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G422835-1ml

1ml

Available within 4-8 weeks(?)

$69.90

Basic Description

Synonyms	Geniposide \| 24512-63-8 \| Jasminoidin \| UNII-145295QLXY \| CHEBI:5299 \| 145295QLXY \| 169799-41-1 \| methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate \| Cyclopenta[c
Specifications & Purity	10mM in DMSO
Biochemical and Physiological Mechanisms	Geniposide is an iridoid glycoside with a variety of biological activities including neuroprotective, anti-diabetic, antiproliferative, and antioxidative activity. Geniposide has been shown to regulate Nrf2 translocation and upregulate downstream antioxid
Storage Temp	Store at -80°C
Shipped In	Ice chest + Ice pads

Associated Targets(Human)

XDH Tclin Xanthine dehydrogenase (1038 Activities)

Discover Target: XDH

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTPN2 Tchem T-cell protein-tyrosine phosphatase (1317 Activities)

Discover Target: PTPN2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

PTPN11 Tchem Protein-tyrosine phosphatase 2C (2297 Activities)

Discover Target: PTPN11

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Raji (5516 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

dsDNA (365 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

quadruplex DNA (2700 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

HK-2 (249 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Hdac6 Histone deacetylase 6 (222 Activities)

Discover Target: Hdac6

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Ptpn1 Protein-tyrosine phosphatase 1B (270 Activities)

Discover Target: Ptpn1

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

pol Human immunodeficiency virus type 1 integrase (9041 Activities)

Discover Target: pol

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mus musculus (284745 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Hepatitis C virus (23859 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Enterovirus A71 (1246 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RAW264.7 (28094 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

rep Replicase polyprotein 1ab (378 Activities)

Discover Target: rep

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Drosophila (190 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

SARS-CoV-2 (38078 Activities)

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Names and Identifiers

IUPAC Name	methyl (1S,4aS,7aS)-7-(hydroxymethyl)-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-4-carboxylate
INCHI	InChI=1S/C17H24O10/c1-24-15(23)9-6-25-16(11-7(4-18)2-3-8(9)11)27-17-14(22)13(21)12(20)10(5-19)26-17/h2,6,8,10-14,16-22H,3-5H2,1H3/t8-,10-,11-,12-,13+,14-,16+,17+/m1/s1
InChi Key	IBFYXTRXDNAPMM-BVTMAQQCSA-N
Canonical SMILES	COC(=O)C1=COC(C2C1CC=C2CO)OC3C(C(C(C(O3)CO)O)O)O
Isomeric SMILES	COC(=O)C1=CO[C@H]([C@H]2[C@@H]1CC=C2CO)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
WGK Germany	3
PubChem CID	107848
Molecular Weight	388.37

Certificates

Certificate of Analysis(COA)

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Chemical and Physical Properties

Specific Rotation[α]	15° (C=1,EtOH)
Melt Point(°C)	162°C

Safety and Hazards(GHS)

Pictogram(s)	GHS06
Signal	Danger
Hazard Statements	H301:Toxic if swallowed
Precautionary Statements	P321:Specific treatment (see ... on this label). P405:Store locked up. P501:Dispose of contents/container to ... P264:Wash hands [and …] thoroughly after handling. P270:Do not eat, drink or smoke when using this product. P330:Rinse mouth. P301+P316:IF SWALLOWED: Get emergency medical help immediately.
WGK Germany	3

