Phorbol (BioDeep_00000000402)
PANOMIX_OTCML-2023 Volatile Flavor Compounds natural product
代谢物信息卡片
化学式: C20H28O6 (364.1885788)
中文名称: 佛波, 佛波醇, 伏波醇
谱图信息:
最多检出来源 Viridiplantae(plant) 0.3%
分子结构信息
SMILES: CC1=CC2C(O)(CC(CO)=CC3C4C(C)(C)C4(O)C(O)C(C)C32O)C1=O
InChI: InChI=1S/C20H28O6/c1-9-5-13-18(24,15(9)22)7-11(8-21)6-12-14-17(3,4)20(14,26)16(23)10(2)19(12,13)25/h5-6,10,12-14,16,21,23-26H,7-8H2,1-4H3
描述信息
Phorbol is a white solid. (NTP, 1992)
Phorbol is a diterpenoid with the structure of tigliane hydroxylated at C-4, -9, -12(beta), -13 and -20, with an oxo group at C-3 and unsaturation at the 1- and 6-positions. It is a tetracyclic diterpenoid, an enone, a cyclic ketone, a tertiary alcohol and a tertiary alpha-hydroxy ketone. It derives from a hydride of a tigliane.
Phorbol is a natural product found in Euphorbia tirucalli, Croton tiglium, and Rehmannia glutinosa with data available.
Phorbol is a natural, plant-derived organic compound. It is a member of the tigliane family of diterpenes. Phorbol was first isolated in 1934 as the hydrolysis product of croton oil, which is derived from the seeds of the purging croton, Croton tiglium. The structure of phorbol was determined in 1967. It is very soluble in most polar organic solvents, as well as in water.
Phorbol is a highly toxic diterpene, whose esters have important biological properties.
Phorbol is a highly toxic diterpene, whose esters have important biological properties.
同义名列表
37 个代谢物同义名
1,1a,1b,4,4a,7a,7b,8,9,9a-Decahydro-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-5H-cyclopropa(3,4)benz(1,2-e)azulen-5-one (1aR-(1aalpha,1bbeta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-; 5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,6,8-tetramethyl-, (1aR-(1aalpha,1beta,4abeta,7aalpha,7balpha,8alpha,9beta,9aalpha))-; 5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a-beta,1b-alpha,4,4a,7a-beta,7b,8,9,9a-decahydro-4a-alpha,7b-alpha,9-beta,9a-alpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-alpha-tetramethyl-; 5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1aalpha,1bbeta,4,4a,7aalpha,7b,8,9,9a-decahydro-4abeta,7balpha,9beta,9a alpha-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8alpha-tetramethyl-, (+)-; 5H-Cyclopropa(3,4)benz(1,2-e)azulen-5-one, 1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-, (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-; 5H-Cyclopropa[3,4]benz[1,2-e]azulen-5-one,1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-,(1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-; (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9,9a-tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-1,1a,1b,4,4a,7a,7b,8,9,9a-decahydro-5H-cyclopropa[3,4]benzo[1,2-e]azulen-5-one; (1aR,1bS,4aR,7aS,7bS,8R,9R,9aS)-4a,7b,9,9a-Tetrahydroxy-3-(hydroxymethyl)-1,1,6,8-tetramethyl-1b,4,4a,7a,7b,8,9,9a-octahydro-1H-cyclopropa[3,4]benzo[1,2-e]azulen-5(1aH)-one; (1AR,1BS,4AR,7AS,7BS,8R,9R,9AS)-1,1A,1B,4,4A,7A,7B,8,9,9A-DECAHYDRO-4A,7B,9,9A-TETRAHYDROXY-3-(HYDROXYMETHYL)-1,1,6,8-TETRAMETHYL-5H-CYCLOPROPA(3,4)BENZ(1,2-E)AZULEN-5-ONE; (1S,2S,6R,10S,11R,13S,14R,15R)-1,6,13,14-tetrahydroxy-8-(hydroxymethyl)-4,12,12,15-tetramethyltetracyclo[8.5.0.02,6.011,13]pentadeca-3,8-dien-5-one; phorbol, (1aR-(1aalpha,1bbeta,4aalpha,7aalpha,7balpha,8alpha,9beta,9bbeta))-isomer; 4beta,9alpha,12beta,13alpha,20-Pentahydroxytiglia-1,6-dien-3-one; 5-[2-(DIETHYLAMINO)ETHYL]-3-PHENYL-1,2,4-OXADIAZOLECITRATESALT; 4,9,12-beta,13,20-Pentahydroxy-1,6-tigliadien-3-on; 4,9,12beta,13,20-pentahydroxytiglia-1,6-dien-3-one; 4,9,12beta,13,20-pentahydroxy-1,6-tigliadien-3-on; tetrahydroxy-(hydroxymethyl)-tetramethyl-[?]one; QGVLYPPODPLXMB-UBTYZVCOSA-N; 4-.beta.-Phorbol; 4-alpha-phorbol; UNII-XUZ76S9127; PHORBOL [HSDB]; 4alpha-phorbol; 4-beta-Phorbol; 4.b.-Phorbol; PHORBOL [MI]; beta-phorbol; (+)-phorbol; SMP2_000151; XUZ76S9127; isophorbol; 4b-phorbol; 1ST174301; 4-Phorbol; Phorbol; 4β-Phorbol; Phorbol
