyl formate	112-32-3	1 114	酯 Ester	Up
2	24	十一醛 Undecanal	112-44-7	1 307	醛 Aldehyde	Up
3	24	环戊基丁酸酯 Cyclopentyl butanoate	6290-13-7	1 126	酯 Ester	Up
4	24	4-甲基-5，6-二氢吡喃-2-酮 Dehydromevalonolactone	2381-87-5	1 169	酯 Ester	Up
5	24	2-辛烯酸 2-Octenoic acid	1470-50-4	1 181	酸 Acid	Up
6	24	2-（4-甲基环己-2，4-二烯-1-基）丙-2-醇 2-（4-Methyl-2，4-cyclohexadienyl）-2-propanol	1686-20-0	1 167	萜类 Terpenoids	Up
7	24	1-壬醇 1-Nonanol	143-08-8	1 173	醇 Alcohol	Up
8	24	3，5-二甲基苯酚 3，5-Dimethylphenol	108-68-9	1 171	酚 Phenol	Up
9	24	反-2，顺-6-壬二烯醇 trans-2，cis-6-Nonadienol	28069-72-9	1 170	醇 Alcohol	Up
10	24	3-巯基-1-己醇 3-Mercaptohexanol	51755-83-0	1 127	醇 Alcohol	Up
11	24	薰衣草醇 Lavandulol	498-16-8	1 170	萜类 Terpenoids	Up
12	24	薄荷醇 Menthol	2216-51-5	1 171	萜类 Terpenoids	Up
13	24	3-甲基丁酸-4-甲基己酯 4-Methylhexyl 3-methylbutanoate	1215127-80-2	1 312	酯 Ester	Up
14	24	藏红花醛 Safranal	116-26-7	1 201	萜类 Terpenoids	Up
15	24	2-甲基十一烷 2-Methylundecane	7045-71-8	1 164	烃类 Hydrocarbons	Up
16	24	3-羟基-4-甲基-5-乙基-2（5H）呋喃酮 5-Ethyl-3-hydroxy-4-methyl-2（5H）-furanone	698-10-2	1 195	杂环化合物 Heterocyclic compound	Up
17	24	（1α，2β，5α）-2，6，6-三甲基-双环［3.1.1］庚烷-3酮 Isopinocamphone	15358-88-0	1 173	萜类 Terpenoids	Up
18	24	顺-2-异丙烯基-1-甲基环丁基乙醇 Grandisol	30820-22-5	1 183	醇 Alcohol	Up
19	24	3-甲基硫羟丁酸-S-（1-甲基丙基）酯 S-（1-Methylpropyl） 3-methylbutanethioate	2432-91-9	1 174	酯 Ester	Up
20	24	四聚乙醛 Metaldehyde	108-62-3	1 160	醛 Aldehyde	Up
21	24	α-松油醇 α-Terpineol	10482-56-1	1 190	萜类 Terpenoids	Down
22	24	3，7-二甲基-1，6-辛二烯-3-醇甲酸酯 Linalool formate	115-99-1	1 215	酯 Ester	Down
23	24	N-苯基甲酰胺 Formanilide	103-70-8	1 221	胺 Amine	Down
24	24	α-没药醇 α-Bisabolol	23089-26-1	1 695	萜类 Terpenoids	Down
25	24	γ-松油烯 γ-Terpinene	99-85-4	1 060	萜类 Terpenoids	Down
26	24	反式-3-（4-羟基-3-甲氧基苯基）-2-丙烯-1-醇 Trans-Coniferyl alcohol	32811-40-8	1 743	酚 Phenol	Down
27	24	2'-乙酰氧基苯乙酮 2′-Acetoxyacetophenone	7250-94-4	1 409	酮 Ketone	Down
28	24	2-乙基-苯并［b］噻吩 2-Ethylbenzo［b］thiophene	1196-81-2	1 412	杂环化合物 Heterocyclic compound	Down
29	24	β-红没药烯 β-Bisabolene	495-61-4	1 509	萜类 Terpenoids	Down
30	24	红没药醇 Bisabolol	515-69-5	1 684	萜类 Terpenoids	Down
31	24	3-乙酰基-2，5-二甲基苯并［b］噻吩 3-Acetyl-2，5-dimethylbenzo［b］thiophene	6179-04-0	1 697	杂环化合物 Heterocyclic compound	Down
32	24	4-异丙基-6-甲基-1-亚甲基-1，2，3，4-四氢萘 β-Calacorene	50277-34-4	1 563	萜类 Terpenoids	Down
33	24	顺式菊醇 Chrysanthenol	55722-60-6	1 162	萜类 Terpenoids	Down
34	24	2-亚甲基-4，8，8-三甲基-4-乙烯基-双环［5.2.0］壬烷 2-Methylene-4，8，8-trimethyl-4-vinyl bicyclo［5，2，0］nonane	242794-76-9	1 407	萜类 Terpenoids	Down
