Taraxerol (BioDeep_00000323695)

Main id: BioDeep_00000000540

 

PANOMIX_OTCML-2023 natural product


代谢物信息卡片


(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol

化学式: C30H50O (426.3861)
中文名称: 蒲公英赛醇
谱图信息: 最多检出来源 () 0%

分子结构信息

SMILES: CC1(C)CCC2(C)C=CC3(C)C4CCC5C(CCC(O)C5(C)C)C4(C)CCC3(C)C2C1
InChI: InChI=1S/C30H50O/c1-25(2)17-18-27(5)13-9-21-29(7)14-10-20-26(3,4)24(31)12-16-28(20,6)22(29)11-15-30(21,8)23(27)19-25/h9,20,22-24,31H,10-19H2,1-8H3/t20-,22+,23+,24-,27-,28-,29-,30+/m0/s1

描述信息

Taraxerol is a pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15. It has a role as a metabolite. It is a pentacyclic triterpenoid and a secondary alcohol.
Taraxerol is a natural product found in Diospyros morrisiana, Liatris acidota, and other organisms with data available.
See also: Myrica cerifera root bark (part of).
A pentacyclic triterpenoid that is oleanan-3-ol lacking the methyl group at position 14, with an alpha-methyl substituent at position 13 and a double bond between positions 14 and 15.

同义名列表

24 个代谢物同义名

(3S,4aR,6aR,8aR,12aR,12bS,14aR,14bR)-4,4,6a,8a,11,11,12b,14b-octamethyl-1,2,3,4,4a,5,6,6a,8,8a,9,10,11,12,12a,12b,13,14,14a,14b-icosahydropicen-3-ol; (3S,4aR,6aR,6aS,8aR,12aR,14aR,14bR)-4,4,6a,6a,8a,11,11,14b-octamethyl-1,2,3,4a,5,6,8,9,10,12,12a,13,14,14a-tetradecahydropicen-3-ol; 27-NOROLEAN-14-EN-3-OL, 13-METHYL-, (3.BETA.,13.ALPHA.)-; 27-Norolean-14-en-3-ol, 13-methyl-, (3beta,13alpha)-; 27-Norolean-14-en-3-ol,13-methyl-, (3b,13a)-; 3beta-Taraxerol, analytical standard; (3.BETA.)-D-FRIEDOOLEAN-14-EN-3-OL; D-Friedoolean-14-en-3-ol, (3beta)-; (3beta)-D-friedoolean-14-en-3-ol; D-friedoolean-14-en-3 beta-ol; D-Friedoolean-14-en-3beta-ol; ISOOLEAN-14-EN-3.BETA.-OL; ISOOLEAN-14-EN-3beta-OL; 3beta-taraxerol; TARAXEROL [MI]; Taraxerol; skimmiol; tiliadin; alnulin; ZINC04082498; 22076-46-6; 127-22-0; C08637; Taraxerol



数据库引用编号

22 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome(0)

BioCyc(1)

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)

