Furanodiene (BioDeep_00000000693)

 

Secondary id: BioDeep_00000180154, BioDeep_00000295547, BioDeep_00000860056

human metabolite PANOMIX_OTCML-2023 Endogenous natural product


代谢物信息卡片


CYCLODECA(B)FURAN, 4,7,8,11-TETRAHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-

化学式: C15H20O (216.1514)
中文名称: 异莪术呋喃二烯, 莪术呋喃二烯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 38.87%

分子结构信息

SMILES: C/C/1=C\Cc2c(C)coc2C/C(=C/CC1)/C
InChI: InChI=1S/C15H20O/c1-11-5-4-6-12(2)9-15-14(8-7-11)13(3)10-16-15/h6-7,10H,4-5,8-9H2,1-3H3/b11-7+,12-6+

描述信息

Furanodiene is a germacrane sesquiterpenoid.
Furanodiene is a natural product found in Curcuma amada, Lactarius chrysorrheus, and other organisms with data available.
Furanodiene is a constituent of Curcuma zedoaria (zedoary)
Constituent of Curcuma zedoaria (zedoary)

同义名列表

11 个代谢物同义名

CYCLODECA(B)FURAN, 4,7,8,11-TETRAHYDRO-3,6,10-TRIMETHYL-, (5E,9E)-; (5E,9E)-3,6,10-trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan; (5E,9E)-4,7,8,11-TETRAHYDRO-3,6,10-TRIMETHYLCYCLODECA(B)FURAN; (5E)-3,6,10-trimethyl-4,7,8,11-tetrahydrocyclodeca[b]furan; 3,6,10-Trimethyl-4,7,8,11-tetrahydro-cyclodeca[b]furan; 3,6,10-trimethyl-4H,7H,8H,11H-cyclodeca[b]furan; Furanoelemene (furanodiene); VMDXHYHOJPKFEK-RZWYOFBOSA-N; isofuranodiene; Furanodiene; Furanodiene



数据库引用编号

25 个数据库交叉引用编号

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)

