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Alpha-Hederin

CAT: 0013-GTR19159787-06Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159787-06Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Alpha-Hederin is Derived from beta-amyrin; other hederigenin based saponins are available. It induces apoptosis in hepatocellular carcinoma cells. (In Vitro) :alpha-Hederin (α-Hederin) is cytotoxic and inhibits proliferation in both cel lines at rather low concentrations. alpha-Hederin (α-Hederin) reduces the mitotic activity in treated cells. (In Vivo) :alpha-Hederin (α-Hederin) has preventive effect on sensitized rats like thymoquinone. It may intervene in miRNA-126 expression, which consequently could interfere with IL-13 secretion pathway leading to a reduction in inflammatory responses.
CAS Number
27013-91-8
Product Name Alternative
Alpha-Hederin
Purity
>98% (HPLC)
Solubility
DMSO : ≥ 100 mg/mL 133.16 mM; H2O : < 0.1 mg/mL
Smiles
C[C@H]1[C@@H] ([C@H] ([C@H] ([C@@H] (O1) O[C@@H]1[C@H] ([C@H] (CO[C@H]1O[C@H]1CC[C@]2 ([C@H] ([C@]1 (C) CO) CC[C@@]1 ([C@@H]2CC=C2[C@]1 (CC[C@@]1 ([C@H]2CC (CC1) (C) C) C (=O) O) C) C) C) O) O) O) O) O
Molecular Formula
C41H66O12
Molecular Weight
750.97
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
(4alpha) -3beta- ((2-O- (6-Deoxy-alpha-L-mannopyranosyl) -alpha-L-arabinopyranosyl) oxy) -23-hydroxyolean-12-en-28-oic acid

Chemical Information

Alpha-Hederin

Kalopanaxsaponin A is a triterpenoid saponin that is hederagenin attached to a 2-O-(6-deoxy-alpha-L-mannopyranosyl)-alpha-L-arabinopyranosyl residue at position 3 via a glycosidic linkage. It has been isolated from the stem bark of Kalopanax pictus. It has a role as an anti-inflammatory agent and a plant metabolite. It is a pentacyclic triterpenoid, a hydroxy monocarboxylic acid, a triterpenoid saponin and a disaccharide derivative. It is functionally related to a hederagenin.

CAS Number27013-91-8
PubChem CID73296
IUPAC Name(4aS,6aR,6aS,6bR,8aR,9R,10S,12aR,14bS)-10-[(2S,3R,4S,5S)-4,5-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxyoxan-2-yl]oxy-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid
Molecular FormulaC41H66O12
Molecular Weight751.0
XLogP3.6
Topological Polar Surface Area196
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count12
Rotatable Bond Count6
Heavy Atom Count53
Formal Charge0
Complexity1440
SMILES
C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)O[C@@H]2[C@H]([C@H](CO[C@H]2O[C@H]3CC[C@]4([C@H]([C@]3(C)CO)CC[C@@]5([C@@H]4CC=C6[C@]5(CC[C@@]7([C@H]6CC(CC7)(C)C)C(=O)O)C)C)C)O)O)O)O)O
InChI
InChI=1S/C41H66O12/c1-21-28(44)30(46)31(47)33(51-21)53-32-29(45)24(43)19-50-34(32)52-27-11-12-37(4)25(38(27,5)20-42)10-13-40(7)26(37)9-8-22-23-18-36(2,3)14-16-41(23,35(48)49)17-15-39(22,40)6/h8,21,23-34,42-47H,9-20H2,1-7H3,(H,48,49)/t21-,23-,24-,25+,26+,27-,28-,29-,30+,31+,32+,33-,34-,37-,38-,39+,40+,41-/m0/s1
InChIKey
KEOITPILCOILGM-LLJOFIFVSA-N
Chemical Structure
2D Structure
2D structure of Alpha-Hederin
CAS: 27013-91-8
CID: 73296
Formula: C41H66O12
MW: 751.0
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight751.0
XLogP33.6
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count12
Rotatable Bond Count6
Exact Mass750.45542754
Monoisotopic Mass750.45542754
Topological Polar Surface Area196 Ų
Heavy Atom Count53
Formal Charge0
Complexity1440
Isotope Atom Count0
Defined Atom Stereocenter Count18
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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