Obtusifoliol (BioDeep_00000867771)
Main id: BioDeep_00000001006
PANOMIX_OTCML-2023 natural product
代谢物信息卡片
化学式: C30H50O (426.3861)
中文名称:
谱图信息:
最多检出来源 () 0%
分子结构信息
SMILES: C=C(C(C)C)CC[C@@H](C)[C@H]1CC[C@@]2(C)C(CC[C@@]3([H])[C@H](C)[C@@H](O)CC[C@]43C)=C4CC[C@]12C
InChI: InChI=1S/C30H50O/c1-19(2)20(3)9-10-21(4)23-13-17-30(8)26-12-11-24-22(5)27(31)15-16-28(24,6)25(26)14-18-29(23,30)7/h19,21-24,27,31H,3,9-18H2,1-2,4-8H3/t21-,22+,23-,24+,27+,28+,29-,30+/m1/s1
描述信息
Obtusifoliol is a specific CYP51 inhibitor, Obtusifoliol shows the affinity with Kd values of 1.2 μM and 1.4 μM for Trypanosoma brucei (TB) and human CYP51, respectively[1].
Obtusifoliol is a specific CYP51 inhibitor, Obtusifoliol shows the affinity with Kd values of 1.2 μM and 1.4 μM for Trypanosoma brucei (TB) and human CYP51, respectively[1].
同义名列表
15 个代谢物同义名
Obtusifoliol; (3S,4S,5S,10S,13R,14R,17R)-4,10,13,14-tetramethyl-17-[(2R)-6-methyl-5-methylidene-heptan-2-yl]-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol; (3S,4S,5S,10S,13R,14R,17R)-4,10,13,14-tetramethyl-17-[(2R)-6-methyl-5-methylideneheptan-2-yl]-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol; (3S,4S,5S,10S,13R,14R,17R)-17-[(1R)-4-isopropyl-1-methyl-pent-4-enyl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol; (3S,4S,5S,10S,13R,14R,17R)-17-[(1R)-1,5-dimethyl-4-methylene-hexyl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol; (3S,4S,5S,10S,13R,14R,17R)-17-[(1R)-1,5-dimethyl-4-methylenehexyl]-4,10,13,14-tetramethyl-1,2,3,4,5,6,7,11,12,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-ol; 4alpha,14alpha-Dimethyl-24-methylene-5alpha-cholesta-8-en-3beta-ol; Ergosta-8,24(28)-dien-3-ol, 4,14-dimethyl-, (3beta,4alpha,5alpha)-; 4alpha,14alpha-dimethyl-5alpha-ergosta-8,24(28)-dien-3beta-ol; 4alpha,14alpha-dimethyl-24-methylene-cholest-8-en-3beta-ol; LMST01030101; 16910-32-0; 22332-15-6; C01943; Obtusifoliol
数据库引用编号
15 个数据库交叉引用编号
- ChEBI: CHEBI:17791
- KEGG: C01943
- PubChem: 65252
- ChEMBL: CHEMBL481434
- CAS: 16910-32-0
- MetaboLights: MTBLC17791
- PubChem: 5047
- LipidMAPS: LMST01030101
- KNApSAcK: C00007368
- PDB-CCD: DVE
- 3DMET: B01520
- NIKKAJI: J69.979I
- medchemexpress: HY-N7266
- KNApSAcK: 17791
- LOTUS: LTS0139962
分类词条
相关代谢途径
Reactome(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)
52 个相关的物种来源信息
- 759864 - Baccharoides anthelmintica: 10.1016/0031-9422(92)83142-L
- 40559 - Botrytis cinerea: 10.1016/0031-9422(90)85178-I
- 3652 - Bryonia dioica: 10.1248/CPB.44.1202
- 29634 - Cheiropleuria bicuspis: 10.1248/CPB.38.2130
- 7711 - Chordata: LTS0139962
- 397682 - Diplopterygium glaucum: 10.1248/CPB.41.624
- 2759 - Eukaryota: LTS0139962
- 1046441 - Euphorbia chamaesyce:
- 1138347 - Euphorbia guyoniana: 10.1016/J.PHYTOCHEM.2007.01.017
- 1087772 - Euphorbia nicaeensis: 10.1515/ZNB-1985-0420