35	24	顺-5-甲基-2-（1-甲基乙基）环己酮 Isomenthone	491-07-6	1 164	萜类 Terpenoids	Down
36	24	β-丁内酯 β-Butyrolactone	3068-88-0	732	酮 Ketone	Down
37	24	倍半乳糖呋喃 Sesquirose furan	39007-93-7	1 557	杂环化合物 Heterocyclic compound	Down
38	24	愈创木酚 Guaiacol	90-05-1	1 089	酚 Phenol	Down
39	24	3-羟基-2-丁酮 Acetoin	513-86-0	713	酮 Ketone	Down
40	24	N-亚甲基-乙胺 N-Methylenevinylamine	38239-27-9	727	胺 Amine	Down

编号 No.	取样时间 Sampling time （h）	化合物 Compound	CAS	保留指数 Retention index	分类 Class	变化类型 Type
1	24	甲酸辛酯 Octyl formate	112-32-3	1 114	酯 Ester	Up
2	24	十一醛 Undecanal	112-44-7	1 307	醛 Aldehyde	Up
3	24	环戊基丁酸酯 Cyclopentyl butanoate	6290-13-7	1 126	酯 Ester	Up
4	24	4-甲基-5，6-二氢吡喃-2-酮 Dehydromevalonolactone	2381-87-5	1 169	酯 Ester	Up
5	24	2-辛烯酸 2-Octenoic acid	1470-50-4	1 181	酸 Acid	Up
6	24	2-（4-甲基环己-2，4-二烯-1-基）丙-2-醇 2-（4-Methyl-2，4-cyclohexadienyl）-2-propanol	1686-20-0	1 167	萜类 Terpenoids	Up
7	24	1-壬醇 1-Nonanol	143-08-8	1 173	醇 Alcohol	Up
8	24	3，5-二甲基苯酚 3，5-Dimethylphenol	108-68-9	1 171	酚 Phenol	Up
9	24	反-2，顺-6-壬二烯醇 trans-2，cis-6-Nonadienol	28069-72-9	1 170	醇 Alcohol	Up
10	24	3-巯基-1-己醇 3-Mercaptohexanol	51755-83-0	1 127	醇 Alcohol	Up
11	24	薰衣草醇 Lavandulol	498-16-8	1 170	萜类 Terpenoids	Up
12	24	薄荷醇 Menthol	2216-51-5	1 171	萜类 Terpenoids	Up
13	24	3-甲基丁酸-4-甲基己酯 4-Methylhexyl 3-methylbutanoate	1215127-80-2	1 312	酯 Ester	Up
14	24	藏红花醛 Safranal	116-26-7	1 201	萜类 Terpenoids	Up
15	24	2-甲基十一烷 2-Methylundecane	7045-71-8	1 164	烃类 Hydrocarbons	Up
16	24	3-羟基-4-甲基-5-乙基-2（5H）呋喃酮 5-Ethyl-3-hydroxy-4-methyl-2（5H）-furanone	698-10-2	1 195	杂环化合物 Heterocyclic compound	Up
17	24	（1α，2β，5α）-2，6，6-三甲基-双环［3.1.1］庚烷-3酮 Isopinocamphone	15358-88-0	1 173	萜类 Terpenoids	Up
18	24	顺-2-异丙烯基-1-甲基环丁基乙醇 Grandisol	30820-22-5	1 183	醇 Alcohol	Up
19	24	3-甲基硫羟丁酸-S-（1-甲基丙基）酯 S-（1-Methylpropyl） 3-methylbutanethioate	2432-91-9	1 174	酯 Ester	Up
20	24	四聚乙醛 Metaldehyde	108-62-3	1 160	醛 Aldehyde	Up
21	24	α-松油醇 α-Terpineol	10482-56-1	1 190	萜类 Terpenoids	Down
22	24	3，7-二甲基-1，6-辛二烯-3-醇甲酸酯 Linalool formate	115-99-1	1 215	酯 Ester	Down
23	24	N-苯基甲酰胺 Formanilide	103-70-8	1 221	胺 Amine	Down
24	24	α-没药醇 α-Bisabolol	23089-26-1	1 695	萜类 Terpenoids	Down
25	24	γ-松油烯 γ-Terpinene	99-85-4	1 060	萜类 Terpenoids	Down
26	24	反式-3-（4-羟基-3-甲氧基苯基）-2-丙烯-1-醇 Trans-Coniferyl alcohol	32811-40-8	1 743	酚 Phenol	Down
27	24	2'-乙酰氧基苯乙酮 2′-Acetoxyacetophenone	7250-94-4	1 409	酮 Ketone	Down
28	24	2-乙基-苯并［b］噻吩 2-Ethylbenzo［b］thiophene	1196-81-2	1 412	杂环化合物 Heterocyclic compound	Down
