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Geraniin

$198

  • Brand : BIOFRON

  • Catalogue Number : BF-G4005

  • Specification : 98%(HPLC)

  • CAS number : 60976-49-0

  • Formula : C41H28O27

  • Molecular Weight : 952.64

  • PUBCHEM ID : 3001497

  • Volume : 25mg

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Catalogue Number

BF-G4005

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8°C

Molecular Weight

952.64

Appearance

White powder

Botanical Source

Alchornea trewioides,Centipeda minima,Geranium sibiricum,Nymphaea candida,Phyllanthus urinaria

Structure Type

Tannins

Category

Standards;Natural Pytochemical;API

SMILES

C1C2C3C(C(C(O2)OC(=O)C4=CC(=C(C(=C4)O)O)O)OC(=O)C5=CC(=C(C6=C5C7C(=CC(=O)C(C7(O)O)(O6)O)C(=O)O3)O)O)OC(=O)C8=CC(=C(C(=C8C9=C(C(=C(C=C9C(=O)O1)O)O)O)O)O)O

Synonyms

b-d-glucopyranose/Benzoic acid, 3,4,5-trihydroxy-, (3R,4aR,11R,11aS,25R,25aR,29S)-2,3,4,4a,9,11a,13,22,24,25,25a,27-dodecahydro-3,4,4,6,7,15,16,17,18,19,20-undecahydroxy-2,9,13,22,27-pentaoxo-3,5-epoxy-25,11-(epoxymethano)-11H-dibenzo[h,j]dibenzo[7,8:9,10][1,5]dioxacycloundecino[3,2-b][1,6]dioxacyclododecin-29-yl ester/Geraniin/(1R,7R,8S,26R,28S,29R,38R)-1,13,14,15,18,19,20,34,35,39,39-Undecahydroxy-2,5,10,23,31-pentaoxo-6,9,24,27,30,40-hexaoxaoctacyclo[34.3.1.0.0.0.0.0.0]tetraconta-3,1 ; 1,13,15,17,19,21,32,34,36-decaen-28-yl 3,4,5-trihydroxybenzoate/(1R,7R,8S,26R,28S,29R,38R)-1,13,14,15,18,19,20,34,35,39,39-Undecahydroxy-2,5,10,23,31-pentaoxo-6,9,24,27,30,40-hexaoxaoctacyclo[34.3.1.0.0.0.0.0.0]tetraconta-3,11,13,15,17,19,21,32,34,36-decaen-28-yl 3,4,5-trihydroxybenzoate

IUPAC Name

[(1R,7R,8S,26R,28S,29R,38R)-1,13,14,15,18,19,20,34,35,39,39-undecahydroxy-2,5,10,23,31-pentaoxo-6,9,24,27,30,40-hexaoxaoctacyclo[34.3.1.04,38.07,26.08,29.011,16.017,22.032,37]tetraconta-3,11,13,15,17,19,21,32,34,36-decaen-28-yl] 3,4,5-trihydroxybenzoate

Density

2.3±0.1 g/cm3

Solubility

Methanol; Ethanol; Acetontrile; Water

Flash Point

Boiling Point

Melting Point

InChl

InChI=1S/C41H28O27/c42-13-1-8(2-14(43)24(13)48)34(54)67-39-33-32-30(64-38(58)12-6-19(47)41(61)40(59,60)23(12)22-11(37(57)66-33)5-17(46)27(51)31(22)68-41)18(63-39)7-62-35(55)9-3-15(44)25(49)28(52)20(9)21-10(36(56)65-32)4-16(45)26(50)29(21)53/h1-6,18,23,30,32-33,39,42-46,48-53,59-61H,7H2/t18?,23-,30?,32?,33?,39?,41-/m0/s1

InChl Key

JQQBXPCJFAKSPG-CFJALHDPSA-N

WGK Germany

RID/ADR

HS Code Reference

2932990000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:60976-49-0) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29046296

Abstract

Geranium seemannii Peyr is a perennial plant endemic to central Mexico that has been widely used for its diuretic effect, but the responsible compound of this effect is unknown as well as the mechanism by which the diuretic effect is achieved. Geraniin is one of the compounds isolated from this kind of geranium. This study was designed to determinate whether geraniin possesses diuretic activity and to elucidate the mechanism of action. Geraniin was extracted and purified from Geranium seemannii Peyr. Male Wistar rats were divided into four groups: 1) Control, 2) 75 mg/kg of geraniin, 3) 20 mg/kg of furosemide, and 4) 10 mg/kg of hydrochlorothiazide. Each treatment was administered by gavage every 24 h for 7 days. The urinary excretion of electrolytes and the fractional excretion of sodium (FENa) were determined. To uncover the molecular target of geraniin, Xenopus laevis oocytes were microinjected with cRNAs encoding the Na+-Cl- cotransporter (NCC) and the Na+-K+-2Cl- cotransporter NKCC2 to functionally express these cotransporters. Geraniin significantly increased diuresis, natriuresis, and calciuresis to a similar extent as was observed in the furosemide-treated rats. Consistent with the furosemide-like effect, in X. laevis oocytes, geraniin significantly reduced the activity of NKCC2, with no effect on NCC activity. In contrast to furosemide, the effect of geraniin on NKCC2 was irreversible, apparently due to its inhibitory effect on heat shock protein 90. Our observations suggest that geraniin could have a potential role in the treatment of hypertension or edematous states.