- 1130835 - Euphorbia officinarum: 10.1016/J.PHYTOCHEM.2008.01.004
- 1091639 - Euphorbia oxyphylla: 10.1016/S0031-9422(00)82286-4
- 38846 - Euphorbia peplus:
- 154995 - Euphorbia piscatoria: 10.1055/S-2006-959579
- 212836 - Euphorbia prostrata:
- 1091645 - Euphorbia retusa:
- 756632 - Euphorbia rigida: 10.1515/ZNB-1985-0420
- 1091647 - Euphorbia sulcata:
- 3274 - Gleichenia japonica: 10.1248/CPB.41.624
- 126678 - Goniophlebium formosanum: 10.1016/0031-9422(92)80289-Q
- 95581 - Graesiella emersonii: 10.1016/S0031-9422(00)90158-4
- 182084 - Gynostemma pentaphyllum: 10.1016/0031-9422(90)80139-8
- 193516 - Hippophae rhamnoides:
- 141487 - Hoya australis: 10.1055/S-0028-1097228
- 5022 - Leptosphaeria maculans: 10.1016/S0031-9422(02)00505-8
- 40674 - Mammalia: LTS0139962
- 29780 - Mangifera indica: 10.1007/BF02541638
- 33208 - Metazoa: LTS0139962
- 10066 - Muridae: LTS0139962
- 10088 - Mus: LTS0139962
- 10090 - Mus musculus: LTS0139962
- 10090 - Mus musculus: NA
- 4100 - Nicotiana benthamiana: 10.1093/JXB/ERG184
- 555479 - Nigella sativa: 10.1016/0031-9422(86)88046-3
- 4146 - Olea europaea: 10.1007/BF02541591
- 4054 - Panax ginseng: 10.1007/BF02645749
- 3885 - Phaseolus vulgaris: 10.1016/0031-9422(89)80213-4
- 33090 - Plants: -
- 3240 - Psilotum nudum: 10.1007/BF02637687
- 300844 - Sesamum alatum: 10.1002/JSFA.2740590309
- 4182 - Sesamum indicum:
- 300843 - Sesamum radiatum: 10.1002/JSFA.2740590309
- 403019 - Sideritis discolor: 10.1016/J.PHYTOCHEM.2009.05.011
- 13702 - Symphoricarpos albus: 10.1016/S0031-9422(00)80074-6
- 761066 - Tabernaemontana cymosa: 10.1016/S0031-9422(96)00645-0
- 3914 - Vigna angularis: 10.1271/NOGEIKAGAKU1924.59.895
- 29760 - Vitis vinifera: 10.1007/BF00580051
- 49994 - Volkameria inermis: 10.1016/0031-9422(90)80137-6
- 4577 - Zea mays: 10.1016/S0031-9422(00)81419-3
- 33090 - 枸杞子: -
- 33090 - 紫苏子: -
- 33090 - 锦灯笼: -
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
- Lauren J Salisbury, Stephen J Fletcher, Jeanette E Stok, Luke R Churchman, Joanne T Blanchfield, James J De Voss. Characterization of the cholesterol biosynthetic pathway in Dioscorea transversa.
The Journal of biological chemistry.
2023 May; ?(?):104768. doi:
10.1016/j.jbc.2023.104768. [PMID: 37142228] - Tatiana Y Hargrove, Laura Friggeri, Zdzislaw Wawrzak, Suneethi Sivakumaran, Eugenia M Yazlovitskaya, Scott W Hiebert, F Peter Guengerich, Michael R Waterman, Galina I Lepesheva. Human sterol 14α-demethylase as a target for anticancer chemotherapy: towards structure-aided drug design.
Journal of lipid research.
2016 08; 57(8):1552-63. doi:
10.1194/jlr.m069229. [PMID: 27313059] - Maria Bailen, Mourad Daoubi Khamlichi, Ahmed Benharref, Rafael A Martinez-Diaz, Azucena Gonzalez-Coloma. New Bioactive Semisynthetic Derivatives of 31-Norlanostenol and Obtusifoliol from Euphorbia officinarum.
Natural product communications.
