Santonin (BioDeep_00000000755)

 

Secondary id: BioDeep_00000227396, BioDeep_00000265596

natural product PANOMIX_OTCML-2023 Volatile Flavor Compounds


代谢物信息卡片


InChI=1/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s

化学式: C15H18O3 (246.1255878)
中文名称: 蛔蒿素, 驱蛔素, 散道宁, 山道年
谱图信息: 最多检出来源 Viridiplantae(plant) 0.16%

分子结构信息

SMILES: CC1=C(C)C(=O)OC(C1)C(C)(O)C1(O)CC=C2C3CC4OC5CC(=O)C(C)(C3CCC12C)C4(O)C5O
InChI: InChI=1S/C15H22N5O16P3/c16-12-7-13(18-3-17-12)20(4-19-7)14-10(23)8(21)5(32-14)1-30-37(24,25)36-38(26,27)31-2-6-9(22)11-15(33-6)35-39(28,29)34-11/h3-6,8-11,14-15,21-23H,1-2H2,(H,24,25)(H,26,27)(H,28,29)(H2,16,17,18)/t5-,6-,8-,9?,10-,11?,14-,15?/m1/s1

描述信息

Alpha-santonin is a santonin that is 3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione substituted by methyl groups at positions 3, 5a and 9. It has a role as a plant metabolite. It is a botanical anti-fungal agent and a santonin.
Santonin is a natural product found in Artemisia spicigera, Artemisia diffusa, and other organisms with data available.
Anthelmintic isolated from the dried unexpanded flower heads of Artemisia maritima and other species of Artemisia found principally in Russian and Chinese Turkestan and the Southern Ural region. (From Merck, 11th ed.)
See also: ... View More ...
A santonin that is 3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione substituted by methyl groups at positions 3, 5a and 9.
D000890 - Anti-Infective Agents > D000977 - Antiparasitic Agents > D000871 - Anthelmintics
C254 - Anti-Infective Agent > C276 - Antiparasitic Agent > C250 - Antihelminthic Agent
ADP-ribose 1"-2" cyclic phosphate is a cyclic phosphate nucleotide that arises from tRNA processing. In eukaryotic cells, pre-tRNAs spliced by a pathway that produces a 3,5-phosphodiester, 2-phosphomonoester linkage contain a 2-phosphate group adjacent to the tRNA anticodon. This 2-phosphate is transferred to NAD to give adenosine diphosphate (ADP)-ribose 1", 2"-cyclic phosphate (Appr>p), which is subsequently metabolized to ADP-ribose 1-phosphate (Appr-1p). The latter reaction is catalyzed by a cyclic phosphodiesterase (CPDase). (PMID: 9148938). One molecule of ADP-ribose 1",2"-cyclic phosphate (Appr>p) is formed during each of the approximately 500 000 tRNA splicing events. [HMDB]
Constituent of Physalis peruviana (Cape gooseberry). Withaperuvin F is found in fruits.
Alkaloid found on the leaf surfaces of Brassica oleracea cv. botrytis (cauliflower) [DFC]. Cabbage identification factor 1 is found in brassicas.
CONFIDENCE Reference Standard (Level 1); INTERNAL_ID 2267
INTERNAL_ID 2267; CONFIDENCE Reference Standard (Level 1)
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.918
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.917
relative retention time with respect to 9-anthracene Carboxylic Acid is 0.915
[Raw Data] CB081_Santonin_pos_30eV_CB000033.txt
[Raw Data] CB081_Santonin_pos_10eV_CB000033.txt
[Raw Data] CB081_Santonin_pos_40eV_CB000033.txt
[Raw Data] CB081_Santonin_pos_20eV_CB000033.txt
[Raw Data] CB081_Santonin_pos_50eV_CB000033.txt
Santonin is an active principle of the plant Artemisia cina, which is formely used to treat worms[1].
Santonin is an active principle of the plant Artemisia cina, which is formely used to treat worms[1].

