Cyasteron (BioDeep_00000000347)
PANOMIX_OTCML-2023
代谢物信息卡片
化学式: C29H44O8 (520.3036)
中文名称: 杯苋甾酮
谱图信息:
最多检出来源 Chinese Herbal Medicine(otcml) 80.11%
分子结构信息
SMILES: C1[C@H](O)[C@H](O)C[C@@]2([H])C(=O)C=C3[C@@]([H])([C@]21C)CC[C@]1(C)[C@@]([H])([C@](O)(C)[C@H](O)C[C@]2([H])[C@H](OC(=O)[C@H]2C)C)CC[C@]13O
InChI: InChI=1S/C29H44O8/c1-14-16(15(2)37-25(14)34)10-24(33)28(5,35)23-7-9-29(36)18-11-20(30)19-12-21(31)22(32)13-26(19,3)17(18)6-8-27(23,29)4/h11,14-17,19,21-24,31-33,35-36H,6-10,12-13H2,1-5H3/t14-,15+,16-,17-,19-,21+,22-,23-,24+,26+,27+,28+,29+/m0/s1
描述信息
Cyasterone is a steroid lactone, a 21-hydroxy steroid, a 2beta-hydroxy steroid, a 3beta-hydroxy steroid, a 14alpha-hydroxy steroid, a 20-hydroxy steroid, a 6-oxo steroid and a phytoecdysteroid.
Cyasterone is a natural product found in Ajuga decumbens, Ajuga iva, and other organisms with data available.
Cyasterone, a natural EGFR inhibitor, mainly isolated from Ajuga decumbens Thunb (Labiatae). Cyasterone manifests anti-proliferation effect by induced apoptosis and cell cycle arrests. Cyasterone may serves as a therapeutic anti-tumor agent against human tumors[1].
Cyasterone, a natural EGFR inhibitor, mainly isolated from Ajuga decumbens Thunb (Labiatae). Cyasterone manifests anti-proliferation effect by induced apoptosis and cell cycle arrests. Cyasterone may serves as a therapeutic anti-tumor agent against human tumors[1].
同义名列表
21 个代谢物同义名
(3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyloxolan-2-one; Stigmast-7-en-26-oic acid, 2,3,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone, (2beta,3beta,5beta,22R,24S,25S,28R)-; Stigmast-7-en-26-oic acid, 2,3,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone (2beta,3beta,5beta,22R,24S,25S,28R)-; 5-beta-Stigmast-7-en-26-oic acid, 2-beta,3-beta,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone, (22R,24S,25S,28R)-; 5beta-Stigmast-7-en-26-oic acid, 2beta,3beta,14,20,22,28-hexahydroxy-6-oxo-, gamma-lactone, (22R,24S,25S,28R)-; Stigmast-7-ene-6,26-dione, 26,28-epoxy-2,3,14,20,22-pentahydroxy-, (2.beta.,3.beta.,5.beta.,22R,24S,25S,28R)-; (22R,24S,25S,28R)-2beta,3beta,14,20,22-pentahydroxy-26,28-epoxy-5beta-stigmast-7-ene-6,26-dione; Cyasterone, >=98\\% (HPLC); Cyasterone; VWR78EE33V; ST 29:4;O8; AI3-44890; Cyasteron; (3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-6-keto-10,13-dimethyl-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyl-tetrahydrofuran-2-one; (3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyl-tetrahydrofuran-2-one; (3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyl-2-tetrahydrofuranone; (3S,4S,5R)-4-[(2R,3R)-2,3-dihydroxy-3-[(2S,3R,5R,9R,10R,13R,14S,17S)-2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl]butyl]-3,5-dimethyl-oxolan-2-one; 17086-76-9; C08816; 4-[2,3-dihydroxy-3-(2,3,14-trihydroxy-10,13-dimethyl-6-oxo-2,3,4,5,9,11,12,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-17-yl)butyl]-3,5-dimethyloxolan-2-one; Cyasterone
数据库引用编号
20 个数据库交叉引用编号
- ChEBI: CHEBI:29012
- KEGG: C08816
- PubChem: 122130059
- PubChem: 119444
- PubChem: 554197
- ChEMBL: CHEMBL494249
- LipidMAPS: LMST01040153
- MeSH: cyasterone
- ChemIDplus: 0017086769
- KNApSAcK: C00031896
- chemspider: 29367912
- CAS: 17086-76-9
- medchemexpress: HY-N0211
- PMhub: MS000011776
- PubChem: 11009
- KNApSAcK: C00003649
- 3DMET: B02434
- NIKKAJI: J14.927F
- RefMet: ST 29:4;O8
- KNApSAcK: 29012
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)
12 个相关的物种来源信息
- 167911 - Ajuga decumbens:
- 2026104 - Ajuga iva: 10.1016/S0031-9422(00)97527-7
- 984302 - Ajuga nipponensis:
- 38596 - Ajuga reptans:
- 946572 - Ajuga taiwanensis: 10.1248/CPB.53.836
- 2152776 - Cyathula capitata:
- 2152776 - Cyathula capitata: 10.1016/S0040-4039(01)89932-9
- 384660 - Cyathula officinalis:
- 384660 - Cyathula officinalis Kuan: -
- 33090 - Plants: -
- 33090 - 川牛膝: -
- 33090 - 白毛夏枯草: -
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
- Ying Xiong, Xinyue Zheng, Yongmei Xie, Youling Gong, Y I Luo. Effect of cyasterone on intestinal flora in a BRAFV600E-mutant mouse model of colorectal cancer.
