Prostratin (BioDeep_00000000615)

 

Secondary id: BioDeep_00000605779

natural product PANOMIX_OTCML-2023 PANOMIX_OTCML-2025


代谢物信息卡片


5H-CYCLOPROPA(3,4)BENZ(1,2-E)AZULEN-5-ONE, 9A-(ACETYLOXY)-1,1A,1B,4,4A,7A,7B,8,9,9A-DECAHYDRO-4A,7B-DIHYDROXY-3-(HYDROXYMETHYL)-1,1,6,8-TETRAMETHYL-, (1AR-(1A.ALPHA.,1B.BETA.,4A.BETA.,7A.ALPHA.,7B.ALPHA.,8.ALPHA.,9A.ALPHA.))-

  化学式: C22H30O6 (390.2042)
中文名称: 13-O-乙酰基-12-脱氧佛波醇
  谱图信息: 最多检出来源 Viridiplantae(otcml) 9.43%

Reviewed

Last reviewed on 2025-06-11.

Cite this Page

Prostratin. BioDeep Database v3. PANOMIX ltd, a top metabolomics service provider from China. https://query.biodeep.cn/s/prostratin (retrieved 2026-01-15) (BioDeep RN: BioDeep_00000000615). Licensed under the Attribution-Noncommercial 4.0 International License (CC BY-NC 4.0).

分子结构信息

SMILES: CC(=O)OC12CC(C)C3(O)C(C=C(CO)CC4(O)C(=O)C(C)=CC43)C1C2(C)C
InChI: InChI=1S/C22H30O6/c1-11-6-16-20(26,18(11)25)9-14(10-23)7-15-17-19(4,5)21(17,28-13(3)24)8-12(2)22(15,16)27/h6-7,12,15-17,23,26-27H,8-10H2,1-5H3


描述信息

Prostratin is a phorbol ester. It has a role as a metabolite.
Prostratin is a natural product found in Euphorbia fischeriana, Euphorbia triangularis, and other organisms with data available.
D009676 - Noxae > D002273 - Carcinogens > D010703 - Phorbol Esters
A natural product found in Euphorbia fischeriana.

同义名列表

21 个代谢物同义名

5H-CYCLOPROPA(3,4)BENZ(1,2-E)AZULEN-5-ONE, 9A-(ACETYLOXY)-1,1A,1B,4,4A,7A,7B,8,9,9A-DECAHYDRO-4A,7B-DIHYDROXY-3-(HYDROXYMETHYL)-1,1,6,8-TETRAMETHYL-, (1AR-(1A.ALPHA.,1B.BETA.,4A.BETA.,7A.ALPHA.,7B.ALPHA.,8.ALPHA.,9A.ALPHA.))-; 5H-CYCLOPROPA(3,4)BENZ(1,2-E)AZULEN-5-ONE, 9A-(ACETYLOXY)-1,1A,1B,4,4A,7A,7B,8,9,9A-DECAHYDRO-4A,7B-DIHYDROXY-3-(HYDROXYMETHYL)-1,1,6,8-TETRAMETHYL-, (1AR,1BS,4AR,7AS,7BR,8R,9AS)-; (1aR,1bS,4aR,7aS,7bR,8R,9aS)-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate; (1AR,1BS,4AR,7AS,7BR,8R,9AS)-9A-(ACETYLOXY)-1,1A,1B,4,4A,7A,7B,8,9,9A-DECAHYDRO-4A,7B-DIHYDROXY-3-(HYDROXYMETHYL)-1,1,6,8-TETRAMETHYL-5H-CYCLOPROPA(3,4)BENZ(1,2-E)AZULEN-5-ONE; (1aR,1bS,4aR,7aS,7bR,8R,9aS)-9a-(Acetyloxy)-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b-dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5H-cyclopropa[3,4]benz[1,2-e]azulen-5-one; 4a,7b-Dihydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5-oxo-1,1a,1b,4,4a,5,7a,7b,8,9-decahydro-9aH-cyclopropa[3,4]benzo[1,2-e]azulen-9a-yl acetate; [dihydroxy-(hydroxymethyl)-tetramethyl-oxo-[?]yl] acetate; 12-deoxyphorbol-13-acetate (prostratin); 13-O-ACETYL-12-DEOXYPHORBOL; BOJKFRKNLSCGHY-HXGSDTCMSA-N; 12-Deoxyphorbol-13-acetate; 12-deoxyphorbol 13-acetate; Prostratin, >=98\\% (HPLC); Stillingia Factor S7; SMP2_000144; Prostratin; KO94U6DIQ6; m/z 313 of diterpene esters (collected from 12-deoxyphorbol-13-acetate); CID 4962; [(1R,2S,6R,10S,11R,13S,15R)-1,6-dihydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyl-5-oxo-13-tetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dienyl] acetate; Prostratin, >=98% (HPLC)