同义名列表

88 个代谢物同义名

InChI=1/C15H18O3/c1-8-10-4-6-15(3)7-5-11(16)9(2)12(15)13(10)18-14(8)17/h5,7-8,10,13H,4,6H2,1-3H3/t8-,10-,13-,15-/m0/s; Naphtho(1,2-b)furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, (3S-(3alpha,3aalpha,5abeta,9bbeta))-; Naphtho[1,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, [3S-(3.alpha.,3a.alpha.,5a.beta.,9b.beta.)]-; 1,3,4,4a,7-Hexahydro-1-hydroxy-.alpha., 4a,8-trimethyl-7-oxo-2-naphthaleneacetic acid .gamma.-lactone; Naphtho(1,2-b)furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, (3S,3aS,5aS,9bS)-; naphtho[1,2-b]furan-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-, (3S,3aS,5aS,9bS)-; (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho(1,2-b)furan-2,8(3H,4H)-dione; (3S,3aS,5aS,9bS)-2,3,3a,4,5,5a,8,9b-Octahydro-3,5a,9-trimethylnaphtho(1,2-b)furan-2,8-dione; (3S,3aS,5aS,9bS)-3a,5,5a,9b-Tetrahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)-dione; (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione; (3S,3AS,5AS,9BS)-3A,5,5A,9B-TETRAHYDRO-3,5A,9-TRIMETHYLNAPHTHO(1,2-B)FURAN-2,8(3H,4H)-DIONE; (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,5a-tetrahydronaphtho[1,2-b]furan-2,8(3H,9bH)-dione; (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-2H,3H,3aH,4H,5H,5aH,8H,9bH-naphtho[1,2-b]furan-2,8-dione; (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g][1]benzofuran-2,8-dione; (3S,3AS,5AS)-3,5A,9-TRIMETHYL-3A,4,5,5A-TETRAHYDRONAPHTHO(1,2-B)FURAN-2,8(3H,9BH)-DIONE; (3S,3aS,5aS,9bS)-3,5a,9-trimethyl-3a,4,5,9b-tetrahydro-3H-benzo[g]benzofuran-2,8-dione; (3S)-2,3,3a,4,5,5a,8,9bbeta-Octahydro-3,5abeta,9-trimethylnaphtho(1,2-b)furan-2,8-dion; (3S,5aS,9bS)-3a,5,5a,9b-Tetrahydro-3,5a,9-trimethylnaphtho[1,2-b]furan-2,8(3H,4H)dione; Eudesma-1,4-dien-12-oic acid, 6-alpha-hydroxy-3-oxo-, gamma-lactone, (11S)-(-)-; Naphtho(1,2-b)puran-2,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-; 3a,5,5a,9b-Tetrahydro-3,5a,9-trimethyl-naphtho[1,2-b]puran-2,8(3H,4H)-dione; Eudesma-1,4-dien-12-oic acid, 6-alpha-hydroxy-3-oxo-, gamma-lactone, (11S)-; 11-Epiisoeusantona-1,4-dienic acid, 6alpha-hydroxy-3-oxo-, gamma-lactone; 6alpha-hydroxy-3-oxo-11-epiisoeusantona-1,4-dienic acid gamma-lactone; (11S)-6alpha-hydroxy-3-oxoeudesma-1,4-dien-12-oic acid gamma-lactone; Naphtho[1,8(3H,4H)-dione, 3a,5,5a,9b-tetrahydro-3,5a,9-trimethyl-; Eudesma-1, 6.alpha.-hydroxy-3-oxo-, .gamma.-lactone, (11S)-(-)-; 11-Epiisoeusantona-1, 6.alpha.-hydroxy-3-oxo-, .gamma.-lactone; Eudesma-1, 6.alpha.-hydroxy-3-oxo-, .gamma.-lactone, (11S)-; Santonin, European Pharmacopoeia (EP) Reference Standard; 3-(6-NITRO-2-OXO-1,3-BENZOXAZOL-3(2H)-YL)PROPANOICACID; (-)-alpha-Santonin, analytical standard; alpha-Santonin; (-)-Santonin; (-)-alpha-Santonin, >=99\\%; .ALPHA.-SANTONIN [MI]; (-)- alpha -Santonin; (-)-.alpha.-Santonin; Santoninic anhydride; l-.alpha.-Santonin; (-)-alpha-Santonin; SANTONIN [WHO-DD]; Prestwick1_001070; Prestwick3_001070; SANTONINUM [HPUS]; Prestwick2_001070; ()-alpha-Santonin; Santonin [JAN:NF]; Prestwick0_001070; L-alpha-Santonin; .alpha.-Santonin; Spectrum4_001476; Spectrum5_000151; SANTONIN (MART.); Spectrum3_001245; Spectrum2_000699; SANTONIN [MART.]; Santonin (JP17); UNII-1VL8J38ERO; alpha-Santonin; Tox21_110445_1; Santonin [JAN]; (-)-Santonine; Santonin (TN); MEGxp0_001636; DivK1c_006414; BPBio1_001166; KBio3_002250; KBio2_006406; KBio2_003838; (-)-Santonin; KBio2_001270; Tox21_110445; KBio1_001358; 1VL8J38ERO; Santoninum; a-Santonin; santonins; AI3-19471; SANTONINE; Santonin; Semenen; ADP-ribose 1-2 cyclic phosphate; Withaperuvin F; Cabbage identification factor 1; 3,5a,9-Trimethyl-3a,5,5a,9b-tetrahydronaphtho[1,2-b]furan-2,8(3H,4H)-dione; α-Santonin; alpha-Santonin; Santonin