KEYWORDS

NKCC1; NKCC2; diuretics; geraniin; inhibition

Title

Geraniin is a diuretic by inhibiting the Na+-K+-2Cl- cotransporter NKCC2.

Author

Moreno E1, Gayosso JA2, Montejano JR2, Almaguer G2, Vazquez N3, Cruz C1, Mercado A4, Bobadilla NA1,3, Gamba G1,3,5, Sierra A6, Ramirez V1.

Publish date

2018 Feb 1

PMID

29353207

Abstract

Geraniin is an ellagitannin isolated from Phyllanthus amarus and has a wide range of bioactivities. Our previous study demonstrated that geraniin could alleviate osteoporosis by accelerating bone formation, but the mechanism remains unclear. This study aimed to elucidate the molecular mechanisms by which geraniin promotes osteoblast proliferation and differentiation in vitro. Primary rat bone marrow-derived mesenchymal stem cells were separated and divided into sham operated (Sham) group, Sham treated with geraniin (Sham + GE) group, ovariectomized (OVX) group, OVX treated with geraniin (OVX + GE) group, OVX treated with osteogenic medium (OVX + OM) group, OVX treated with Wnt inhibitor (OVX + WI) group, and OVX treated with Wnt inhibitor and geraniin (OVX + W I + GE) group. Following bilateral ovariectomy, the expression of β-catenin, frizzled2, LRP6, TCF4, LEF1, c-myc, cyclin D1, Runx2 and osterix significantly reduced, while the expression of axin2 significantly increased (P < 0.05). Geraniin enhanced the expression of β-catenin, frizzled2, LRP6, TCF4, LEF1, c-myc, cyclin D1, Runx2 and osterix, while inhibited the expression of axin2 (P < 0.05). Wnt inhibitor significantly weakened geraniin-induced Wnt/β-catenin activation (P < 0.05). In conclusion, geraniin enhances the activation of Wnt/β-catenin pathway, which may explain how it promotes osteoblast proliferation and differentiation.

Copyright © 2018 Elsevier Masson SAS. All rights reserved.

KEYWORDS

Geraniin; Osteoblastic differentiation; Osteogenesis; Wnt/β-catenin pathway

Title

Geraniin promotes osteoblast proliferation and differentiation via the activation of Wnt/β-catenin pathway.

Author

Li K1, Zhang X2, He B2, Yang R2, Zhang Y2, Shen Z3, Chen P4, Du W5.

Publish date

2018 Mar

PMID

27043748

Abstract

Geraniin, an active compound isolated from Geranium sibiricum, has been reported to have antioxidant and anti-inflammatory activities. The aim of this study was to investigate the protective effects of geraniin against cisplatin (CP)-induced kidney injury in mice. Geraniin was administrated for three consecutive days following CP (20 mg/kg) injection. The results showed that geraniin inhibited CP-induced kidney histopathologic changes, MDA, inflammatory cytokines tumor necrosis factor-α (TNF-α) and interleukin-1β (IL-1β) production in kidney tissues. Geraniin also inhibited CP-induced blood urea nitrogen (BUN) and creatinine production. Meanwhile, the activities of superoxide dismutase (SOD) and glutathione peroxidase (GSH-PX) decreased by CP were reversed by the treatment of geraniin. In addition, geraniin significantly inhibited CP-induced NF-κB activation in kidney tissues. Treatment of geraniin dosedependently upregulated the expression of Nrf2 and HO-1. The anticancer effects of CP were not affected by the treatment of geraniin. In conclusion, these results indicated that geraniin protected against CP-induced nephrotoxicity by inhibiting oxidative stress and inflammatory response.

KEYWORDS

Geraniin; NF-κB; cisplatin; nephrotoxicity

Title

Geraniin ameliorates cisplatin-induced nephrotoxicity in mice.

Author

Jiang L1, Liu Y1, He P1, Chen J1, Liu S2, Tan N1.

Publish date

2016 Aug


Description :

Geraniin is a TNF-α releasing inhibitor with numerous activities including anticancer, anti-inflammatory, and anti-hyperglycemic activities, with an IC50 of 43 μM.