Nepetalactone trans-cis-form (BioDeep_00000015536)

Secondary id: BioDeep_00000269214, BioDeep_00000619489, BioDeep_00000862102

PANOMIX_OTCML-2023 natural product PANOMIX_OTCML-2025

代谢物信息卡片

(4aS,7S,7aS)-4,7-dimethyl-5,6,7,7a-tetrahydro-4aH-cyclopenta[c]pyran-1-one

化学式: C10H14O2 (166.0994)
中文名称: E,Z-荆芥内酯
谱图信息: 最多检出来源 Homo sapiens(otcml) 19.43%

Reviewed

Last reviewed on 2025-07-08.

Cite this Page

Nepetalactone trans-cis-form. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/nepetalactone_trans-cis-form (retrieved 2026-01-15) (BioDeep RN: BioDeep_00000015536). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC1=COC(=O)[C@H]2[C@@H](C)CC[C@H]12
InChI: InChI=1S/C10H14O2/c1-6-3-4-8-7(2)5-12-10(11)9(6)8/h5-6,8-9H,3-4H2,1-2H3/t6-,8+,9-/m0/s1

3D Structure

描述信息

Trans-cis-nepetalactone is a cyclopentapyran that is (4aS,7aS)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran substituted at position 1 by an oxo group and at positions 4 and 7 by methyl groups, respectively (the 4aS,7S,7aS-diastereomer). An iridoid monoterpenoid isolated from several Nepeta plant species. It exhibits potent repellant activity against house dust mites and mosquitoes. It has a role as an insect repellent, a plant metabolite, an antibacterial agent and an antifungal agent. It is an iridoid monoterpenoid and a cyclopentapyran.

同义名列表

9 个代谢物同义名

Nepetalactone trans-cis-form; Nepetalactone trans-cis-form; (4aS,7S,7aS)-4,7-dimethyl-5,6,7,7a-tetrahydro-4aH-cyclopenta[c]pyran-1-one; 17257-15-7; C09792; LMPR01020115; 4a.alpha.,7.alpha.,7a.beta.-Nepetalactone; trans-Nepetalactone; Nepetalactone, 4aa,7a,7ab

数据库引用编号

11 个数据库交叉引用编号

ChEBI: CHEBI:7519
KEGG: C09792
PubChem: 442430
Metlin: METLIN41159
LipidMAPS: LMPR0102070014
CAS: 17257-15-7
KNApSAcK: C00003092
3DMET: B03289
NIKKAJI: J243.857G
KNApSAcK: 7519
LOTUS: LTS0179245

分类词条

代谢反应

个相关的代谢反应过程信息。

Reactome()

BioCyc()

WikiPathways()

Plant Reactome()

INOH()

PlantCyc()

COVID-19 Disease Map()

PathBank()

PharmGKB()

23 个相关的物种来源信息

2759 - Eukaryota: LTS0179245
4136 - Lamiaceae: LTS0179245
3398 - Magnoliopsida: LTS0179245
39172 - Nepeta: LTS0179245
3057216 - Nepeta argolica: LTS0179245
39347 - Nepeta cataria:
39347 - Nepeta cataria: 10.1007/BF02150988
39347 - Nepeta cataria: 10.1016/S0031-9422(00)84709-3
39347 - Nepeta cataria: 10.1016/S0031-9422(00)86089-6
39347 - Nepeta cataria: 10.1021/JO01307A016
39347 - Nepeta cataria: LTS0179245
1000421 - Nepeta nepetella: 10.1055/S-2007-969632
1000421 - Nepeta nepetella: LTS0179245
54731 - Nepeta racemosa: 10.1021/NP049647D
54731 - Nepeta racemosa: LTS0179245
39349 - Nepeta tuberosa:
39349 - Nepeta tuberosa: 10.1002/HLCA.201000246
39349 - Nepeta tuberosa: 10.1016/S0031-9422(00)81839-7
39349 - Nepeta tuberosa: LTS0179245
35493 - Streptophyta: LTS0179245
58023 - Tracheophyta: LTS0179245
33090 - Viridiplantae: LTS0179245
33090 - 雷公藤: -

在这里通过桑基图来展示出与当前的这个代谢物在我们的BioDeep知识库中具有相关联信息的其他代谢物。在这里进行关联的信息来源主要有：

PubMed: 来源于PubMed文献库中的文献信息，我们通过自然语言数据挖掘得到的在同一篇文献中被同时提及的相关代谢物列表，这个列表按照代谢物同时出现的文献数量降序排序，取前10个代谢物作为相关研究中关联性很高的代谢物集合展示在桑基图中。
NCBI Taxonomy: 通过文献数据挖掘，得到的代谢物物种来源信息关联。这个关联信息同样按照出现的次数降序排序，取前10个代谢物作为高关联度的代谢物集合展示在桑吉图上。
Chemical Taxonomy: 在物质分类上处于同一个分类集合中的其他代谢物
Chemical Reaction: 在化学反应过程中，存在为当前代谢物相关联的生化反应过程中的反应底物或者反应产物的关联代谢物信息。

点击图上的相关代谢物的名称，可以跳转到相关代谢物的信息页面。

亚细胞结构定位		关联基因列表

文献列表

Benjamin R Lichman, Mohamed O Kamileen, Gabriel R Titchiner, Gerhard Saalbach, Clare E M Stevenson, David M Lawson, Sarah E O'Connor. Uncoupled activation and cyclization in catmint reductive terpenoid biosynthesis. Nature chemical biology. 2019 01; 15(1):71-79. doi: 10.1038/s41589-018-0185-2. [PMID: 30531909]