761 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 10 AKT1, ALB, ANXA5, BCL2, IRS1, MAPK3, PIK3CA, PRKAA2, PTGS2, TAB1
Peripheral membrane protein 5 ACHE, ANXA5, CYP1B1, PTGS2, TAB1
Endosome membrane 1 TAB1
Endoplasmic reticulum membrane 5 BCL2, CYP1B1, FDFT1, PTGS2, TAB1
Nucleus 8 ACHE, AKT1, ALB, BCL2, IRS1, MAPK3, PARP1, PRKAA2
cytosol 11 AKT1, ALB, ANXA5, BCL2, IRS1, MAPK3, PARP1, PIK3CA, PRKAA2, SLC2A4, TAB1
dendrite 1 PRKAA2
nuclear body 1 PARP1
trans-Golgi network 1 SLC2A4
centrosome 1 ALB
nucleoplasm 5 AKT1, IRS1, MAPK3, PARP1, PRKAA2
Cell membrane 4 ACHE, AKT1, SLC2A4, TNF
Cytoplasmic side 1 TAB1
lamellipodium 2 AKT1, PIK3CA
Multi-pass membrane protein 2 FDFT1, SLC2A4
Synapse 1 ACHE
cell cortex 1 AKT1
cell surface 2 ACHE, TNF
glutamatergic synapse 2 AKT1, MAPK3
Golgi apparatus 4 ACHE, ALB, MAPK3, PRKAA2
Golgi membrane 1 INS
lysosomal membrane 1 EGF
neuromuscular junction 1 ACHE
neuronal cell body 2 PRKAA2, TNF
postsynapse 1 AKT1
sarcolemma 2 ANXA5, SLC2A4
Cytoplasm, cytosol 2 PARP1, TAB1
Presynapse 1 SLC2A4
plasma membrane 10 ACHE, AKT1, BCHE, EGF, IRS1, MAPK3, MUC5AC, PIK3CA, SLC2A4, TNF
Membrane 10 ACHE, AKT1, ANXA5, BCL2, CYP1B1, EGF, FDFT1, PARP1, PRKAA2, SLC2A4
axon 1 PRKAA2
caveola 3 IRS1, MAPK3, PTGS2
extracellular exosome 5 ALB, ANXA5, EGF, MUC5AC, SLC2A4
endoplasmic reticulum 5 ALB, BCL2, FDFT1, PTGS2, TAB1
extracellular space 7 ACHE, ALB, BCHE, EGF, INS, MUC5AC, TNF
perinuclear region of cytoplasm 3 ACHE, PIK3CA, SLC2A4
intercalated disc 1 PIK3CA
mitochondrion 4 BCL2, CYP1B1, MAPK3, PARP1
protein-containing complex 6 AKT1, ALB, BCL2, PARP1, PTGS2, TAB1
intracellular membrane-bounded organelle 2 CYP1B1, IRS1
Microsome membrane 2 CYP1B1, PTGS2
Secreted 5 ACHE, ALB, BCHE, INS, MUC5AC
extracellular region 8 ACHE, ALB, ANXA5, BCHE, EGF, INS, MUC5AC, TNF
Mitochondrion outer membrane 1 BCL2
Single-pass membrane protein 1 BCL2
mitochondrial outer membrane 1 BCL2
Extracellular side 1 ACHE
anchoring junction 1 ALB
transcription regulator complex 1 PARP1
Nucleus membrane 1 BCL2
Bcl-2 family protein complex 1 BCL2
nuclear membrane 1 BCL2
external side of plasma membrane 3 ANXA5, SLC2A4, TNF
multivesicular body 1 SLC2A4
T-tubule 1 SLC2A4
microtubule cytoskeleton 1 AKT1
nucleolus 1 PARP1
Early endosome 1 MAPK3
cell-cell junction 1 AKT1
clathrin-coated pit 1 SLC2A4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
vesicle 1 AKT1
Cytoplasm, perinuclear region 1 SLC2A4
Membrane raft 2 SLC2A4, TNF
pore complex 1 BCL2
Cell junction, focal adhesion 1 MAPK3
focal adhesion 2 ANXA5, MAPK3
spindle 1 AKT1
extracellular matrix 1 MUC5AC
basement membrane 1 ACHE
sarcoplasmic reticulum 1 SLC2A4
Mitochondrion intermembrane space 1 AKT1
mitochondrial intermembrane space 1 AKT1
collagen-containing extracellular matrix 1 ANXA5
nuclear speck 2 PRKAA2, TAB1
Nucleus inner membrane 1 PTGS2
Nucleus outer membrane 1 PTGS2
nuclear inner membrane 1 PTGS2
nuclear outer membrane 1 PTGS2
Late endosome 1 MAPK3
Zymogen granule membrane 1 ANXA5
neuron projection 1 PTGS2
ciliary basal body 2 AKT1, ALB
chromatin 1 PARP1
phagocytic cup 1 TNF
Chromosome 1 PARP1
