(R)-alpha-Phellandrene (BioDeep_00000001068)
Secondary id: BioDeep_00000034961, BioDeep_00000279497
human metabolite PANOMIX_OTCML-2023 Endogenous Volatile Flavor Compounds
代谢物信息卡片
化学式: C10H16 (136.1251936)
中文名称: 水芹烯, (R)-(-)-α-水芹烯, α-水芹烯, (-)-α-水芹烯
谱图信息:
最多检出来源 Viridiplantae(plant) 3.73%
分子结构信息
SMILES: C1=C[C@H](CC=C1C)C(C)C
InChI: InChI=1S/C10H16/c1-8(2)10-6-4-9(3)5-7-10/h4-6,8,10H,7H2,1-3H3/t10-/m1/s1
描述信息
(R)-alpha-Phellandrene is found in herbs and spices. (R)-alpha-Phellandrene is a constituent of oils of pimento, bay, Citrus, Juniperus, Mentha, and other essential oils. Oil of Zanthoxylum alatum is a major source (50\\%). (R)-alpha-Phellandrene is a flavouring agent.Phellandrene is the name for a pair of organic compounds that have a similar molecular structure and similar chemical properties. alpha-Phellandrene and beta-phellandrene are cyclic monoterpenes and are double-bond isomers. The phellandrenes are used in fragrances because of their pleasing aromas. (Wikipedia)
(-)-alpha-phellandrene is the (R)-(-)-stereoisomer of alpha-phellandrene. It is an enantiomer of a (+)-alpha-phellandrene.
(R)-(-)-alpha-Phellandrene is a natural product found in Curcuma amada, Psidium guajava, and other organisms with data available.
See also: Eucalyptus Oil (part of).
Constituent of oils of pimento, bay, Citrus, Juniperus, Mentha, and other essential oils. Oil of Zanthoxylum alatum is a major source (50\\%). Flavouring agent
The (R)-(-)-stereoisomer of alpha-phellandrene.
同义名列表
61 个代谢物同义名
(R)-(-)-alpha-Phellandrene, >=95.0\\% (sum of enantiomers, GC); 1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-, (theta)-; 1,3-Cyclohexadiene, 2-methyl-5-(1-methylethyl)-, (5R)-; (5R)-2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene; (R)-2-methyl-5-(1-methylethyl)-1,3-cyclohexadiene; (5R)-2-methyl-5-(propan-2-yl)cyclohexa-1,3-diene; (5R)-2-methyl-5-propan-2-ylcyclohexa-1,3-diene; 2-Methyl-5-(1-methylethyl)-1,3-cyclohexadiene; (5R)-5-isopropyl-2-methylcyclohexa-1,3-diene; (R)-5-Isopropyl-2-methylcyclohexa-1,3-diene; (R)-5-Isopropyl-2-methyl-1,3-cyclohexadiene; (-)-5-Isopropyl-2-methyl-1,3-cyclohexadiene; 6-Isopropyl-3-methyl-1,3-Cyclohexadiene; 5-Isopropyl-2-methyl-1,3-cyclohexadiene; .ALPHA.-PHELLANDRENE L-FORM [MI]; (-)-(R)-.alpha.-Phellandrene; p-Mentha-1,5-diene, (R)-(-)-; (R)-(-)- alpha -Phellandrene; .ALPHA.-PHELLANDRENE L-FORM; p-mentha-1,5-diene,(R)-(-)-; (R)-(?)-alpha-Phellandrene; .ALPHA.-PHELLANDRENE, (-)-; (R)-(-)-alpha-Phellandrene; (-)-(r)-alpha-phellandrene; (R)-(-)-p-Mentha-1,5-diene; (4R)-p-mentha-1(6),2-diene; alpha-Phellandrene l-form; (-)-.ALPHA.-PHELLANDRENE; P-MENTHA-1,5-DIENE, (-)-; alpha-PHELLANDRENE, (-)-; (4R)-p-mentha-1,5-diene; r(-)-alpha-phellandrene; (R)-(-)-|A-Phellandrene; (R)-alpha-Phellandrene; (-)-p-Mentha-1,5-diene; (R)-(-)-α-Phellandrene; L-.ALPHA.-PHELLANDRENE; (-)-(R)-α-Phellandrene; (±)-alpha-Phellandrene; (-)-alpha-phellandrene; (R)-(-)-a-Phellandrene; Α-phellandrene L-form; a-Phellandrene L-form; l-alpha-phellandrene; (R)-Α-phellandrene; ALPHA-PHELLANDRENE; (-)-α-Phellandrene; p-Mentha-1,5-diene; (R)-a-Phellandrene; (±)-α-Phellandrene; l-α-Phellandrene; UNII-56UV8X65K0; α-phellandrene; 1-phellandrene; phellandrene; Tox21_302301; Menthadiene; 56UV8X65K0; (R)-(-)-α-Phellandrene; (R)-(-)-alpha-Phellandrene; alpha-Phellandrene
数据库引用编号
25 个数据库交叉引用编号
- ChEBI: CHEBI:301
- KEGG: C09875
- KEGGdrug: D91275
- PubChem: 442482
- HMDB: HMDB0035851
- Metlin: METLIN41106
- ChEMBL: CHEMBL455041
- LipidMAPS: LMPR0102090021
- ChemIDplus: 0004221981
- KNApSAcK: C00003051
- foodb: FDB014630
- chemspider: 390915
- CAS: 4221-98-1
- CAS: 99-83-2
- medchemexpress: HY-N9487
- MetaboLights: MTBLC301
- PubChem: 12061
- 3DMET: B03342
- NIKKAJI: J9.340H
- RefMet: (R)-alpha-Phellandrene
- KNApSAcK: 301
- LOTUS: LTS0226766
- wikidata: Q25933788
- LOTUS: LTS0157173
- wikidata: Q19606345
分类词条
相关代谢途径
Reactome(0)
BioCyc(0)
PlantCyc(0)
代谢反应
0 个相关的代谢反应过程信息。
Reactome(0)
BioCyc(0)
WikiPathways(0)
Plant Reactome(0)
INOH(0)
PlantCyc(0)