数据库引用编号
22 个数据库交叉引用编号
- ChEBI: CHEBI:8116
- KEGG: C09155
- PubChem: 290670
- PubChem: 442070
- Metlin: METLIN41249
- ChEMBL: CHEMBL124518
- Wikipedia: Phorbol
- LipidMAPS: LMPR0104330001
- MeSH: phorbol
- ChemIDplus: 0017673255
- KNApSAcK: C00003465
- chemspider: 390610
- CAS: 26241-63-4
- CAS: 17673-25-5
- medchemexpress: HY-N2147
- PMhub: MS000020497
- PubChem: 11347
- 3DMET: B02725
- NIKKAJI: J9.694F
- KNApSAcK: 8116
- LOTUS: LTS0183626
- LOTUS: LTS0084490
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)
33 个相关的物种来源信息
- 100370 - Croton: LTS0084490
- 100370 - Croton: LTS0183626
- 497687 - Croton tiglium:
- 497687 - Croton tiglium: 10.1002/HLCA.19420250315
- 497687 - Croton tiglium: 10.1111/J.1600-0773.1983.TB01122.X
- 497687 - Croton tiglium: LTS0084490
- 497687 - Croton tiglium: LTS0183626
- 497687 - Croton tiglium L.: -
- 2759 - Eukaryota: LTS0084490
- 2759 - Eukaryota: LTS0183626
- 3990 - Euphorbia: LTS0183626
- 142860 - Euphorbia tirucalli: 10.1515/ZNC-1985-9-1008
- 142860 - Euphorbia tirucalli: LTS0183626
- 3977 - Euphorbiaceae: LTS0084490
- 3977 - Euphorbiaceae: LTS0183626
- 43298 - Gnidia: LTS0183626
- 2979313 - Gnidia chrysantha: LTS0183626
- 3398 - Magnoliopsida: LTS0084490
- 3398 - Magnoliopsida: LTS0183626
- 91896 - Orobanchaceae: LTS0183626
- 33090 - Plants: -
- 99299 - Rehmannia: LTS0183626
- 99300 - Rehmannia glutinosa: 10.1371/JOURNAL.PONE.0028806
- 99300 - Rehmannia glutinosa: LTS0183626
- 28980 - Sequoia sempervirens: -
- 35493 - Streptophyta: LTS0084490
- 35493 - Streptophyta: LTS0183626
- 39987 - Thymelaeaceae: LTS0183626
- 58023 - Tracheophyta: LTS0084490
- 58023 - Tracheophyta: LTS0183626
- 33090 - Viridiplantae: LTS0084490
- 33090 - Viridiplantae: LTS0183626
- 33090 - 巴豆: -
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
- Jie-Ping Fan, Ban-Tian He, Yi Gao, Chun-Fang Xie, Hui-Ping Chen, Hai-Long Peng. Biphasic alcoholysis coupled with high-speed countercurrent chromatography for high performance on separating phorbol from Croton tiglium Linn extracts.
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Planta medica.
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The Journal of biological chemistry.
2012 Mar; 287(14):11516-25. doi:
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Investigative ophthalmology & visual science.
2012 Mar; 53(3):1492-8. doi:
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Cardiovascular research.
2012 Mar; 93(4):633-44. doi:
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The Biochemical journal.
2012 Mar; 442(3):681-92. doi:
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Bioorganic & medicinal chemistry letters.
2012 Mar; 22(6):2318-20. doi:
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Fitoterapia.
2012 Mar; 83(2):402-7. doi:
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Phytotherapy research : PTR.
2012 Feb; 26(2):168-73. doi:
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Inflammation.
2012 Feb; 35(1):192-205. doi:
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Journal of medicinal food.
2012 Feb; 15(2):200-5. doi:
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Annals of allergy, asthma & immunology : official publication of the American College of Allergy, Asthma, & Immunology.