cytoskeleton 1 MAPK3
centriole 1 ALB
Nucleus, nucleolus 1 PARP1
spindle pole 1 ALB
nuclear replication fork 1 PARP1
chromosome, telomeric region 1 PARP1
blood microparticle 2 ALB, BCHE
Lipid-anchor, GPI-anchor 1 ACHE
site of double-strand break 1 PARP1
nuclear envelope 2 MAPK3, PARP1
Endomembrane system 1 SLC2A4
endosome lumen 1 INS
Membrane, caveola 1 MAPK3
Cytoplasmic vesicle membrane 1 SLC2A4
cytoplasmic stress granule 1 PRKAA2
side of membrane 1 ACHE
myelin sheath 1 BCL2
pseudopodium 1 MAPK3
clathrin-coated vesicle 1 SLC2A4
trans-Golgi network transport vesicle 1 SLC2A4
secretory granule lumen 1 INS
Golgi lumen 2 INS, MUC5AC
endoplasmic reticulum lumen 5 ALB, BCHE, INS, MAPK3, PTGS2
platelet alpha granule lumen 2 ALB, EGF
phosphatidylinositol 3-kinase complex 1 PIK3CA
phosphatidylinositol 3-kinase complex, class IA 1 PIK3CA
transport vesicle 1 INS
Endoplasmic reticulum-Golgi intermediate compartment membrane 1 INS
nuclear envelope lumen 1 BCHE
vesicle membrane 2 ANXA5, SLC2A4
clathrin-coated endocytic vesicle membrane 1 EGF
synaptic cleft 1 ACHE
protein-DNA complex 1 PARP1
nucleotide-activated protein kinase complex 1 PRKAA2
mucus layer 1 MUC5AC
site of DNA damage 1 PARP1
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
insulin receptor complex 1 IRS1
endothelial microparticle 1 ANXA5
[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
insulin-responsive compartment 1 SLC2A4
[Isoform H]: Cell membrane 1 ACHE
phosphatidylinositol 3-kinase complex, class IB 1 PIK3CA
ciliary transition fiber 1 ALB
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Elek Ferencz, Gabriella Spengler, István Zupkó, Martin Vollár, Zoltán Péter Zomborszki, Norbert Kúsz, Judit Hohmann, Balázs Kovács, Dezső Csupor, Eszter Laczkó-Zöld, Boglárka Csupor-Löffler. Isolation of compounds from the roots of Ambrosia artemisiifolia and their effects on human cancer cell lines. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2023 Apr; ?(?):. doi: 10.1515/znc-2022-0239. [PMID: 37029666]
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  • Yu-Ting Xia, Yu-Qin Zhang, Lu Chen, Liangliang Min, Da Huang, Yulu Zhang, Cong Li, Zhi-Hua Li. Suppression of migration and invasion by taraxerol in the triple-negative breast cancer cell line MDA-MB-231 via the ERK/Slug axis. PloS one. 2023; 18(9):e0291693. doi: 10.1371/journal.pone.0291693. [PMID: 37751436]
  • Mariachiara Spennato, Ottavia Maria Roggero, Simona Varriale, Fioretta Asaro, Angelo Cortesi, Jan Kašpar, Enrico Tongiorgi, Cinzia Pezzella, Lucia Gardossi. Neuroprotective Properties of Cardoon Leaves Extracts against Neurodevelopmental Deficits in an In Vitro Model of Rett Syndrome Depend on the Extraction Method and Harvest Time. Molecules (Basel, Switzerland). 2022 Dec; 27(24):. doi: 10.3390/molecules27248772. [PMID: 36557905]
  • Jinxiu Tan, Chuanbo Zhang, Huihui Pai, Wenyu Lu. Heterologous biosynthesis of taraxerol by engineered Saccharomyces cerevisiae. FEMS microbiology letters. 2022 08; 369(1):. doi: 10.1093/femsle/fnac070. [PMID: 35896500]
