Steviobioside (BioDeep_00000017261)

   

human metabolite PANOMIX_OTCML-2023 Endogenous


代谢物信息卡片


(1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid

化学式: C32H50O13 (642.3251250000001)
中文名称: 甜菊双糖苷, 甜菊酯
谱图信息: 最多检出来源 Chinese Herbal Medicine(otcml) 0.74%

分子结构信息

SMILES: C=C1CC23CCC4C(C)(C(=O)O)CCCC4(C)C2CCC1(OC1OC(CO)C(O)C(O)C1OC1OC(CO)C(O)C(O)C1O)C3
InChI: InChI=1S/C32H50O13/c1-15-11-31-9-5-18-29(2,7-4-8-30(18,3)28(40)41)19(31)6-10-32(15,14-31)45-27-25(23(38)21(36)17(13-34)43-27)44-26-24(39)22(37)20(35)16(12-33)42-26/h16-27,33-39H,1,4-14H2,2-3H3,(H,40,41)/t16-,17-,18+,19+,20-,21-,22+,23+,24-,25-,26+,27+,29-,30-,31-,32+/m1/s1

描述信息

Steviolbioside is a beta-D-glucoside that is steviolmonoside in which the hydroxy group at position 2 of the glucoside moiety has been converted into its beta-D-glucoside. It has a role as a sweetening agent, a plant metabolite and an antitubercular agent. It is a beta-D-glucoside, an ent-kaurane diterpenoid, a monocarboxylic acid, a bridged compound, a diterpene glycoside and a tetracyclic diterpenoid. It is functionally related to a steviolmonoside. It is a conjugate acid of a steviolbioside(1-).
Steviolbioside has been used in trials studying the treatment of HIV-1 Infection.
Steviolbioside is a natural product found in Stevia rebaudiana with data available.
See also: Stevia rebaudiuna Leaf (part of).
Steviobioside belongs to the class of organic compounds known as steviol glycosides. These are prenol lipids containing a carbohydrate moiety glycosidically linked to a steviol (a diterpenoid based on a 13-hydroxykaur-16-en-18-oic acid) moiety. Steviobioside is an extremely weak basic (essentially neutral) compound (based on its pKa). Steviobioside is present in Stevia rebaudiana (stevia) extracts.
A beta-D-glucoside that is steviolmonoside in which the hydroxy group at position 2 of the glucoside moiety has been converted into its beta-D-glucoside.
D000074385 - Food Ingredients > D005503 - Food Additives
D010592 - Pharmaceutic Aids > D005421 - Flavoring Agents
Present in Stevia rebaudiana (stevia) extracts
Steviolbioside is a rare sweetener that exists in stevia rebaudiana leaves. Steviolbioside presents inhibition on several human cancer cells and acts as potential remedy for human breast cancer[1].
Steviolbioside is a rare sweetener that exists in stevia rebaudiana leaves. Steviolbioside presents inhibition on several human cancer cells and acts as potential remedy for human breast cancer[1].

同义名列表

25 个代谢物同义名

(1R,4S,5R,9S,10R,13S)-13-{[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxan-2-yl]oxy}-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.0^{1,10}.0^{4,9}]hexadecane-5-carboxylic acid; (1R,4S,5R,9S,10R,13S)-13-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid; Kaur-16-en-18-oic acid, 13-[(2-O-?-D-glucopyranosyl-?-D-glucopyranosyl)oxy]-, (4?)-; (4?)-13-[(2-O-?-D-Glucopyranosyl-?-D-glucopyranosyl)oxy]kaur-16-en-18-oic acid; Steviobioside; Steviolbioside; 13-[4,5-dihydroxy-6-(hydroxymethyl)-3-[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,9-dimethyl-14-methylidenetetracyclo[11.2.1.01,10.04,9]hexadecane-5-carboxylic acid; (5beta,8alpha,9beta,10alpha,13alpha)-13-((2-O-(beta-D-Glucopyranosyl)-beta-D-glucopyranosyl)oxy)kaur-16-en-18-oic acid; 13alpha-((2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-5beta,8alpha,9beta,10alpha-kaur-16-en-18-oic acid; 13alpha-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-5beta,8alpha,9beta,10alpha-kaur-16-en-18-oic acid; KAUR-16-EN-18-OIC ACID, 13-((2-O-.BETA.-D-GLUCOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-, (4.ALPHA.)-; Kaur-16-en-18-oic acid, 13-((2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy)-, (4alpha)-; (4alpha)-13-[(2-O-beta-D-Glucopyranosyl-beta-D-glucopyranosyl)oxy]kaur-16-en-18-Oic acid; 13-[(2-O-beta-D-glucopyranosyl-beta-D-glucopyranosyl)oxy]-kaur-16-en-18-oic acid; (4Α)-13-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]kaur-16-en-18-Oic acid; steviolbioside, potassium salt; 13-O-beta-sophorosyl-steviol; steviolbioside, sodium salt; STEVIOLBIOSIDE [USP-RS]; STEVIOLBIOSIDE (USP-RS); Steviol-1,2-bioside; (-)-Steviolbioside; UNII-07GV37SOFN; Steviolbioside; Steviobioside; 07GV37SOFN; JC6; CID 314523