2012 Feb; 108(2):113-6. doi:
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International journal of molecular medicine.
2012 Feb; 29(2):303-10. doi:
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Neuroscience.
2012 Jan; 201(?):34-45. doi:
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Journal of ethnopharmacology.
2012 Jan; 139(1):136-41. doi:
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PloS one.
2012; 7(1):e30014. doi:
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PloS one.
2012; 7(2):e32424. doi:
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Animal science journal = Nihon chikusan Gakkaiho.
2012 Jan; 83(1):68-76. doi:
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PPAR research.
2012; 2012(?):529035. doi:
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PloS one.
2012; 7(1):e28916. doi:
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Oncology reports.
2012 Jan; 27(1):17-27. doi:
10.3892/or.2011.1471
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PloS one.
2012; 7(1):e30552. doi:
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PloS one.
2012; 7(5):e36416. doi:
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International journal of molecular sciences.
2012; 13(1):628-650. doi:
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. [PMID: 22312276] - Marc Freichel, Julia Almering, Volodymyr Tsvilovskyy. The Role of TRP Proteins in Mast Cells.
Frontiers in immunology.
2012; 3(?):150. doi:
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Frontiers in pharmacology.
2012; 3(?):25. doi:
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PloS one.
2012; 7(10):e47030. doi:
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Evidence-based complementary and alternative medicine : eCAM.
2012; 2012(?):808979. doi:
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Cholesterol.
2012; 2012(?):610741. doi:
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PloS one.
2012; 7(2):e30409. doi:
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Asian Pacific journal of tropical medicine.
2012 Jan; 5(1):33-6. doi:
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Hepatology (Baltimore, Md.).
2012 Jan; 55(1):277-86. doi:
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Frontiers in oncology.
2012; 2(?):58. doi:
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PloS one.
2012; 7(3):e33376. doi:
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BMC genomics.
2011 Dec; 12(?):600. doi:
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Neurochemistry international.
2011 Dec; 59(8):1123-32. doi:
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Arteriosclerosis, thrombosis, and vascular biology.
2011 Dec; 31(12):3011-9. doi:
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Lipids in health and disease.
2011 Nov; 10(?):216. doi:
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Rheumatology international.
2011 Nov; 31(11):1479-85. doi:
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Nutrition research and practice.
2011 Oct; 5(5):396-403. doi:
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PLoS genetics.
2011 Oct; 7(10):e1002323. doi:
10.1371/journal.pgen.1002323
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Phytochemistry.
2011 Oct; 72(14-15):1821-5. doi:
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The European journal of neuroscience.
2011 Oct; 34(7):1074-84. doi:
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Human immunology.
2011 Sep; 72(9):699-707. doi:
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The journal of gene medicine.
2011 Sep; 13(9):451-61. doi:
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American journal of physiology. Cell physiology.
2011 Sep; 301(3):C667-78. doi:
10.1152/ajpcell.00058.2011
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Journal of ethnopharmacology.
2011 Sep; 137(1):345-51. doi:
10.1016/j.jep.2011.05.043
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Immunopharmacology and immunotoxicology.
2011 Sep; 33(3):473-9. doi:
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British journal of pharmacology.
2011 Sep; 164(2):298-307. doi:
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Fish & shellfish immunology.
2011 Sep; 31(3):381-8. doi:
10.1016/j.fsi.2011.05.028
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Experimental biology and medicine (Maywood, N.J.).
2011 Sep; 236(9):1070-7. doi:
10.1258/ebm.2011.011017
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Prostaglandins & other lipid mediators.
2011 Aug; 95(1-4):53-62. doi:
10.1016/j.prostaglandins.2011.06.002
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Immunology and cell biology.
2011 Aug; 89(6):728-38. doi:
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International journal of molecular medicine.
2011 Aug; 28(2):261-70. doi:
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Brain, behavior, and immunity.
2011 Aug; 25(6):1182-6. doi:
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BMC complementary and alternative medicine.
2011 Jul; 11(?):58. doi:
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Kidney international.
2011 Jul; 80(2):154-64. doi:
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EMBO molecular medicine.
2011 Jul; 3(7):398-409. doi:
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Nephrology, dialysis, transplantation : official publication of the European Dialysis and Transplant Association - European Renal Association.
2011 Jul; 26(7):2271-81. doi:
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The Journal of biological chemistry.
2011 Jul; 286(26):22716-29. doi:
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Biomeditsinskaia khimiia.
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European journal of obstetrics, gynecology, and reproductive biology.
2011 Jul; 157(1):53-6. doi:
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BMC cell biology.
2011 Jun; 12(?):27. doi:
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