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Amburoside A

CAT: 0013-GTR19227616-02Size: 2 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19227616-02Size:2 mg
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Description
Amburoside A (CAS 110978-35-3) is a bioactive natural product used in life science research. It serves as a valuable tool compound for investigating biological mechanisms in both in vitro and in vivo experimental models.
CAS Number
110978-35-3
Smiles
OC[C@H]1O[C@@H] (Oc2ccc (COC (=O) c3ccc (O) c (O) c3) cc2) [C@H] (O) [C@@H] (O) [C@@H]1O
Molecular Formula
C20H22O10
Molecular Weight
422.386
Storage Conditions
-20°C
Notes
For research use only.

Chemical Information

Amburoside A

Amburoside A is a beta-D-glucoside in which a beta-D-glucopyranosyl residue is attached at position 4 of 4-hydroxybenzyl 3,4-dihydroxybenzoate via a glycosidic linkage. It is isolated from the trunk barks of Amburana cearensis and exhibits antimalarial, neuroprotective, hepatoprotective and antioxidant activities. It has a role as an antioxidant, a metabolite, an antimalarial, a hepatoprotective agent and a neuroprotective agent. It is a beta-D-glucoside, a member of catechols and a benzoate ester.

CAS Number110978-35-3
PubChem CID10409977
IUPAC Name[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl 3,4-dihydroxybenzoate
Molecular FormulaC20H22O10
Molecular Weight422.4
XLogP0.7
Topological Polar Surface Area166
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Heavy Atom Count30
Formal Charge0
Complexity552
SMILES
C1=CC(=CC=C1COC(=O)C2=CC(=C(C=C2)O)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI
InChI=1S/C20H22O10/c21-8-15-16(24)17(25)18(26)20(30-15)29-12-4-1-10(2-5-12)9-28-19(27)11-3-6-13(22)14(23)7-11/h1-7,15-18,20-26H,8-9H2/t15-,16-,17+,18-,20-/m1/s1
InChIKey
LRFIKYDSTHZRKW-BFMVXSJESA-N
Chemical Structure
2D Structure
2D structure of Amburoside A
CAS: 110978-35-3
CID: 10409977
Formula: C20H22O10
MW: 422.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight422.4
XLogP30.7
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count10
Rotatable Bond Count7
Exact Mass422.12129689
Monoisotopic Mass422.12129689
Topological Polar Surface Area166 Ų
Heavy Atom Count30
Formal Charge0
Complexity552
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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