Cardol (BioDeep_00001874335)

PANOMIX_OTCML-2023

代谢物信息卡片

5-pentadecylbenzene-1,3-diol

化学式: C21H36O2 (320.2715156)
中文名称: 5-十五烷基间苯二酚
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: C1(O)C=C(CCCCCCCCCCCCCCC)C=C(O)C=1
InChI: InChI=1S/C21H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-19-16-20(22)18-21(23)17-19/h16-18,22-23H,2-15H2,1H3

描述信息

5-Pentadecylresorcinol (Adipostatin A) is a glycerol-3-phosphate dehydrogenase (GPDH) inhibitor with an IC50 of 4.1 μM. Adipostatin A shows good larvicidal activity against Aedes aegypti[1][2].
5-Pentadecylresorcinol (Adipostatin A) is a glycerol-3-phosphate dehydrogenase (GPDH) inhibitor with an IC50 of 4.1 μM. Adipostatin A shows good larvicidal activity against Aedes aegypti[1][2].

同义名列表

5 个代谢物同义名

5-pentadecylbenzene-1,3-diol; 5-n-pentadecylresorcinol; 5-Pentadecylresorcinol; Adipostatin A; Cardol

数据库引用编号

11 个数据库交叉引用编号

ChEBI: CHEBI:2120
KEGG: C10809
PubChem: 76617
ChEMBL: CHEMBL98610
LipidMAPS: LMPK15030012
KNApSAcK: C00002662
CAS: 3158-56-3
PubChem: 12992
3DMET: B04143
NIKKAJI: J167.339D
medchemexpress: HY-116934

分类词条

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)

20 个相关的物种来源信息

171929 - Anacardium occidentale:
357850 - Angelica keiskei: 10.1016/S0304-3835(03)00466-X
7460 - Apis mellifera ligustica: -
587397 - Ardisia brevicaulis: 10.1002/CBDV.200900349
693367 - Ardisia elliptica: 10.1080/13880200490886157
213405 - Ardisia gigantifolia: 10.1016/J.PHYTOCHEM.2009.04.004
1009002 - Ardisia paniculata:
2707514 - Baccharis quitensis: 10.1016/0031-9422(81)84033-2
462407 - Dendrosenecio johnstonii: 10.1016/0305-1978(90)90050-P
459629 - Embelia ribes: 10.1021/NP060284M
3311 - Ginkgo biloba:
98760 - Gloeostereum incarnatum: 10.1021/NP050520D
105748 - Grevillea robusta: 10.1021/NP0605687
29780 - Mangifera indica:
1045806 - Merulius incarnatus: 10.1021/NP050520D
4530 - Oryza sativa: 10.1016/S0031-9422(00)90602-2
33090 - Plants: -
4550 - Secale cereale:
1904 - Streptomyces cyaneus:
4565 - Triticum aestivum: 10.1016/0889-1575(92)90040-Q