数据库引用编号

89 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)

65 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。



文献列表

  • Zhen Li, Qiang Huang, Yu Zheng, Yong Zhang, Xin Li, Shiqing Zhong, Zhijiang Zeng. Identification of the Toxic Compounds in Camellia oleifera Honey and Pollen to Honey Bees (Apis mellifera). Journal of agricultural and food chemistry. 2022 Oct; 70(41):13176-13185. doi: 10.1021/acs.jafc.2c04950. [PMID: 36214176]
  • Zuriyadda Sakipova, Thais Biondino Sardella Giorno, Tolkyn Bekezhanova, Nikki Siu Hai Wong, Alma Shukirbekova, Patricia Dias Fernandes, Fabio Boylan. Pharmacological Evaluation of Artemisia cina Crude CO2 Subcritical Extract after the Removal of Santonin by Means of High Speed Countercurrent Chromatography. Molecules (Basel, Switzerland). 2020 Jun; 25(12):. doi: 10.3390/molecules25122728. [PMID: 32545512]
  • Hao Chen, Guozhen Wu, Shuang Gao, Ruihua Guo, Zeng Zhao, Hu Yuan, Shanxiang Liu, Jian Wu, Xiaolong Lu, Xing Yuan, Zongmin Yu, Xianpeng Zu, Ning Xie, Niao Yang, Zhenlin Hu, Qingyan Sun, Weidong Zhang. Discovery of Potent Small-Molecule Inhibitors of Ubiquitin-Conjugating Enzyme UbcH5c from α-Santonin Derivatives. Journal of medicinal chemistry. 2017 08; 60(16):6828-6852. doi: 10.1021/acs.jmedchem.6b01829. [PMID: 28696694]
  • Antonio Cala, José M G Molinillo, Mónica Fernández-Aparicio, Jesús Ayuso, José A Álvarez, Diego Rubiales, Francisco A Macías. Complexation of sesquiterpene lactones with cyclodextrins: synthesis and effects on their activities on parasitic weeds. Organic & biomolecular chemistry. 2017 Aug; 15(31):6500-6510. doi: 10.1039/c7ob01394a. [PMID: 28745382]
  • Zuriyadda Sakipova, Nikki Siu Hai Wong, Tolkyn Bekezhanova, Sadykova, Alma Shukirbekova, Fabio Boylan. Quantification of santonin in eight species of Artemisia from Kazakhstan by means of HPLC-UV: Method development and validation. PloS one. 2017; 12(3):e0173714. doi: 10.1371/journal.pone.0173714. [PMID: 28301522]
  • Fernanda C Moraes, Elson S Alvarenga, Kariny B Amorim, Antonio J Demuner, Milton E Pereira-Flores. Novel platensimycin derivatives with herbicidal activity. Pest management science. 2016 Mar; 72(3):580-4. doi: 10.1002/ps.4028. [PMID: 25914183]
  • Haroon Khan, Muhammad Saeed, Abdur Rauf, Muhammad Atif Khan, Naveed Muhammad. Antimicrobial and inhibition on heat-induced protein denaturation of constituents isolated from Polygonatum verticillatum rhizomes. Natural product research. 2015; 29(22):2160-3. doi: 10.1080/14786419.2014.996150. [PMID: 25553804]
  • Suticha Kittayaruksakul, Wenchen Zhao, Meishu Xu, Songrong Ren, Jing Lu, Ju Wang, Michael Downes, Ronald M Evans, Raman Venkataramanan, Varanuj Chatsudthipong, Wen Xie. Identification of three novel natural product compounds that activate PXR and CAR and inhibit inflammation. Pharmaceutical research. 2013 Sep; 30(9):2199-208. doi: 10.1007/s11095-013-1101-9. [PMID: 23896737]
  • John V W Becker, Marina M van der Merwe, Anna C van Brummelen, Pamisha Pillay, Bridget G Crampton, Edwin M Mmutlane, Chris Parkinson, Fanie R van Heerden, Neil R Crouch, Peter J Smith, Dalu T Mancama, Vinesh J Maharaj. In vitro anti-plasmodial activity of Dicoma anomala subsp. gerrardii (Asteraceae): identification of its main active constituent, structure-activity relationship studies and gene expression profiling. Malaria journal. 2011 Oct; 10(?):295. doi: 10.1186/1475-2875-10-295. [PMID: 21985233]
  • Takao Yamaura. [History of the Nippon Shinyaku Institute for Botanical Research]. Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan. 2011 Mar; 131(3):395-400. doi: 10.1248/yakushi.131.395. [PMID: 21372535]