数据库引用编号

19 个数据库交叉引用编号

分类词条

相关代谢途径

Reactome()

BioCyc()

PlantCyc()

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()

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 CCR5, CXCR4, HDAC9, ISG20, NFATC1, NFKB1, NFKBIA, ODC1, RELA, SIK3
Endoplasmic reticulum membrane 1 CD4
Nucleus 8 CDK9, FOS, HDAC9, ISG20, NFATC1, NFKB1, NFKBIA, RELA
cytosol 8 CD28, FOS, NFATC1, NFKB1, NFKBIA, ODC1, PRKCQ, RELA
nuclear body 1 NFATC1
nucleoplasm 8 CDK9, FOS, HDAC9, ISG20, NFATC1, NFKB1, NFKBIA, RELA
RNA polymerase II transcription regulator complex 1 FOS
Cell membrane 7 CCR5, CD28, CD4, CD8A, CXCR4, TNF, ULBP2
Multi-pass membrane protein 2 CCR5, CXCR4
cell junction 1 CXCR4
cell surface 5 CCR5, CD28, CXCR4, TNF, ULBP2
glutamatergic synapse 1 RELA
neuronal cell body 1 TNF
Lysosome 1 CXCR4
endosome 1 CCR5
plasma membrane 9 CCR5, CD28, CD4, CD8A, CXCR4, NFKBIA, PRKCQ, TNF, ULBP2
Membrane 3 CCR5, CDK9, CXCR4
extracellular exosome 1 CXCR4
endoplasmic reticulum 2 FOS, ULBP2
extracellular space 3 IL2, TNF, ULBP2
perinuclear region of cytoplasm 1 NFATC1
mitochondrion 1 NFKB1
protein-containing complex 1 CXCR4
intracellular membrane-bounded organelle 1 ULBP2
Single-pass type I membrane protein 2 CD4, CD8A
Secreted 2 IL2, ULBP2
extracellular region 5 CD8A, IL2, NFKB1, TNF, ULBP2
[Isoform 2]: Secreted 1 CD8A
anchoring junction 1 CXCR4
transcription regulator complex 4 HDAC9, NFATC1, NFKB1, RELA
centriolar satellite 1 PRKCQ
external side of plasma membrane 7 CCR5, CD28, CD4, CD8A, CXCR4, TNF, ULBP2
cytoplasmic vesicle 1 CXCR4
nucleolus 1 ISG20
sarcoplasm 1 NFATC1
Cytoplasm, P-body 1 ISG20
P-body 1 ISG20
Early endosome 2 CD4, CXCR4
recycling endosome 1 TNF
Single-pass type II membrane protein 1 TNF
Membrane raft 2 CD4, TNF
PML body 2 CDK9, ISG20
Late endosome 1 CXCR4
receptor complex 1 CD8A
chromatin 4 FOS, NFATC1, NFKB1, RELA
cell leading edge 1 CXCR4
phagocytic cup 1 TNF
cytoplasmic ribonucleoprotein granule 1 CDK9
Nucleus, nucleolus 1 ISG20
Lipid-anchor, GPI-anchor 1 ULBP2
plasma membrane raft 1 CD8A
secretory granule lumen 1 NFKB1
endoplasmic reticulum lumen 1 CD4
histone methyltransferase complex 1 HDAC9
nuclear matrix 1 FOS
specific granule lumen 1 NFKB1
histone deacetylase complex 1 HDAC9
transcription elongation factor complex 1 CDK9
immunological synapse 2 CD28, PRKCQ
aggresome 1 PRKCQ
clathrin-coated endocytic vesicle membrane 1 CD4
Cajal body 1 ISG20
protein-DNA complex 1 FOS
[Isoform 1]: Cell membrane 1 CD8A
cyclin/CDK positive transcription elongation factor complex 1 CDK9
P-TEFb complex 1 CDK9
Nucleus, Cajal body 1 ISG20
transcription factor AP-1 complex 1 FOS
[Tumor necrosis factor, soluble form]: Secreted 1 TNF
T cell receptor complex 2 CD4, CD8A
[Isoform 3]: Cell surface 1 CD28
protein complex involved in cell adhesion 1 CD28
[Nuclear factor NF-kappa-B p105 subunit]: Cytoplasm 1 NFKB1
[Nuclear factor NF-kappa-B p50 subunit]: Nucleus 1 NFKB1
I-kappaB/NF-kappaB complex 2 NFKB1, NFKBIA
NF-kappaB p50/p65 complex 2 NFKB1, RELA
NF-kappaB complex 1 RELA
[C-domain 2]: Secreted 1 TNF
[Tumor necrosis factor, membrane form]: Membrane 1 TNF
[C-domain 1]: Secreted 1 TNF