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

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代谢反应

0 个相关的代谢反应过程信息。

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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

  • Luciana M Sergio, Yandara A Martins, Jackson L Amaral, Victor L B França, Camila F de Freitas, Antônio Medina Neto, Noboru Hioka, Maria I Ravanelli, Cecília Mareze-Costa, Sílvio Claudio da Costa, Valder N Freire, Kellen Brunaldi. Molecular insight on the binding of stevia glycosides to bovine serum albumin. Chemico-biological interactions. 2021 Aug; 344(?):109526. doi: 10.1016/j.cbi.2021.109526. [PMID: 34023281]
  • Rafał Typek, Andrzej L Dawidowicz, Katarzyna Bernacik. Aqueous and alcoholic adducts of steviol and steviol glycosides in food products containing stevia. Food chemistry. 2020 Jul; 317(?):126359. doi: 10.1016/j.foodchem.2020.126359. [PMID: 32097820]
  • Irma Aranda-González, Yolanda Moguel-Ordóñez, Luis Chel-Guerrero, Maira Segura-Campos, David Betancur-Ancona. Evaluation of the Antihyperglycemic Effect of Minor Steviol Glycosides in Normoglycemic and Induced-Diabetic Wistar Rats. Journal of medicinal food. 2016 Sep; 19(9):844-52. doi: 10.1089/jmf.2016.0014. [PMID: 27513814]
  • Sidd Purkayastha, Sachin Bhusari, George Pugh, Xiaowei Teng, David Kwok, Stanley M Tarka. In vitro metabolism of rebaudioside E under anaerobic conditions: Comparison with rebaudioside A. Regulatory toxicology and pharmacology : RTP. 2015 Aug; 72(3):646-57. doi: 10.1016/j.yrtph.2015.05.019. [PMID: 26003514]
  • Praveen Guleria, Sudesh Kumar Yadav. Overexpression of a glycosyltransferase gene SrUGT74G1 from Stevia improved growth and yield of transgenic Arabidopsis by catechin accumulation. Molecular biology reports. 2014 Mar; 41(3):1741-52. doi: 10.1007/s11033-014-3023-y. [PMID: 24430293]
  • Sidd Purkayastha, George Pugh, Barry Lynch, Ashley Roberts, David Kwok, Stanley M Tarka. In vitro metabolism of rebaudioside B, D, and M under anaerobic conditions: comparison with rebaudioside A. Regulatory toxicology and pharmacology : RTP. 2014 Mar; 68(2):259-68. doi: 10.1016/j.yrtph.2013.12.004. [PMID: 24361573]
  • Caroline Well, Oliver Frank, Thomas Hofmann. Quantitation of sweet steviol glycosides by means of a HILIC-MS/MS-SIDA approach. Journal of agricultural and food chemistry. 2013 Nov; 61(47):11312-20. doi: 10.1021/jf404018g. [PMID: 24206531]
  • Karolina Jaworska, Alexander J Krynitsky, Jeanne I Rader. Simultaneous analysis of steviol and steviol glycosides by liquid chromatography with ultraviolet detection on a mixed-mode column: application to Stevia plant material and Stevia-containing dietary supplements. Journal of AOAC International. 2012 Nov; 95(6):1588-96. doi: 10.5740/jaoacint.11-435. [PMID: 23451373]
  • V E Kataev, I Iu Strobykina, O V Andreeva, B F Garifullin, R R Sharipova, V F Mironov, R V Chestnova. [Synthesis and antituberculosis activity of the derivatives of glycoside steviolbioside from the plant Stevia rebaudiana and diterpenoid isosteviol containing hydrazone, hydrazide and pyridinoyl moieties]. Bioorganicheskaia khimiia. 2011 Jul; 37(4):542-51. doi: 10.1134/s1068162011030095. [PMID: 22096997]
  • Vikas Jaitak, A P Gupta, V K Kaul, P S Ahuja. Validated high-performance thin-layer chromatography method for steviol glycosides in Stevia rebaudiana. Journal of pharmaceutical and biomedical analysis. 2008 Aug; 47(4-5):790-4. doi: 10.1016/j.jpba.2008.03.022. [PMID: 18456448]