  • N C Sukul, S Ghosh, A Sukul, S P Sinhababu. Amelioration of root-knot disease of lady's finger plants by potentized Cina and Santonin. Homeopathy : the journal of the Faculty of Homeopathy. 2006 Jul; 95(3):144-7. doi: 10.1016/j.homp.2006.04.001. [PMID: 16815517]
  • L Yang, J Dai, J-I Sakai, M Ando. Biotransformation of alpha- and 6beta-santonin by fungus and plant cell cultures. Journal of Asian natural products research. 2006 Jun; 8(4):317-26. doi: 10.1080/10286020500035151. [PMID: 16864442]
  • Lin Yang, Jungui Dai, Junichi Sakai, Masayoshi Ando. Biotransformation of alpha-santonin by cell suspension cultures of five plants. Biotechnology letters. 2005 Jun; 27(11):793-7. doi: 10.1007/s10529-005-5800-0. [PMID: 16086262]
  • C L Cantrell, S G Franzblau, N H Fischer. Antimycobacterial plant terpenoids. Planta medica. 2001 Nov; 67(8):685-94. doi: 10.1055/s-2001-18365. [PMID: 11731906]
  • B Singh, J S Srivastava, R L Khosa, U P Singh. Individual and combined effects of berberine and santonin on spore germination of some fungi. Folia microbiologica. 2001; 46(2):137-42. doi: 10.1007/bf02873592. [PMID: 11501401]
  • A Farooq, S Tahara. Biotransformation of two cytotoxic terpenes, alpha-santonin and sclareol by Botrytis cinerea. Zeitschrift fur Naturforschung. C, Journal of biosciences. 2000 Sep; 55(9-10):713-7. doi: 10.1515/znc-2000-9-1008. [PMID: 11098821]
  • R J Marles, J Kaminski, J T Arnason, L Pazos-Sanou, S Heptinstall, N H Fischer, C W Crompton, D G Kindack, D V Awang. A bioassay for inhibition of serotonin release from bovine platelets. Journal of natural products. 1992 Aug; 55(8):1044-56. doi: 10.1021/np50086a003. [PMID: 1431933]
  • N Perez-Souto, R J Lynch, G Measures, J T Hann. Use of high-performance liquid chromatographic peak deconvolution and peak labelling to identify antiparasitic components in plant extracts. Journal of chromatography. 1992 Feb; 593(1-2):209-15. doi: 10.1016/0021-9673(92)80288-6. [PMID: 1639905]
  • A Bharathi, H Polasa. Elimination of ColE1 group (pBR322 and pBR329) plasmids in Escherichia coli by alpha-santonin. FEMS microbiology letters. 1990 Mar; 56(1-2):213-5. doi: 10.1016/0378-1097(90)90153-h. [PMID: 2185125]
  • M L Martín, A Morán, R Carrón, M J Montero, L San Román. Antipyretic activity of alpha- and beta-santonin. Journal of ethnopharmacology. 1988 Jul; 23(2-3):285-90. doi: 10.1016/0378-8741(88)90007-4. [PMID: 3193791]
  • P Azoulay, J P Reynier, G Balansard, M Gasquet, P Timon-David. [Helenine and santonine, the 12-carboxy-eudesma-3,11(13) diene]. Pharmaceutica acta Helvetiae. 1986; 61(12):345-52. doi: ". [PMID: 3809210]
  • M S Akhtar, M I Chattha, A H Chaudhry. Comparative efficacy of santonin and piperazine against Neoascaris vitulorum in buffalo calves. Journal of veterinary pharmacology and therapeutics. 1982 Mar; 5(1):71-6. doi: 10.1111/j.1365-2885.1982.tb00499.x. [PMID: 7097849]
  • D L Garver, D M Davis, H Dekirmenjian, S Ericksen, L Gosenfeld, J Haraszti. Dystonic reactions following neuroleptics: time course and proposed mechanisms. Psychopharmacologia. 1976 May; 47(2):199-201. doi: 10.1007/bf00735822. [PMID: 5743]
  • S M Khafagy, S A Gharbo, T M Sarg. Phytochemical investigation of Artemisia herba alba. Planta medica. 1971 Jul; 20(1):90-6. doi: 10.1055/s-0028-1099670. [PMID: 5154610]
  • G WICHMANN. [Contribution to the biology of santonin plants. I. Distribution of santonin & related compounds in the plant kingdom]. Die Pharmazie. 1958 Aug; 13(8):487-98. doi: ". [PMID: 13590922]