文献列表

  • Jiaming Zhang, Jiayi Liu, Hongdi Li, Juan Hua, Shihong Luo. Esterification with a Long-Chain Fatty Acid Elevates the Exposure Toxicity of Tigliane Diterpenoids from Euphorbia fischeriana Roots against Nematodes. Journal of agricultural and food chemistry. 2023 Aug; 71(34):12730-12740. doi: 10.1021/acs.jafc.3c03460. [PMID: 37599642]
  • Shi-Fei Li, Xue Liang, Xing-Kang Wu, Xiang Gao, Li-Wei Zhang. Discovering the Mechanisms of Wikstroelide E as a Potential HIV-Latency-Reversing Agent by Transcriptome Profiling. Journal of natural products. 2021 04; 84(4):1022-1033. doi: 10.1021/acs.jnatprod.0c01039. [PMID: 33721994]
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  • Qiang Jiang, Kai Li, Wen-Jing Lu, Shuang Li, Xin Chen, Xi-Juan Liu, Jie Yuan, Qiurong Ding, Feng Lan, Shi-Qing Cai. Identification of small-molecule ion channel modulators in C. elegans channelopathy models. Nature communications. 2018 09; 9(1):3941. doi: 10.1038/s41467-018-06514-5. [PMID: 30258187]
  • Khumoekae Richard, David E Williams, E Dilip de Silva, Mark A Brockman, Zabrina L Brumme, Raymond J Andersen, Ian Tietjen. Identification of Novel HIV-1 Latency-Reversing Agents from a Library of Marine Natural Products. Viruses. 2018 06; 10(7):. doi: 10.3390/v10070348. [PMID: 29954099]
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  • Chun-Jie Wang, Qiu-Long Yan, Yu-Fang Ma, Cheng-Peng Sun, Chang-Ming Chen, Xiang-Ge Tian, Xiu-Yan Han, Chao Wang, Sa Deng, Xiao-Chi Ma. ent-Abietane and Tigliane Diterpenoids from the Roots of Euphorbia fischeriana and Their Inhibitory Effects against Mycobacterium smegmatis. Journal of natural products. 2017 05; 80(5):1248-1254. doi: 10.1021/acs.jnatprod.6b00786. [PMID: 28383891]
  • Steven M Ryckbosch, Paul A Wender, Vijay S Pande. Molecular dynamics simulations reveal ligand-controlled positioning of a peripheral protein complex in membranes. Nature communications. 2017 02; 8(1):6. doi: 10.1038/s41467-016-0015-8. [PMID: 28232750]
  • Ju-Ying Tsai, Dóra Rédei, Peter Forgo, Yu Li, Andrea Vasas, Judit Hohmann, Chin-Chung Wu. Isolation of Phorbol Esters from Euphorbia grandicornis and Evaluation of Protein Kinase C- and Human Platelet-Activating Effects of Euphorbiaceae Diterpenes. Journal of natural products. 2016 10; 79(10):2658-2666. doi: 10.1021/acs.jnatprod.6b00603. [PMID: 27731641]
  • Prajit Limsirichai, Thomas Gaj, David V Schaffer. CRISPR-mediated Activation of Latent HIV-1 Expression. Molecular therapy : the journal of the American Society of Gene Therapy. 2016 Mar; 24(3):499-507. doi: 10.1038/mt.2015.213. [PMID: 26607397]
  • Xiaoyan Pan, Mingjiao Zhang, Xiaoyun Zeng, Jian Lin, Lin Li, Minmin Li, Wei Zhao. [Euphorbia fischeriana extract reactivates latent HIV through nuclear factor-κB pathway]. Nan fang yi ke da xue xue bao = Journal of Southern Medical University. 2015 Nov; 35(11):1614-8. doi: . [PMID: 26607086]
  • Gregory M Laird, C Korin Bullen, Daniel I S Rosenbloom, Alyssa R Martin, Alison L Hill, Christine M Durand, Janet D Siliciano, Robert F Siliciano. Ex vivo analysis identifies effective HIV-1 latency-reversing drug combinations. The Journal of clinical investigation. 2015 May; 125(5):1901-12. doi: 10.1172/jci80142. [PMID: 25822022]
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