Citations of This Product

1. Yuxin Gan, Chenyu Wang, Chenfeng Xu, Pingping Zhang, Shutong Chen, Lei Tang, Junbing Zhang, Huahao Zhang, Shenhua Jiang. (2023) Simultaneous extraction of crocin and geniposide from gardenia fruits (Gardenia jasminoides Ellis) by probe-type ultrasound-assisted natural deep eutectic solvents and their inhibition effects on low density lipoprotein oxidation. ULTRASONICS SONOCHEMISTRY, 101 (1): (106658). [PMID:37913593]
2. Xiaoju Zhuge, Xiaosheng Jin, Tingting Ji, Rongzhou Li, Liwei Xue, Weilai Yu, Zijiao Quan, Haibin Tong, Fang Xu. (2023) Geniposide ameliorates dextran sulfate sodium-induced ulcerative colitis via KEAP1-Nrf2 signaling pathway. JOURNAL OF ETHNOPHARMACOLOGY, 314 (116626). [PMID:37187359]
3. Ling Li, Ling Zhou, Gongshuai Song, Danli Wang, Gongnian Xiao, Fuping Zheng, Jinyan Gong. (2023) High efficiency biosynthesis of gardenia blue and red pigment by lactic acid bacteria: A great potential for natural color pigments. FOOD CHEMISTRY, 417 (135868). [PMID:36924722]
4. Jiaxin Li, Hengju Ge, Yang Xu, Jiahong Xie, Fujie Yan, Wei Chen. (2022) Geniposide Alleviates Oxidative Damage in Hepatocytes through Regulating miR-27b-3p/Nrf2 Axis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 70 (37): (11544–11553). [PMID:36084288]
5. Sitong Lu, Zhaoyu Zhang, Youling Liang, Qingkun Zhong, Guangfa Li, Zhang Hu. (2022) Iridoid Glycosides from Phlomis Medicinalis Diels: Optimized Extraction and Hemostasis Evaluation. CHEMISTRY & BIODIVERSITY, 19 (5): (e202100936). [PMID:35502889]
6. Tang Liqin, Liu Haocheng, Wen Jing, Xu Yujuan, Tian Wenni, Li Lu, Yu Yuanshan, Lin Xian, Fu Manqin. (2021) Study on ultrahigh-pressure extraction technology on properties of yellow extract from gardenia fruit. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, 104 (104186). [PMID:]

References

1. 甘宇鑫, 江慎华等. (2023) Simultaneous extraction of crocin and geniposide from gardenia fruits (Gardenia jasminoides Ellis) by probe-type ultrasound-assisted natural deep eutectic solvents and their inhibition effects on low density lipoprotein oxidation . Ultrasonics Sonochemistry, 101 (10): (106658). [PMID:]
2. Yuxin Gan, Chenyu Wang, Chenfeng Xu, Pingping Zhang, Shutong Chen, Lei Tang, Junbing Zhang, Huahao Zhang, Shenhua Jiang. (2023) Simultaneous extraction of crocin and geniposide from gardenia fruits (Gardenia jasminoides Ellis) by probe-type ultrasound-assisted natural deep eutectic solvents and their inhibition effects on low density lipoprotein oxidation. ULTRASONICS SONOCHEMISTRY, 101 (1): (106658). [PMID:37913593]
3. Xiaoju Zhuge, Xiaosheng Jin, Tingting Ji, Rongzhou Li, Liwei Xue, Weilai Yu, Zijiao Quan, Haibin Tong, Fang Xu. (2023) Geniposide ameliorates dextran sulfate sodium-induced ulcerative colitis via KEAP1-Nrf2 signaling pathway. JOURNAL OF ETHNOPHARMACOLOGY, 314 (116626). [PMID:37187359]
4. Ling Li, Ling Zhou, Gongshuai Song, Danli Wang, Gongnian Xiao, Fuping Zheng, Jinyan Gong. (2023) High efficiency biosynthesis of gardenia blue and red pigment by lactic acid bacteria: A great potential for natural color pigments. FOOD CHEMISTRY, 417 (135868). [PMID:36924722]
5. Jiaxin Li, Hengju Ge, Yang Xu, Jiahong Xie, Fujie Yan, Wei Chen. (2022) Geniposide Alleviates Oxidative Damage in Hepatocytes through Regulating miR-27b-3p/Nrf2 Axis. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, 70 (37): (11544–11553). [PMID:36084288]
6. Sitong Lu, Zhaoyu Zhang, Youling Liang, Qingkun Zhong, Guangfa Li, Zhang Hu. (2022) Iridoid Glycosides from Phlomis Medicinalis Diels: Optimized Extraction and Hemostasis Evaluation. CHEMISTRY & BIODIVERSITY, 19 (5): (e202100936). [PMID:35502889]
7. Tang Liqin, Liu Haocheng, Wen Jing, Xu Yujuan, Tian Wenni, Li Lu, Yu Yuanshan, Lin Xian, Fu Manqin. (2021) Study on ultrahigh-pressure extraction technology on properties of yellow extract from gardenia fruit. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, 104 (104186). [PMID:]

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Geniposide - 10mM in DMSO, high purity , CAS No.24512-63-8