Die Pharmazie.
2022 10; 77(10):291-294. doi:
10.1691/ph.2022.2422. [PMID: 36273257] - XinGang Lu, HongFu Qiu, Liu Yang, JieYing Zhang, ShuJie Ma, Lan Zhen. Anti-proliferation effects, efficacy of cyasterone in vitro and in vivo and its mechanism.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.
2016 Dec; 84(?):330-339. doi:
10.1016/j.biopha.2016.09.041. [PMID: 27668532] - Fuqiang Li, Guangyu Li, Jinsong Zhao, Jun Xiao, Zaoxia Liu, Guanfang Su. A simple LC-MS method for determination of cyasterone in rat plasma: application to a pilot pharmacokinetic study.
Biomedical chromatography : BMC.
2016 Jun; 30(6):867-71. doi:
10.1002/bmc.3621. [PMID: 26390114] - Radi Aly, Uzi Ravid, Jackline Abu-Nassar, Ilan Botnick, Galina Lebedev, Shira Gal, Hammam Ziadna, Guy Achdari, Evgeny Smirov, Ayala Meir, Murad Ghanim. Biological activity of natural phytoecdysteroids from Ajuga iva against the sweetpotato whitefly Bemisia tabaci and the persea mite Oligonychus perseae.
Pest management science.
2011 Dec; 67(12):1493-8. doi:
10.1002/ps.2203. [PMID: 21604353] - Silvia Lapenna, Jennifer Friz, Anna Barlow, Subba R Palli, Laurence Dinan, Robert E Hormann. Ecdysteroid ligand-receptor selectivity--exploring trends to design orthogonal gene switches.
The FEBS journal.
2008 Dec; 275(23):5785-809. doi:
10.1111/j.1742-4658.2008.06687.x. [PMID: 19021756] - Amaya Castro, Josep Coll, Yudelsy A Tandrón, Anil K Pant, Chandra S Mathela. Phytoecdysteroids from Ajuga macrosperma var. breviflora roots.
Journal of natural products.
2008 Jul; 71(7):1294-6. doi:
10.1021/np800131f. [PMID: 18529078] - Josep Coll, Yudelsy A Tandrón, Xinnian Zeng. New phytoecdysteroids from cultured plants of Ajuga nipponensis Makino.
Steroids.
2007 Mar; 72(3):270-7. doi:
10.1016/j.steroids.2006.11.017. [PMID: 17210166] - Keiko Okuzumi, Noriyuki Hara, Hidehiro Uekusa, Yoshinori Fujimoto. Structure elucidation of cyasterone stereoisomers isolated from Cyathula officinalis.
Organic & biomolecular chemistry.
2005 Apr; 3(7):1227-32. doi:
10.1039/b416868b. [PMID: 15785811] - Gábor Fekete, l László A Polgár, Mária Báthori, Josep Col, Béla Darvas. Per os efficacy of Ajuga extracts against sucking insects.
Pest management science.
2004 Nov; 60(11):1099-104. doi:
10.1002/ps.928. [PMID: 15532684] - Y Fujimoto, K Ohyama, K Nomura, R Hyodo, K Takahashi, J Yamada, M Morisaki. Biosynthesis of sterols and ecdysteroids in Ajuga hairy roots.
Lipids.
2000 Mar; 35(3):279-88. doi:
10.1007/s11745-000-0524-z. [PMID: 10783005] - M Takasaki, H Tokuda, H Nishino, T Konoshima. Cancer chemopreventive agents (antitumor-promoters) from Ajuga decumbens.
Journal of natural products.
1999 Jul; 62(7):972-5. doi:
10.1021/np990033w. [PMID: 10425119] - V N Syrov, Z A Khushbaktova, A N Nabiev. [An experimental study of the hepatoprotective properties of phytoecdysteroids and nerobol in carbon tetrachloride-induced liver lesion].
Eksperimental'naia i klinicheskaia farmakologiia.
1992 May; 55(3):61-5. doi:
. [PMID: 1458171]
