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27013-91-8,MFCD26960932
Catalog No.:AA00BD08

27013-91-8 | Alpha-hederin

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1mg
98%
in stock  
$8.00   $6.00
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5mg
98%
in stock  
$15.00   $11.00
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10mg
98%
in stock  
$22.00   $15.00
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100mg
98%
in stock  
$100.00   $70.00
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250mg
98%
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$198.00   $139.00
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1g
98%
in stock  
$501.00   $351.00
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00BD08
Chemical Name:
Alpha-hederin
CAS Number:
27013-91-8
Molecular Formula:
C41H66O12
Molecular Weight:
750.9555
MDL Number:
MFCD26960932
SMILES:
OC[C@]1(C)[C@H](CC[C@]2(C1CC[C@@]1([C@@H]2CC=C2[C@@]1(C)CC[C@@]1([C@@H]2CC(CC1)(C)C)C(=O)O)C)C)O[C@@H]1OC[C@@H]([C@@H]([C@H]1O[C@@H]1O[C@@H](C)[C@@H]([C@H]([C@H]1O)O)O)O)O
Properties
Computed Properties
 
Complexity:
1440  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
18  
Heavy Atom Count:
53  
Hydrogen Bond Acceptor Count:
12  
Hydrogen Bond Donor Count:
7  
Rotatable Bond Count:
6  
XLogP3:
3.6  

Literature

Title: Synthesis of novel diosgenyl saponin analogues and apoptosis-inducing activity on A549 human lung adenocarcinoma.

Journal: Organic & biomolecular chemistry 20121128

Title: Participation of cholinergic pathways in α-hederin-induced contraction of rat isolated stomach strips.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20120515

Title: Saponins can perturb biologic membranes and reduce the surface tension of aqueous solutions: a correlation?

Journal: Bioorganic & medicinal chemistry 20120501

Title: Anti-inflammatory triterpenoid saponins from the stem bark of Kalopanax pictus.

Journal: Journal of natural products 20110923

Title: Pre-treatment with α-hederin increases β-adrenoceptor mediated relaxation of airway smooth muscle.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20110115

Title: [Mass spectrometry of triterpene glycosides molecular complexation with purine bases of nucleic acids].

Journal: Bioorganicheskaia khimiia 20110101

Title: Synthesis and tumor cytotoxicity of novel amide derivatives of β-hederin.

Journal: Molecules (Basel, Switzerland) 20101103

Title: African descents are more sensitive than European descents to the antitumor compounds α-hederin and kalopanaxsaponin I.

Journal: Planta medica 20101101

Title: Rapid quantification of 14 saponins of Maesa lanceolata by UPLC-MS/MS.

Journal: Talanta 20100615

Title: Resistance in the plant, Barbarea vulgaris, and counter-adaptations in flea beetles mediated by saponins.

Journal: Journal of chemical ecology 20100301

Title: Alpha-hederin, but not hederacoside C and hederagenin from Hedera helix, affects the binding behavior, dynamics, and regulation of beta 2-adrenergic receptors.

Journal: Biochemistry 20090421

Title: Haemolytic activity, cytotoxicity and membrane cell permeabilization of semi-synthetic and natural lupane- and oleanane-type saponins.

Journal: Bioorganic & medicinal chemistry 20090301

Title: Methyl jasmonate induced accumulation of kalopanaxsaponin I in Nigella sativa.

Journal: Phytochemistry 20090301

Title: Alpha-hederin potentiates 5-FU antitumor activity in human colon adenocarcinoma cells.

Journal: Phytotherapy research : PTR 20081001

Title: A convenient preparation of a disaccharide motif and its role in the cytotoxicity of the triterpenoid saponin, alpha-hederin.

Journal: Archives of pharmacal research 20080501

Title: Synthesis of beta-hederin and Hederacolchiside A1: triterpenoid saponins bearing a unique cytotoxicity-inducing disaccharide moiety.

Journal: Carbohydrate research 20060116

Title: Involvement of cytokines in the hepatic metallothionein expression by alpha-hederin.

Journal: Planta medica 20050801

Title: [Studies on chemical constituents in the seeds of Nigella glandulifera].

Journal: Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica 20050701

Title: Acute anti-inflammatory activity of four saponins isolated from ivy: alpha-hederin, hederasaponin-C, hederacolchiside-E and hederacolchiside-F in carrageenan-induced rat paw edema.

Journal: Phytomedicine : international journal of phytotherapy and phytopharmacology 20050601

Title: Effects of alpha-hederin and thymoquinone, constituents of Nigella sativa, on human cancer cell lines.