182 个相关的物种来源信息

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
Cytoplasm 15 ABCB1, ACLY, BCL2, BCL2L1, CASP3, CASP7, CASP9, CCND1, CDK2, CDK6, CTNNB1, PIK3CA, PPP1R13B, PTK2, RHOA
Peripheral membrane protein 1 PTK2
Endoplasmic reticulum membrane 2 BCL2, RHOA
Mitochondrion membrane 1 BCL2L1
Nucleus 12 BCL2, CASP3, CASP7, CASP9, CCND1, CDK2, CDK6, CTNNB1, PARP1, PPP1R13B, PTK2, RHOA
cytosol 16 ACLY, BCL2, BCL2L1, CASP3, CASP7, CASP9, CCND1, CDK2, CDK6, CTNNB1, PARP1, PIK3CA, PPP1R13B, PTK2, PXN, RHOA
nuclear body 1 PARP1
centrosome 6 BCL2L1, CCND1, CDK2, CDK6, CTNNB1, PTK2
nucleoplasm 9 ACLY, CASP3, CASP7, CCND1, CDK2, CDK6, CTNNB1, PARP1, PPP1R13B
Cell membrane 6 ABCB1, CTNNB1, ITGAM, PTK2, RHOA, TNF
Lipid-anchor 1 RHOA
Cytoplasmic side 3 BCL2L1, PTK2, RHOA
Cleavage furrow 1 RHOA
lamellipodium 4 CTNNB1, PIK3CA, PXN, RHOA
ruffle membrane 1 RHOA
Multi-pass membrane protein 1 ABCB1
Synapse 1 CTNNB1
cell cortex 4 CTNNB1, PTK2, PXN, RHOA
cell junction 2 CTNNB1, RHOA
cell surface 3 ABCB1, ITGAM, TNF
glutamatergic synapse 3 CASP3, CTNNB1, RHOA
mitochondrial inner membrane 1 BCL2L1
neuronal cell body 2 CASP3, TNF
postsynapse 1 RHOA
presynaptic membrane 1 CTNNB1
Cytoplasm, cytosol 4 ACLY, BCL2L1, CASP7, PARP1
endosome 2 CDK2, RHOA
plasma membrane 9 ABCB1, CTNNB1, ITGAM, PIK3CA, PPP1R13B, PTK2, PXN, RHOA, TNF
synaptic vesicle membrane 1 BCL2L1
Membrane 6 ABCB1, ACLY, BCL2, CTNNB1, ITGAM, PARP1
apical plasma membrane 1 ABCB1
basolateral plasma membrane 1 CTNNB1
extracellular exosome 5 ABCB1, ACLY, CTNNB1, ITGAM, RHOA
endoplasmic reticulum 2 BCL2, BCL2L1
extracellular space 3 CASP7, ITGAM, TNF
perinuclear region of cytoplasm 4 CTNNB1, PIK3CA, PPP1R13B, PTK2
Schaffer collateral - CA1 synapse 1 CTNNB1
adherens junction 1 CTNNB1
apicolateral plasma membrane 1 CTNNB1
bicellular tight junction 2 CCND1, CTNNB1
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, BCL2L1, CASP9, PARP1
protein-containing complex 4 BCL2, CASP9, CTNNB1, PARP1
intracellular membrane-bounded organelle 1 PTK2
postsynaptic density 1 CASP3
Single-pass type I membrane protein 1 ITGAM
extracellular region 2 ACLY, TNF
cytoplasmic side of plasma membrane 1 RHOA
Mitochondrion outer membrane 2 BCL2, BCL2L1
Single-pass membrane protein 2 BCL2, BCL2L1
mitochondrial outer membrane 2 BCL2, BCL2L1
Mitochondrion matrix 1 BCL2L1
mitochondrial matrix 1 BCL2L1
anchoring junction 1 PTK2
transcription regulator complex 3 CDK2, CTNNB1, PARP1
Cytoplasm, cytoskeleton, microtubule organizing center, centrosome 4 BCL2L1, CDK2, CDK6, PTK2
Cytoplasmic vesicle, secretory vesicle, synaptic vesicle membrane 1 BCL2L1
Nucleus membrane 3 BCL2, BCL2L1, CCND1
Bcl-2 family protein complex 2 BCL2, BCL2L1
nuclear membrane 3 BCL2, BCL2L1, CCND1
external side of plasma membrane 2 ITGAM, TNF
dendritic spine 2 PTK2, RHOA
Z disc 1 CTNNB1
beta-catenin destruction complex 1 CTNNB1
nucleolus 1 PARP1
Wnt signalosome 1 CTNNB1
midbody 1 RHOA
apical part of cell 1 CTNNB1
cell-cell junction 2 CTNNB1, PXN
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 RHOA
postsynaptic membrane 1 CTNNB1
Apical cell membrane 1 ABCB1
Cell projection, lamellipodium 1 RHOA
Cytoplasm, perinuclear region 1 PTK2
Membrane raft 2 ITGAM, TNF
pore complex 1 BCL2
Cell junction, focal adhesion 2 PTK2, PXN
Cytoplasm, cytoskeleton 3 CTNNB1, PTK2, PXN
focal adhesion 4 CTNNB1, PTK2, PXN, RHOA
Cell junction, adherens junction 1 CTNNB1
flotillin complex 1 CTNNB1
fascia adherens 1 CTNNB1
lateral plasma membrane 1 CTNNB1
ruffle 1 CDK6
ciliary basal body 1 PTK2
chromatin 1 PARP1
microtubule associated complex 1 PXN
cell projection 1 PTK2
phagocytic cup 1 TNF
cell periphery 2 CTNNB1, RHOA