  • Bingjie Huo, Yanru Song, Bibo Tan, Jianbo Li, Jie Zhang, Fengbin Zhang, Liang Chang. Research on the mechanisms of taraxerol for the treatment of gastric cancer effect based on network pharmacology. International journal of immunopathology and pharmacology. 2022 Jan; 36(?):20587384211063962. doi: 10.1177/20587384211063962. [PMID: 34986036]
  • Thanh-Nha Tran, Jirapast Sichaem, Van-Kieu Nguyen, Warinthorn Chavasiri, Nakorn Niamnont, Jongkolnee Jongaramruong, Thuc-Huy Duong. A new ent-atisane diterpenoid from the aerial parts of Euphorbia antiquorum L. Natural product research. 2021 Jan; 35(2):312-317. doi: 10.1080/14786419.2019.1629917. [PMID: 31204498]
  • Dao Duc Thien, Tran Duc Dai, Nguyen Hoang Sa, NguyenThi Lieu, Trinh Thi Thuy, Nguyen Thi Hoang Anh, Tran Duc Quan, Le Quoc Thang, Domenico V Delfino, Nguyen Thanh Tam. A new oleanane triterpene from the leaves of Ficus hirta. Natural product research. 2019 Nov; 33(21):3065-3069. doi: 10.1080/14786419.2018.1517122. [PMID: 30398364]
  • Jung Yeon Han, Hye-Jeong Jo, Eun Kyung Kwon, Yong Eui Choi. Cloning and Characterization of Oxidosqualene Cyclases Involved in Taraxasterol, Taraxerol and Bauerenol Triterpene Biosynthesis in Taraxacum coreanum. Plant & cell physiology. 2019 Jul; 60(7):1595-1603. doi: 10.1093/pcp/pcz062. [PMID: 31020326]
  • Talita Elisa Berté, Ana Paula Dalmagro, Priscila Laiz Zimath, Ana Elisa Gonçalves, Christiane Meyre-Silva, Cristiani Bürger, Carla J Weber, Diogo Adolfo Dos Santos, Valdir Cechinel-Filho, Márcia M de Souza. Taraxerol as a possible therapeutic agent on memory impairments and Alzheimer's disease: Effects against scopolamine and streptozotocin-induced cognitive dysfunctions. Steroids. 2018 04; 132(?):5-11. doi: 10.1016/j.steroids.2018.01.002. [PMID: 29355563]
  • Ritu Khanra, Niloy Bhattacharjee, Tarun K Dua, Ashis Nandy, Achintya Saha, Jatin Kalita, Prasenjit Manna, Saikat Dewanjee. Taraxerol, a pentacyclic triterpenoid, from Abroma augusta leaf attenuates diabetic nephropathy in type 2 diabetic rats. Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie. 2017 Oct; 94(?):726-741. doi: 10.1016/j.biopha.2017.07.112. [PMID: 28802226]
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  • Kiran Sharma, Rasheeduz Zafar. Optimization of methyl jasmonate and β-cyclodextrin for enhanced production of taraxerol and taraxasterol in (Taraxacum officinale Weber) cultures. Plant physiology and biochemistry : PPB. 2016 Jun; 103(?):24-30. doi: 10.1016/j.plaphy.2016.02.029. [PMID: 26950922]
  • Patrick Y Ango, Deccaux W F G Kapche, Ghislain W Fotso, Christian D Fozing, Elizabeth M O Yeboah, Renameditswe Mapitse, Ibrahim Demirtas, Bonaventure T Ngadjui, Samuel O Yeboah. Thonningiiflavanonol A and thonningiiflavanonol B, two novel flavonoids, and other constituents of Ficus thonningii Blume (Moraceae). Zeitschrift fur Naturforschung. C, Journal of biosciences. 2016 Mar; 71(3-4):65-71. doi: 10.1515/znc-2015-0147. [PMID: 26959540]