Journal: Anticancer research 20050101

Title: Modes of action of alpha-hederin and thymoquinone, active constituents of Nigella sativa, against HEp-2 cancer cells.

Journal: Anticancer research 20050101

Title: Antioxidant activity of saponins isolated from ivy: alpha-hederin, hederasaponin-C, hederacolchiside-E and hederacolchiside-F.

Journal: Planta medica 20040601

Title: Dynamics of beta2-adrenergic receptor-ligand complexes on living cells.

Journal: Biochemistry 20040525

Title: Antifungal steroid saponins from Dioscorea cayenensis.

Journal: Planta medica 20040101

Title: Antiinflammatory activity of alpha-hederin methyl ester from the alkaline hydrolysate of the butanol fraction of Kalopanax pictus bark extract.

Journal: Biological & pharmaceutical bulletin 20030401

Title: Intracellular glutathione depletion and reactive oxygen species generation are important in alpha-hederin-induced apoptosis of P388 cells.

Journal: Molecular and cellular biochemistry 20030301

Title: An unusual case of death: suffocation caused by leaves of common ivy (Hedera helix). Detection of hederacoside C, alpha-hederin, and hederagenin by LC-EI/MS-MS.

Journal: Journal of analytical toxicology 20030101

Title: Expression of inducible nitric oxide synthase by alpha-hederin in macrophages.

Journal: Planta medica 20020501

Title: Antinociceptive and anti-rheumatoidal effects of Kalopanax pictus extract and its saponin components in experimental animals.

Journal: Journal of ethnopharmacology 20020201

Title: Kalopanaxsaponin A from Kalopanax pictus, a potent antioxidant in the rheumatoidal rat treated with Freund's complete adjuvant reagent.

Journal: Journal of ethnopharmacology 20020101

Title: New bisdesmosidic triterpene saponins from the roots of Pulsatilla chinensis.

Journal: Journal of natural products 20010901

Title: In vitro antileishmanial activity of three saponins isolated from ivy, alpha-hederin, beta-hederin and hederacolchiside A(1), in association with pentamidine and amphotericin B.

Journal: Phytotherapy research : PTR 20010601

Title: Toxicology of Kalopanax pictus extract and hematological effect of the isolated anti-rheumatoidal kalopanaxsaponin A on the Freunds complete adjuvant reagent-treated rat.

Journal: Archives of pharmacal research 20010401

Title: Kalopanaxsaponin A is a basic saponin structure for the anti-tumor activity of hederagenin monodesmosides.

Journal: Planta medica 20010301

Title: Extraction, isolation and characterisation of antitumor principle, alpha-hederin, from the seeds of Nigella sativa.

Journal: Planta medica 20010201

Title: A new dammarane-type triterpene glycoside from Polyscias fulva.

Journal: Journal of natural products 20010101

Title: [In vitro study of the antimutagenic activity of alphahederin].

Journal: Annales de biologie clinique 20010101

Title: Antifungal and antiprotozoal activities of saponins from Hedera colchica.

Journal: Die Pharmazie 20000401

Title: Suppressive effects of alpha-Hederin on 2,3,7,8-tetrachlorodibenzo-p-dioxin-mediated murine Cyp1a-1 expression in the mouse hepatoma Hepa-1c1c7 cells.

Journal: Cancer letters 19990426

Title: Suppression of constitutive and inducible cytochrome P450 gene expression by alpha-hederin in mice.

Journal: Biochemistry and molecular biology international 19981201

Title: Growth inhibitory activities of kalopanaxsaponins A and I against human pathogenic fungi.

Journal: Archives of pharmacal research 19981201

Title: Triterpenes as potential dimerization inhibitors of HIV-1 protease.

Journal: Biochemical and biophysical research communications 19961014

Title: Wang J, et al. α-Hederin induces the apoptosis of gastric cancer cells accompanied by glutathione decrement and reactive oxygen species generation via activating mitochondrial dependent pathway. Phytother Res. 2020;34(3):601-611.

Title: Danloy S et al. Effects of alpha-hederin, a saponin extracted from Hedera helix, on cells cultured in vitro. Planta Med, 1994 Feb, 60(1):45-9.

Title: Maryam Fallahi et al. Effect of Alpha-Hederin, the active constituent of Nigella sativa, on miRNA-126, IL-13 mRNA levels and inflammation of lungs in ovalbumin-sensitized male rats. Planta Med, 1994 Feb, 60(1):45-9.

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Tags:27013-91-8 Molecular Formula|27013-91-8 MDL|27013-91-8 SMILES|27013-91-8 Alpha-hederin