Chromosome 1 PARP1
cytoskeleton 3 PTK2, PXN, RHOA
Cytoplasm, cytoskeleton, cilium basal body 2 CTNNB1, PTK2
Secreted, extracellular space 1 CASP7
Nucleus, nucleolus 1 PARP1
spindle pole 1 CTNNB1
nuclear replication fork 1 PARP1
chromosome, telomeric region 2 CDK2, PARP1
Cytoplasm, cell cortex 3 PTK2, PXN, RHOA
postsynaptic density, intracellular component 1 CTNNB1
microvillus membrane 1 CTNNB1
site of double-strand break 1 PARP1
nuclear envelope 2 CDK2, PARP1
Endomembrane system 1 CTNNB1
Cell projection, dendrite 1 RHOA
specific granule membrane 1 ITGAM
tertiary granule membrane 1 ITGAM
euchromatin 1 CTNNB1
myelin sheath 1 BCL2
stress fiber 2 PTK2, PXN
plasma membrane raft 1 ITGAM
ficolin-1-rich granule lumen 1 ACLY
secretory granule membrane 1 RHOA
transcription repressor complex 1 CCND1
male germ cell nucleus 1 CDK2
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
beta-catenin-TCF complex 1 CTNNB1
azurophil granule lumen 1 ACLY
apoptosome 1 CASP9
presynaptic active zone cytoplasmic component 1 CTNNB1
Cajal body 1 CDK2
protein-DNA complex 2 CTNNB1, PARP1
ficolin-1-rich granule membrane 1 RHOA
external side of apical plasma membrane 1 ABCB1
death-inducing signaling complex 1 CASP3
apical junction complex 1 RHOA
condensed chromosome 1 CDK2
catenin complex 1 CTNNB1
Nucleus, Cajal body 1 CDK2
X chromosome 1 CDK2
Y chromosome 1 CDK2
site of DNA damage 1 PARP1
integrin complex 1 ITGAM
cyclin-dependent protein kinase holoenzyme complex 3 CCND1, CDK2, CDK6
cyclin E1-CDK2 complex 1 CDK2
cyclin E2-CDK2 complex 1 CDK2
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
integrin alphaM-beta2 complex 1 ITGAM
[Poly [ADP-ribose] polymerase 1, processed N-terminus]: Chromosome 1 PARP1
[Poly [ADP-ribose] polymerase 1, processed C-terminus]: Cytoplasm 1 PARP1
BAD-BCL-2 complex 1 BCL2
cyclin D1-CDK4 complex 1 CCND1
beta-catenin-TCF7L2 complex 1 CTNNB1
cyclin A2-CDK2 complex 1 CDK2
cyclin D1-CDK6 complex 2 CCND1, CDK6
cyclin A1-CDK2 complex 1 CDK2
cyclin D3-CDK6 complex 1 CDK6
beta-catenin-ICAT complex 1 CTNNB1
Scrib-APC-beta-catenin complex 1 CTNNB1
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
caspase complex 1 CASP9
cyclin D2-CDK6 complex 1 CDK6
[Isoform Bcl-X(L)]: Mitochondrion inner membrane 1 BCL2L1
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Valentina Notarstefano, Michela Pisani, Massimo Bramucci, Luana Quassinti, Filippo Maggi, Lisa Vaccari, Marco Parlapiano, Elisabetta Giorgini, Paola Astolfi. A vibrational in vitro approach to evaluate the potential of monoolein nanoparticles as isofuranodiene carrier in MDA-MB 231 breast cancer cell line: New insights from Infrared and Raman microspectroscopies. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy. 2022 Mar; 269(?):120735. doi: 10.1016/j.saa.2021.120735. [PMID: 34923374]
  • Songyot Anuchapreeda, Nattakanwadee Khumpirapang, Kawinnat Rupitiwiriya, Leelawat Tho-Iam, Aroonchai Saiai, Siriporn Okonogi, Toyonobu Usuki. Cytotoxicity and inhibition of leukemic cell proliferation by sesquiterpenes from rhizomes of Mah-Lueang (Curcuma cf. viridiflora Roxb.). Bioorganic & medicinal chemistry letters. 2018 02; 28(3):410-414. doi: 10.1016/j.bmcl.2017.12.029. [PMID: 29274817]
  • Riccardo Petrelli, Farahnaz Ranjbarian, Stefano Dall'Acqua, Fabrizio Papa, Romilde Iannarelli, Stephane L Ngahang Kamte, Sauro Vittori, Giovanni Benelli, Filippo Maggi, Anders Hofer, Loredana Cappellacci. An overlooked horticultural crop, Smyrnium olusatrum, as a potential source of compounds effective against African trypanosomiasis. Parasitology international. 2017 Apr; 66(2):146-151. doi: 10.1016/j.parint.2017.01.001. [PMID: 28087440]