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

Tran Huu Giap, Phan Minh Duc, Nguyen Van The, Milena Popova, Vassya Bankova, Cao Thi Hue, Vu Thi Kim Oanh, Nguyen Thi Minh Hang, Hung Nguyen Van, Thanh Nguyen Le. Chemical constituents and biological activities of the fruits of Knema pachycarpa de Wilde. Natural product research. 2021 Feb; 35(3):455-464. doi: 10.1080/14786419.2019.1637868. [PMID: 31282749]
Miroslav Sisa, Marcela Dvorakova, Veronika Temml, Veronika Jarosova, Tomas Vanek, Premysl Landa. Synthesis, inhibitory activity and in silico docking of dual COX/5-LOX inhibitors with quinone and resorcinol core. European journal of medicinal chemistry. 2020 Oct; 204(?):112620. doi: 10.1016/j.ejmech.2020.112620. [PMID: 32738413]
George Harrison Ferreira de Carvalho, Milene Aparecida de Andrade, Carla Nunes de Araújo, Maria Lucília Santos, Natália Alves de Castro, Sébastien Charneau, Rose Monnerat, Jaime Martins de Santana, Izabela Marques Dourado Bastos. Larvicidal and pupicidal activities of eco-friendly phenolic lipid products from Anacardium occidentale nutshell against arbovirus vectors. Environmental science and pollution research international. 2019 Feb; 26(6):5514-5523. doi: 10.1007/s11356-018-3905-y. [PMID: 30610586]
Wakae Murata, Toshio Tanaka, Isao Kubo, Ken-ichi Fujita. Protective effects of α-tocopherol and ascorbic acid against cardol-induced cell death and reactive oxygen species generation in Staphylococcus aureus. Planta medica. 2013 Jun; 79(9):768-74. doi: 10.1055/s-0032-1328555. [PMID: 23670625]
Etienne H Meyer. Proteomic investigations of complex I composition: how to define a subunit?. Frontiers in plant science. 2012; 3(?):106. doi: 10.3389/fpls.2012.00106. [PMID: 22654890]
Anthony Teik Jin Goon, Chee Leok Goh. Plant dermatitis: asian perspective. Indian journal of dermatology. 2011 Nov; 56(6):707-10. doi: 10.4103/0019-5154.91833. [PMID: 22345775]
Li-Ping Chen, Feng Zhao, Yao Wang, Lian-Lian Zhao, Qiu-Ping Li, Hong-Wei Liu. Antitumor effect of resorcinol derivatives from the roots of Ardisia brevicaulis by inducing apoptosis. Journal of Asian natural products research. 2011 Aug; 13(8):734-43. doi: 10.1080/10286020.2011.587412. [PMID: 21751842]
A Boada, J M Carrascosa, C Ferrándiz. [Keloid development on skin lesions after the application of a cream purchased over the internet]. Actas dermo-sifiliograficas. 2011 Jan; 102(1):71-2. doi: 10.1016/j.ad.2010.06.022. [PMID: 21315869]
Li Bao, Manyuan Wang, Feng Zhao, Yisong Zhao, Hongwei Liu. Two new resorcinol derivatives with strong cytotoxicity from the roots of Ardisia brevicaulis Diels. Chemistry & biodiversity. 2010 Dec; 7(12):2901-7. doi: 10.1002/cbdv.200900349. [PMID: 21162003]
Ana María Gómez-Caravaca, Vito Verardo, Maria Fiorenza Caboni. Chromatographic techniques for the determination of alkyl-phenols, tocopherols and other minor polar compounds in raw and roasted cold pressed cashew nut oils. Journal of chromatography. A. 2010 Nov; 1217(47):7411-7. doi: 10.1016/j.chroma.2010.09.054. [PMID: 20961547]
Maria Stasiuk, Arkadiusz Kozubek. Membrane perturbing properties of natural phenolic and resorcinolic lipids. FEBS letters. 2008 Oct; 582(25-26):3607-13. doi: 10.1016/j.febslet.2008.09.039. [PMID: 18834885]
S G De Lima, C M Feitosa, A M G L Citó, J M Moita Neto, J A D Lopes, A S Leite, M C Brito, S M M Dantas, A A C Melo Cavalcante. Effects of immature cashew nut-shell liquid (Anacardium occidentale) against oxidative damage in Saccharomyces cerevisiae and inhibition of acetylcholinesterase activity. Genetics and molecular research : GMR. 2008 Sep; 7(3):806-18. doi: 10.4238/vol7-3gmr473. [PMID: 18949700]