29	24	β-红没药烯 β-Bisabolene	495-61-4	1 509	萜类 Terpenoids	Down
30	24	红没药醇 Bisabolol	515-69-5	1 684	萜类 Terpenoids	Down
31	24	3-乙酰基-2，5-二甲基苯并［b］噻吩 3-Acetyl-2，5-dimethylbenzo［b］thiophene	6179-04-0	1 697	杂环化合物 Heterocyclic compound	Down
32	24	4-异丙基-6-甲基-1-亚甲基-1，2，3，4-四氢萘 β-Calacorene	50277-34-4	1 563	萜类 Terpenoids	Down
33	24	顺式菊醇 Chrysanthenol	55722-60-6	1 162	萜类 Terpenoids	Down
34	24	2-亚甲基-4，8，8-三甲基-4-乙烯基-双环［5.2.0］壬烷 2-Methylene-4，8，8-trimethyl-4-vinyl bicyclo［5，2，0］nonane	242794-76-9	1 407	萜类 Terpenoids	Down
35	24	顺-5-甲基-2-（1-甲基乙基）环己酮 Isomenthone	491-07-6	1 164	萜类 Terpenoids	Down
36	24	β-丁内酯 β-Butyrolactone	3068-88-0	732	酮 Ketone	Down
37	24	倍半乳糖呋喃 Sesquirose furan	39007-93-7	1 557	杂环化合物 Heterocyclic compound	Down
38	24	愈创木酚 Guaiacol	90-05-1	1 089	酚 Phenol	Down
39	24	3-羟基-2-丁酮 Acetoin	513-86-0	713	酮 Ketone	Down
40	24	N-亚甲基-乙胺 N-Methylenevinylamine	38239-27-9	727	胺 Amine	Down

编号 No.	取样时间 Sampling time （h）	化合物 Compound	CAS	保留指数 Retention index	分类 Class	变化类型 Type
4	48	4-甲基-5，6-二氢吡喃-2-酮 Dehydromevalonolactone	2381-87-5	1 169	酯 Ester	Up
5	48	2-辛烯酸 2-Octenoic acid	1470-50-4	1 181	酸 Acid	Up
6	48	2-（4-甲基环己-2，4-二烯-1-基）丙-2-醇 2-（4-Methyl-2，4-cyclohexadienyl）-2-propanol	1686-20-0	1 167	萜类 Terpenoids	Up
7	48	1-壬醇 1-Nonanol	143-08-8	1 173	醇 Alcohol	Up
9	48	反-2，顺-6-壬二烯醇 trans-2，cis-6-Nonadienol	28069-72-9	1 170	醇 Alcohol	Up
14	48	藏红花醛 Safranal	116-26-7	1 201	萜类 Terpenoids	Up
11	48	薰衣草醇 Lavandulol	498-16-8	1 170	萜类 Terpenoids	Up
19	48	3-甲基硫羟丁酸-S-（1-甲基丙基）酯 S-（1-Methylpropyl） 3-methylbutanethioate	2432-91-9	1 174	酯 Ester	Up
41	48	3-丁烯基-4，5-二氢-1（3H）-异苯并呋喃酮 3-Butylhexahydro-1（3H）-isobenzofuranone	3553-34-2	1 653	杂环化合物 Heterocyclic compound	Up
42	48	冰片 2-endo-Bornyl alcohol	507-70-0	1 167	萜类 Terpenoids	Up
43	48	环己醇 Cyclohexanol	108-93-0	880	醇 Alcohol	Down
39	48	3-羟基-2-丁酮 Acetoin	513-86-0	713	酮 Ketone	Down
37	48	倍半乳糖呋喃 Sesquirose furan	39007-93-7	1 557	杂环化合物 Heterocyclic compound	Down
36	48	β-丁内酯 β-Butyrolactone	3068-88-0	732	酮 Ketone	Down
40	48	N-亚甲基-乙胺 N-Methylenevinylamine	38239-27-9	727	胺 Amine	Down
30	48	红没药醇 Bisabolol	515-69-5	1 684	萜类 Terpenoids	Down
31	48	3-乙酰基-2，5-二甲基苯并［b］噻吩 3-Acetyl-2，5-dimethylbenzo［b］thiophene	6179-04-0	1 697	杂环化合物 Heterocyclic compound	Down
29	48	β-红没药烯 β-Bisabolene	495-61-4	1 509	萜类 Terpenoids	Down
34	48	2-亚甲基-4，8，8-三甲基-4-乙烯基-双环［5.2.0］壬烷 2-Methylene-4，8，8-trimethyl-4-vinyl bicyclo［5，2，0］nonane	242794-76-9	1 407	萜类 Terpenoids	Down
38	48	愈创木酚 Guaiacol	90-05-1	1 089	酚 Phenol	Down