COVID-19 Disease Map(0)
PathBank(0)
PharmGKB(0)
17 个相关的物种来源信息
- 94327 - Alpinia galanga: 10.1016/S0031-9422(00)94183-9
- 40949 - Angelica archangelica: 10.1002/(SICI)1099-1026(199711/12)12:6<397::AID-FFJ670>3.0.CO;2-Z
- 35608 - Artemisia annua: 10.1007/S11418-007-0175-2
- 37690 - Citrus trifoliata: 10.3390/MOLECULES21060814
- 512623 - Cyperus rotundus: 10.3390/MOLECULES14082909
- 1711222 - Eucalyptus cneorifolia: 10.1039/JR9370000986
- 9606 - Homo sapiens: -
- 16752 - Houttuynia cordata: 10.1248/CPB.53.1484
- 58039 - Juniperus communis: 10.1139/V69-334
- 85223 - Laurus nobilis: 10.1007/BF00600858
- 164405 - Melaleuca alternifolia: 10.1021/JF00034A020
- 58041 - Pinus cembra: 10.1016/S0031-9422(98)00105-8
- 13216 - Piper nigrum: 10.3390/MOLECULES24234244
- 49605 - Rhododendron groenlandicum: 10.1002/JPS.3080230706
- 43850 - Schinus: 10.1016/S0031-9422(00)94384-X
- 49992 - Thymus vulgaris: 10.1002/CBDV.201700436
- 19953 - Valeriana officinalis: 10.1016/0031-9422(95)00492-P
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。
文献列表
- Adam Yasgar, Danielle Bougie, Richard T Eastman, Ruili Huang, Misha Itkin, Jennifer Kouznetsova, Caitlin Lynch, Crystal McKnight, Mitch Miller, Deborah K Ngan, Tyler Peryea, Pranav Shah, Paul Shinn, Menghang Xia, Xin Xu, Alexey V Zakharov, Anton Simeonov. Quantitative Bioactivity Signatures of Dietary Supplements and Natural Products.
ACS pharmacology & translational science.
2023 May; 6(5):683-701. doi:
10.1021/acsptsci.2c00194
. [PMID: 37200814] - Flaviano Ribeiro Pinheiro-Neto, Everton Moraes Lopes, Boris Timah Acha, Laércio da Silva Gomes, Willian Amorim Dias, Antonio Carlos Dos Reis Filho, Bianca de Sousa Leal, Débora Caroline do Nascimento Rodrigues, Jurandy do Nascimento Silva, Dalton Dittz, Paulo Michel Pinheiro Ferreira, Fernanda Regina de Castro Almeida. α-Phellandrene exhibits antinociceptive and tumor-reducing effects in a mouse model of oncologic pain.
Toxicology and applied pharmacology.
2021 05; 418(?):115497. doi:
10.1016/j.taap.2021.115497
. [PMID: 33744277] - Jun Han, Soon-Il Kim, Byeoung-Ryeol Choi, Sang-Guei Lee, Young-Joon Ahn. Fumigant toxicity of lemon eucalyptus oil constituents to acaricide-susceptible and acaricide-resistant Tetranychus urticae.
Pest management science.
2011 Dec; 67(12):1583-8. doi:
10.1002/ps.2216
. [PMID: 21674753] - Anthony L Schilmiller, Ines Schauvinhold, Matthew Larson, Richard Xu, Amanda L Charbonneau, Adam Schmidt, Curtis Wilkerson, Robert L Last, Eran Pichersky. Monoterpenes in the glandular trichomes of tomato are synthesized from a neryl diphosphate precursor rather than geranyl diphosphate.
Proceedings of the National Academy of Sciences of the United States of America.
2009 Jun; 106(26):10865-70. doi:
10.1073/pnas.0904113106
. [PMID: 19487664] - Jeong-Ok Kong, Il-Kwbon Park, Kwang-Sik Choi, Sang-Cheol Shin, Young-Joon Ahn. Nematicidal and Propagation Activities of Thyme Red and White Oil Compounds toward Bursaphelenchus xylophilus (Nematoda: Parasitaphelenchidae).
Journal of nematology.
2007 Sep; 39(3):237-42. doi:
. [PMID: 19259493]
- Andrea Barra, Valentina Coroneo, Sandro Dessi, Paolo Cabras, Alberto Angioni. Characterization of the volatile constituents in the essential oil of Pistacia lentiscus L. from different origins and its antifungal and antioxidant activity.
Journal of agricultural and food chemistry.
2007 Aug; 55(17):7093-8. doi:
10.1021/jf071129w
. [PMID: 17658828] - Woo-Chul Jung, Young-Su Jang, Tran Trung Hieu, Chong-Kyu Lee, Young-Joon Ahn. Toxicity of Myristica fagrans seed compounds against Blattella germanica (Dictyoptera: Blattellidae).
Journal of medical entomology.
2007 May; 44(3):524-9. doi:
10.1603/0022-2585(2007)44[524:tomfsc]2.0.co;2
. [PMID: 17547241] - T Konoshima, M Kozuka, H Tokuda, H Nishino, A Iwashima, M Haruna, K Ito, M Tanabe. Studies on inhibitors of skin tumor promotion, IX. Neolignans from Magnolia officinalis.
Journal of natural products.
1991 May; 54(3):816-22. doi:
10.1021/np50075a010
. [PMID: 1659613]