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GENIPOSIDIC ACID(SH)

Geniposidic acid

CAS: 27741-01-1

Molecular Formula: C16H22O10

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GENIPOSIDIC ACID(SH) - Names and Identifiers

Name Geniposidic acid
Synonyms Geniposidic acid
GENIPOSIDIC ACID
GENIPOSIDIC ACID(SH)
Geniposidic acid std.
1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-(hydroxymethyl)cyclopenta[c]pyran-4-carboxylic acid
(1S)-1α-(β-D-Glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-7-hydroxymethylcyclopenta[c]pyran-4-carboxylic acid
(1S,4aS,7aS)-7-(Hydroxymethyl)-1-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
(1S,4aS,7aS)-1-(beta-D-glucopyranosyloxy)-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
(1R,2S,6S)-9-(Hydroxymethyl)-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3-oxabicyclo[4.3.0]nona-4,8-diene-5-carboxylic acid
(1S,4aS,7aS)-7-(hydroxymethyl)-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yloxy)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylic acid
CAS 27741-01-1
InChI InChI=1/C16H22O10/c17-3-6-1-2-7-8(14(22)23)5-24-15(10(6)7)26-16-13(21)12(20)11(19)9(4-18)25-16/h1,5,7,9-13,15-21H,2-4H2,(H,22,23)/t7-,9-,10+,11-,12+,13-,15+,16+/m1/s1

GENIPOSIDIC ACID(SH) - Physico-chemical Properties

Molecular FormulaC16H22O10
Molar Mass374.34
Density1?+-.0.1 g/cm3(Predicted)
Melting Point138-140 °C(Solv: methanol (67-56-1))
Boling Point684.1±55.0 °C(Predicted)
Specific Rotation(α)+ 20.8 (methanol)
Solubility Easily soluble in water, methanol and ethanol, hardly soluble in butanol and ethyl acetate, insoluble in chloroform, benzene and petroleum ether
AppearanceWhite crystal
pKa4.49±0.60(Predicted)
Storage Condition2-8°C
SensitiveEasily absorbing moisture
Refractive Index1.659
MDLMFCD00210294
Physical and Chemical PropertiesWhite crystalline powder, soluble in water, ethanol, methanol, insoluble in n-butanol, ethyl acetate, insoluble in chloroform, benzene and petroleum ether, from Gardenia, dragon boat flower, eucommia, water line grass.