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  • K N Sangeetha, K Shilpa, P Jyothi Kumari, B S Lakshmi. Reversal of dexamethasone induced insulin resistance in 3T3L1 adipocytes by 3β-taraxerol of Mangifera indica. Phytomedicine : international journal of phytotherapy and phytopharmacology. 2013 Feb; 20(3-4):213-20. doi: 10.1016/j.phymed.2012.10.011. [PMID: 23219340]
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  • Boglárka Csupor-Löffler, Zsuzsanna Hajdú, István Zupkó, Judit Molnár, Peter Forgo, Andrea Vasas, Zoltán Kele, Judit Hohmann. Antiproliferative constituents of the roots of Conyza canadensis. Planta medica. 2011 Jul; 77(11):1183-8. doi: 10.1055/s-0030-1270714. [PMID: 21294076]
  • Bao Tan, Hai-lian Shi, Guang Ji, Jian-qun Xie. [Effects of taraxerol and taraxerol acetate on cell cycle and apoptosis of human gastric epithelial cell line AGS]. Zhong xi yi jie he xue bao = Journal of Chinese integrative medicine. 2011 Jun; 9(6):638-42. doi: 10.3736/jcim20110610. [PMID: 21669168]
  • Yong-Sheng Chen, Jie-Ming Xie, Hong Yao, Xiao-Yan Lin, Yong-Hong Zhang. [Studies on the triterpenoids of Vitex trifolia]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2010 Jun; 33(6):908-10. doi: ". [PMID: 21049612]
  • Kadapakkam Nandabalan Sangeetha, Sundaresan Sujatha, Velusamy Shanmuganathan Muthusamy, Singaravel Anand, Nirmal Nithya, Devadasan Velmurugan, Arun Balakrishnan, Baddireddi Subhadra Lakshmi. 3beta-taraxerol of Mangifera indica, a PI3K dependent dual activator of glucose transport and glycogen synthesis in 3T3-L1 adipocytes. Biochimica et biophysica acta. 2010 Mar; 1800(3):359-66. doi: 10.1016/j.bbagen.2009.12.002. [PMID: 20026188]
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  • Chun-yong Jiang, Shu-zhen Mu, Bin Deng, Yong-hui Ge, Jian-xin Zhang, Xiao-jiang Hao. [Studies on the chemical constituents from Euphorbia chrysocoma]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2009 Sep; 32(9):1390-2. doi: . [PMID: 20034213]
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  • Shuai Li, Yan Shi, Xiao-Ya Shang, Bao-Song Cui, Yi Yuan, Xiao-Guang Chen, Yong-Chun Yang, Jian-Gong Shi. Triterpenoids from the roots of Pterospermum heterophyllum Hance. Journal of Asian natural products research. 2009 Jul; 11(7):652-7. doi: 10.1080/10286020902964248. [PMID: 20183302]
  • Bernd R T Simoneit, Yunping Xu, Renato R Neto, Joshua B Cloutier, Rudolf Jaffé. Photochemical alteration of 3-oxygenated triterpenoids: implications for the origin of 3,4-seco-triterpenoids in sediments. Chemosphere. 2009 Jan; 74(4):543-50. doi: 10.1016/j.chemosphere.2008.09.080. [PMID: 19022472]
  • Chuan-Chung Tsao, Yuh-Chiang Shen, Chung-Ren Su, Chia-Ying Li, Meei-Jen Liou, Nguyen-Xuan Dung, Tian-Shung Wu. New diterpenoids and the bioactivity of Erythrophleum fordii. Bioorganic & medicinal chemistry. 2008 Nov; 16(22):9867-70. doi: 10.1016/j.bmc.2008.09.021. [PMID: 18926710]
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  • Jian Wei, Hai-yan Zhu, De-feng Shen, Bo Yang, Xiao-sheng Yang. [Studies on the chemical constituents of Vaccinium iteophyllum]. Zhong yao cai = Zhongyaocai = Journal of Chinese medicinal materials. 2007 Jan; 30(1):47-9. doi: ". [PMID: 17539303]
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