2016 Jun; 11(6):733-8. doi:
. [PMID: 27534104] - Wahid Herchi, Saoussem Harrabi, Khaled Sebei, Sophie Rochut, Sadok Boukhchina, Claude Pepe, Habib Kallel. Phytosterols accumulation in the seeds of Linum usitatissimum L.
Plant physiology and biochemistry : PPB.
2009 Oct; 47(10):880-5. doi:
10.1016/j.plaphy.2009.07.001. [PMID: 19616960] - Martin O'Brien, Sier-Ching Chantha, Alain Rahier, Daniel P Matton. Lipid signaling in plants. Cloning and expression analysis of the obtusifoliol 14alpha-demethylase from Solanum chacoense Bitt., a pollination- and fertilization-induced gene with both obtusifoliol and lanosterol demethylase activity.
Plant physiology.
2005 Oct; 139(2):734-49. doi:
10.1104/pp.105.066639. [PMID: 16169959] - Ho Bang Kim, Hubert Schaller, Chang-Hyo Goh, Mi Kwon, Sunghwa Choe, Chung Sun An, Francis Durst, Kenneth A Feldmann, René Feyereisen. Arabidopsis cyp51 mutant shows postembryonic seedling lethality associated with lack of membrane integrity.
Plant physiology.
2005 Aug; 138(4):2033-47. doi:
10.1104/pp.105.061598. [PMID: 16040657] - Galina I Lepesheva, W David Nes, Wenxu Zhou, George C Hill, Michael R Waterman. CYP51 from Trypanosoma brucei is obtusifoliol-specific.
Biochemistry.
2004 Aug; 43(33):10789-99. doi:
10.1021/bi048967t. [PMID: 15311940] - D C Lamb, D E Kelly, S L Kelly. Molecular diversity of sterol 14alpha-demethylase substrates in plants, fungi and humans.
FEBS letters.
1998 Mar; 425(2):263-5. doi:
10.1016/s0014-5793(98)00247-6. [PMID: 9559662] - F Cabello-Hurtado, A Zimmerlin, A Rahier, M Taton, R DeRose, S Nedelkina, Y Batard, F Durst, K E Pallett, D Werck-Reichhart. Cloning and functional expression in yeast of a cDNA coding for an obtusifoliol 14alpha-demethylase (CYP51) in wheat.
Biochemical and biophysical research communications.
1997 Jan; 230(2):381-5. doi:
10.1006/bbrc.1996.5873. [PMID: 9016788] - R A Kahn, S Bak, C E Olsen, I Svendsen, B L Moller. Isolation and reconstitution of the heme-thiolate protein obtusifoliol 14alpha-demethylase from Sorghum bicolor (L.) Moench.
The Journal of biological chemistry.
1996 Dec; 271(51):32944-50. doi:
10.1074/jbc.271.51.32944. [PMID: 8955137] - B Grausem, N Chaubet, C Gigot, J C Loper, P Benveniste. Functional expression of Saccharomyces cerevisiae CYP51A1 encoding lanosterol-14-demethylase in tobacco results in bypass of endogenous sterol biosynthetic pathway and resistance to an obtusifoliol-14-demethylase herbicide inhibitor.
The Plant journal : for cell and molecular biology.
1995 May; 7(5):761-70. doi:
10.1046/j.1365-313x.1995.07050761.x. [PMID: 7773307] - A Rahier, M Taton. Plant sterol biosynthesis: 7-oxo-obtusifoliol analogues as potential selective inhibitors of cytochrome P-450 dependent obtusifoliol 14 alpha-demethylase.
Biochimica et biophysica acta.
1992 Apr; 1125(2):215-22. doi:
10.1016/0005-2760(92)90048-z. [PMID: 1571366] - Y Aoyama, Y Yoshida. The 4 beta-methyl group of substrate does not affect the activity of lanosterol 14 alpha-demethylase (P-450(14)DM) of yeast: difference between the substrate recognition by yeast and plant sterol 14 alpha-demethylases.
Biochemical and biophysical research communications.
1992 Mar; 183(3):1266-72. doi:
10.1016/s0006-291x(05)80327-4. [PMID: 1567403] - . .
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. [PMID: 11437378]