GENIPOSIDIC ACID(SH) - Risk and Safety

HS Code29389090

GENIPOSIDIC ACID(SH) - Reference

Reference
Show more
1. Pan, Zhang, Jianhua, et al. Simultaneous determination of five components in eucommia ulmoides Oliv-Oliv by HPLC [J]. Chinese patent medicine 2018 040(008):1777-1781.
2. Liu Xin, He Yiming, Cai Guangzhi, etc. Study on process optimization of fried plantain seeds by multi-index comprehensive score [J]. Journal of Liaoning University of Traditional Chinese Medicine, 2018, 020(010):78-81.
3. Xu Xiaoqian, Ma Yang, Huang Wenzhe, et al. Determination of four components in the production process of gardenia intermediate in reduning injection [J]. Chinese traditional medicines, 2017, 39(005):993-997.
4. Shi Yuehua, Yan Qiuying, fan Huisen et al. Simultaneous determination of three diterpenoids in rat plasma by UHPLC-MS/MS after intragastric administration of hedyotis diffusa aqueous extract and its pharmacokinetics [J]. Journal of Pharmaceutical Analysis, 2019, 039(005):813-820.
5. Liu Wei, Jie Wu, Yijun et al. Study on the detection of active components in Jiangu Tongxiao pills and its anticoagulant effect [J]. Journal of Henan University (medical science) Volume 39, 202002 Page 80-84 2020.
6. Ziwen, Liu Min, Peng Yingzhi. Screening of key components of Eucommia ulmoides from Zhangjiajie based on fingerprint and chemometrics [J]. Chinese Herbal Medicine, 2015, 38(009):1831-1834.
7. Liu Rui, Liu Min, Peng Yingzhi, etc. Simultaneous determination of geniposide, chlorogenic acid, geniposide and pinocembrin diglucoside in eucommia ulmoides Oliv by slope correction "one test and multiple evaluation method" [J]. Chinese Journal of Hospital Pharmacy, 2016, v.36(07):8-13.
8. Wei Jin-jin, Xin Donglin, Chen Xiang, et al. Effect of steam explosion pretreatment on the extraction of active components and gum from eucommia ulmoides bark [J]. Chemistry and Industry of forest products, 2019, 39(1):88-94.
9. Du Qingxin, Liu Panfeng, Wei Yanxiu, Qingjun, Du Hongyan. Comprehensive Evaluation of Eucommia male flower quality based on principal component and cluster analysis [J]. Journal of Plant Research, 2016,36(06):846-852 859.
10. Cao Honghong, Yan Weihua, Guo Shuang, etc. Quality Evaluation of gardenia from different habitats based on multi-component determination and fingerprint [J]. Chinese Journal of Traditional Chinese Medicine, 2019, v.44(18):196-203.
11. Du Qingxin, Wei Yanxiu, Liu Panfeng, et al. Diversity of main active components in male flowers of Eucommia ulmoides Oliv. [J]. Forest Science, 2017, 053(002):35-43.
12. Du Qingxin, Wei Yanxiu, Li Qin, et al. Dynamics of Growth and development and changes of active components in male flowers of Eucommia ulmoides Oliv. [J]. Chinese herbal medicine, 2017, 048(013):2746-2751.
13. Honghong Cao, Yan Weihua, Guo Shuang, et al. Study on processing technology of gardenia and changes of chemical composition of ginger before and after processing [J]. Chinese Journal of Traditional Chinese Medicine, 2019, 26 (24).
14. Liu Min, Wang Jianying, Wei Li, Pan Yingyi, Yuan Ying. Determination of eight components in bark, leaf and male flower of Eucommia ulmoides Oliv. By HPLC [J]. Chinese traditional medicines, 2021,43(03):686-691.
15. Cai Danhong, Xue Mei, Li Yu, Zhu Sirui, Liu Xiaoli, Zhang Liang. In vitro anti-nonalcoholic fatty liver disease activity of four main components contained in eucommia ulmoides leaves extract [J]. World Science and Technology-modernization of traditional Chinese medicine, 2021,23(01):81-87.
16. Jiad Wang, Ben Liu & Yiling Chang (2014) Optimization of supercritical fluid extraction of genetical acid from plant seeds using surface methods, Green Chemistry Letters and Reviews, 7:3, 309-316, DOI: 10.1080/17518253.2014.949876
17. [IF = 4.759] Lu Wang et al."A strategy for identification and structural characterization of compounds from Gardenia jasminoides by integrating macroporous resin column chromatography and liquid chromatography-tandem mass spectrometry combined with ion-mobility spectr
18. [IF=3.286] Jiadan Wang et al."Optimization of supercritical fluid extraction of geniposidic acid from plantain seeds using response surface methodology."Green Chem Lett Rev. 2014;7(3):309-316
19. [IF=6.529] Qi Huang et al."Systematic investigation of the pharmacological mechanism for renal protection by the leaves of Eucommia ulmoides Oliver using UPLC-Q-TOF/MS combined with network pharmacology analysis."Biomed Pharmacother. 2021 Aug;140:111735
20. [IF=4.759] Yueping Jiang et al."Application of multifold characteristic ion filtering combined with statistical analysis for comprehensive profiling of chemical constituents in anti-renal interstitial fibrosis I decoction by ultra-high performance liquid chromatogra
21. [IF=4.411] Chunnan Li et al."Screening of the Hepatotoxic Components in Fructus Gardeniae and Their Effects on Rat Liver BRL-3A Cells."Molecules. 2019 Jan;24(21):3920
22. [IF=4.142] Lei Huibo et al."Comprehensive profiling of the chemical components and potential markers in raw and processed Cistanche tubulosa by combining ultra-high-performance liquid chromatography coupled with tandem mass spectrometry and MS/MS-based molecular ne
23. [IF=2.629] Guan Mengqi et al."The Aqueous Extract of Eucommia Leaves Promotes Proliferation, Differentiation, and Mineralization of Osteoblast-Like MC3T3-E1 Cells."Evid-Based Compl Alt. 2021;2021:3641317
24. [IF=2.447] Jianrong Chen et al."Anti‑inflammatory activities of Gardenia jasminoides extracts in retinal pigment epithelial cells and zebrafish embryos."Exp Ther Med. 2021 Jul;22(1):1-9
25. [IF=1.902] Ting Zhang et al."The influence of essential oils from ZhaLi NuSi Prescription on the pharmacokinetics of its non-volatile components in normal rats."Biomedical Chromatography. 2021 Oct 21
26. [IF=3.352] Mi-jun Peng et al."Dietary supplementation Eucommia ulmoides extract at high content served as a feed additive in the hens industry."Poultry Sci. 2021 Dec;:101650
27. [IF=4.451] Xue-song Wang et al."The antihypertensive effects of Eucommia ulmoides leaf water/ethanol extracts are chlorogenic acid dependent."Journal of Functional Foods. 2022 Jul;94:105129
28. [IF=5.396] Xiaoqin Zhang et al."Chimonanthus salicifolius attenuated vascular remodeling by alleviating endoplasmic reticulum stress in spontaneously hypertensive rat."Food & Function. 2022 May ;:

GENIPOSIDIC ACID(SH) - Reference Information

Plant source: Gardenia
biological activity Geniposidic acid has anti-cancer activity of radiation protection box.
use geniposide has the effects of reducing preventive function, anti-forgetfulness, anti-cancer, anti-cancer, preventing tumor caused by X-ray, anti-oxidation, anti-aging, diarrhea and promoting bile secretion, lowering blood pressure and anti-stress.
used for content determination/identification/pharmacological experiment, etc. Pharmacological effects: preventive function is reduced, memory function is enhanced, anti-cancer, anti-oxidation, anti-aging and other effects.
Last Update：2024-04-09 15:16:49
GENIPOSIDIC ACID(SH)
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View History
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