Ning Shao, Ralph Bock. A codon-optimized luciferase from Gaussia princeps facilitates the in vivo monitoring of gene expression in the model alga Chlamydomonas reinhardtii. Current genetics. 2008 Jun; 53(6):381-8. doi: 10.1007/s00294-008-0189-7. [PMID: 18408930]
Maria Stasiuk, Dominika Bartosiewicz, Jerzy Gubernator, Katarzyna Cieslik-Boczula, Martin Hof, Arkadiusz Kozubek. A semisynthetic 5-n-alkylresorcinol derivative and its effect upon biomembrane properties. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2007 Nov; 62(11-12):881-8. doi: 10.1515/znc-2007-11-1217. [PMID: 18274293]
Ta-Hsien Chuang, Pei-Lin Wu. Cytotoxic 5-alkylresorcinol metabolites from the leaves of Grevillea robusta. Journal of natural products. 2007 Feb; 70(2):319-23. doi: 10.1021/np0605687. [PMID: 17243726]
Franck E Dayan, Susan B Watson, N P Dhammika Nanayakkara. Biosynthesis of lipid resorcinols and benzoquinones in isolated secretory plant root hairs. Journal of experimental botany. 2007; 58(12):3263-72. doi: 10.1093/jxb/erm173. [PMID: 17928374]
Pengcheng Lin, Shuai Li, Sujuan Wang, Yongchun Yang, Jiangong Shi. A nitrogen-containing 3-alkyl-1,4-benzoquinone and a gomphilactone derivative from Embelia ribes. Journal of natural products. 2006 Nov; 69(11):1629-32. doi: 10.1021/np060284m. [PMID: 17125236]
Anna Jaromin, Robert Zarnowski, Arkadiusz Kozubek. Emulsions of oil from Adenanthera pavonina L. seeds and their protective effect. Cellular & molecular biology letters. 2006; 11(3):438-48. doi: 10.2478/s11658-006-0037-z. [PMID: 16874455]
Joanna Rejman, Arkadiusz Kozubek. The effect of alkylresorcinol on lipid metabolism in Azotobacter chroococcum. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2004 May; 59(5-6):393-8. doi: 10.1515/znc-2004-5-619. [PMID: 18998408]
Robert Zarnowski, Yoshikatsu Suzuki, Stanislaw J Pietr. Alkyl- and alkenylresorcinols of wheat grains and their chemotaxonomic significance. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2004 Mar; 59(3-4):190-6. doi: 10.1515/znc-2004-3-411. [PMID: 15241924]
Toshihiro Akihisa, Harukuni Tokuda, Motohiko Ukiya, Masao Iizuka, Stefan Schneider, Kazuya Ogasawara, Teruo Mukainaka, Kenji Iwatsuki, Takashi Suzuki, Hoyoku Nishino. Chalcones, coumarins, and flavanones from the exudate of Angelica keiskei and their chemopreventive effects. Cancer letters. 2003 Nov; 201(2):133-7. doi: 10.1016/s0304-3835(03)00466-x. [PMID: 14607326]
E Przeworska, J Gubernator, A Kozubek. Formation of liposomes by resorcinolic lipids, single-chain phenolic amphiphiles from Anacardium occidentale L. Biochimica et biophysica acta. 2001 Jul; 1513(1):75-81. doi: 10.1016/s0005-2736(01)00346-7. [PMID: 11427196]
L Deszcz, A Kozubek. Higher cardol homologs (5-alkylresorcinols) in rye seedlings. Biochimica et biophysica acta. 2000 Jan; 1483(2):241-50. doi: 10.1016/s1388-1981(99)00187-0. [PMID: 10634940]
J Hładyszowski, L Zubik, A Kozubek. Quantum mechanical and experimental oxidation studies of pentadecylresorcinol, olivetol, orcinol and resorcinol. Free radical research. 1998 Apr; 28(4):359-68. doi: 10.3109/10715769809070804. [PMID: 9684980]
J George, R Kuttan. Mutagenic, carcinogenic and cocarcinogenic activity of cashewnut shell liquid. Cancer letters. 1997 Jan; 112(1):11-6. doi: 10.1016/s0304-3835(96)04540-5. [PMID: 9029164]
W F SYMES, C R DAWSON. Separation and structural determination of the olefinic components of poison ivy urushiol, cardanol and cardol. Nature. 1953 May; 171(4358):841-2. doi: 10.1038/171841b0. [PMID: 13054743]