  • Ahmed M Mustafa, Filippo Maggi, Fabrizio Papa, Elif Kaya, Miris Dikmen, Yusuf Öztürk. Isofuranodiene: A neuritogenic compound isolated from wild celery (Smyrnium olusatrum L., Apiaceae). Food chemistry. 2016 Feb; 192(?):782-7. doi: 10.1016/j.foodchem.2015.07.079. [PMID: 26304411]
  • Wenping Li, Jingshan Shi, Fabrizio Papa, Filippo Maggi, Xiuping Chen. Isofuranodiene, the main volatile constituent of wild celery (Smyrnium olusatrum L.), protects d-galactosamin/lipopolysacchride-induced liver injury in rats. Natural product research. 2016; 30(10):1162-5. doi: 10.1080/14786419.2015.1041139. [PMID: 25978596]
  • Fabrizio Papa, Massimo Ricciutelli, Kevin Cianfaglione, Filippo Maggi. Isofuranodiene is the main volatile constituent of Smyrnium perfoliatum L. subsp. perfoliatum growing in central Italy. Natural product research. 2016; 30(3):345-9. doi: 10.1080/14786419.2015.1047777. [PMID: 26134598]
  • Baolian Wang, Shuang Yang, Li Sheng, Yan Li. Simultaneous quantification of curdione, furanodiene and germacrone in rabbit plasma using liquid chromatography-tandem mass spectrometry and its application to a pharmacokinetic study. Biomedical chromatography : BMC. 2015 Sep; 29(9):1393-8. doi: 10.1002/bmc.3436. [PMID: 25678109]
  • Luana Quassinti, Filippo Maggi, Luciano Barboni, Massimo Ricciutelli, Manuela Cortese, Fabrizio Papa, Chiara Garulli, Cristina Kalogris, Sauro Vittori, Massimo Bramucci. Wild celery (Smyrnium olusatrum L.) oil and isofuranodiene induce apoptosis in human colon carcinoma cells. Fitoterapia. 2014 Sep; 97(?):133-41. doi: 10.1016/j.fitote.2014.06.004. [PMID: 24924290]
  • Michela Buccioni, Diego Dal Ben, Catia Lambertucci, Filippo Maggi, Fabrizio Papa, Ajiroghene Thomas, Claudia Santinelli, Gabriella Marucci. Antiproliferative evaluation of isofuranodiene on breast and prostate cancer cell lines. TheScientificWorldJournal. 2014; 2014(?):264829. doi: 10.1155/2014/264829. [PMID: 24967427]
  • Li-Feng Zhang, Tao-Tao Lu, Shu-Qiu Zhang, Wen-Han Lin, Qing-Shan Li. Pharmacokinetics and tissue distribution of furanodiene W/O/W multiple emulsions in rats by a fast and sensitive HPLC-APCI-MS/MS method. Xenobiotica; the fate of foreign compounds in biological systems. 2013 Dec; 43(12):1095-102. doi: 10.3109/00498254.2013.793434. [PMID: 23638824]
  • Meng Chen, Yan Lou, Yaodong Wu, Zhaoke Meng, Liping Li, Lushan Yu, Su Zeng, Hui Zhou, Huidi Jiang. Characterization of in vivo and in vitro metabolites of furanodiene in rats by high performance liquid chromatography-electrospray ionization mass spectrometry and nuclear magnetic resonance spectra. Journal of pharmaceutical and biomedical analysis. 2013 Dec; 86(?):161-8. doi: 10.1016/j.jpba.2013.08.008. [PMID: 23998967]
  • Filippo Maggi, Luciano Barboni, Fabrizio Papa, Giovanni Caprioli, Massimo Ricciutelli, Gianni Sagratini, Sauro Vittori. A forgotten vegetable (Smyrnium olusatrum L., Apiaceae) as a rich source of isofuranodiene. Food chemistry. 2012 Dec; 135(4):2852-62. doi: 10.1016/j.foodchem.2012.07.027. [PMID: 22980882]
  • Lixia Pei, Sheng Liu, Jin Zheng, Xiuping Chen. A sensitive method for determination of furanodiene in rat plasma using liquid chromatography/tandem mass spectrometry and its application to a pharmacokinetic study. Biomedical chromatography : BMC. 2012 Jul; 26(7):826-32. doi: 10.1002/bmc.1736. [PMID: 22052715]
  • Bin Wu, Jun Chen, Haibin Qu, Yiyu Cheng. Complex sesquiterpenoids with tyrosinase inhibitory activity from the leaves of Chloranthus tianmushanensis. Journal of natural products. 2008 May; 71(5):877-80. doi: 10.1021/np070623r. [PMID: 18357995]
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