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Aucubin

CAT: 0804-HY-N0664-04Size: 50 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0664-04Size:50 mg
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Description
Aucubin, an iridoid glucoside, is isolated from Plantago asiatica, Eucommia ulmoides, the leaves of Aucuba japonica and more recently from butterfly larva. Aucubin has many biological activities, such as antioxidant, anti-aging, anti-inflammatory, antimicrobial, anti-fibrotic, anti-cancer, hepatoprotective, neuroprotective and osteoprotective effects[1][2][3].
CAS Number
479-98-1
UNSPSC
12352005
Hazard Statement
H302
Target
Bacterial
Type
Natural Products
Related Pathways
Anti-infection
Applications
COVID-19-anti-virus
Field of Research
Cancer; Infection; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/Aucubin.html
Purity
99.98
Solubility
DMSO : 100 mg/mL (ultrasonic) |H2O : ≥ 100 mg/mL
Smiles
O[C@H]([C@@H](O)[C@@H]1O)[C@](O[C@@H]1CO)([H])O[C@H](OC=C2)[C@@]3([H])[C@]2([H])[C@H](O)C=C3CO
Molecular Formula
C15H22O9
Molecular Weight
346.33
Precautions
H302
References & Citations
[1]Jin l, et, al. Antioxidant and pancreas-protective effect of aucubin on rats with streptozotocin-induced diabetes. Eur J Pharmacol. 2008 Mar 17;582 (1-3) :162-7.|[2]Jeong HJ, et, al. Inhibition of TNF-alpha and IL-6 production by Aucubin through blockade of NF-kappaB activation RBL-2H3 mast cells. Cytokine. 2002 Jun 7;18 (5) :252-9.|[3]Zeng X, et, al. A review of the pharmacology and toxicology of aucubin. Fitoterapia. 2020 Jan;140:104443.|[4]Xue HY, et, al. Protective effects of aucubin on H₂O₂-induced apoptosis in PC12 cells. Phytother Res. 2012 Mar;26 (3) :369-74.|[5]Chang LM, et, al. Aucubin: potential antidote for alpha-amanitin poisoning. J Toxicol Clin Toxicol. 1984 Jul;22 (1) :77-85.|[6]Zhou Y, et, al. Aucubin Alleviates Bleomycin-Induced Pulmonary Fibrosis in a Mouse Model. Inflammation. 2017 Dec;40 (6) :2062-2073.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported

Chemical Information

Aucubin

Aucubin is an organic molecular entity. It has a role as a metabolite.

CAS Number479-98-1
PubChem CID91458
IUPAC Name(2S,3R,4S,5S,6R)-2-[[(1S,4aR,5S,7aS)-5-hydroxy-7-(hydroxymethyl)-1,4a,5,7a-tetrahydrocyclopenta[c]pyran-1-yl]oxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular FormulaC15H22O9
Molecular Weight346.33
XLogP-3
Topological Polar Surface Area149
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Heavy Atom Count24
Formal Charge0
Complexity507
SMILES
C1=CO[C@H]([C@H]2[C@@H]1[C@@H](C=C2CO)O)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O
InChI
InChI=1S/C15H22O9/c16-4-6-3-8(18)7-1-2-22-14(10(6)7)24-15-13(21)12(20)11(19)9(5-17)23-15/h1-3,7-21H,4-5H2/t7-,8+,9+,10+,11+,12-,13+,14-,15-/m0/s1
InChIKey
RJWJHRPNHPHBRN-FKVJWERZSA-N
Chemical Structure
2D Structure
2D structure of Aucubin
CAS: 479-98-1
CID: 91458
Formula: C15H22O9
MW: 346.33
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight346.33
XLogP3-3
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count9
Rotatable Bond Count4
Exact Mass346.12638228
Monoisotopic Mass346.12638228
Topological Polar Surface Area149 Ų
Heavy Atom Count24
Formal Charge0
Complexity507
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
MA08296-01Aucubin
A12294-50Aucubin 50mg
A12294-25Aucubin 25mg
A12294-10Aucubin 10mg
A12294-5Aucubin 5mg
AR-A07488-01Aucubin Impurity 2
AR-A07487-01Aucubin Impurity 1
AR-A07489-01Aucubin Impurity 3
AR-A07490-01Aucubin Impurity 4 (Bartsiosid)
A12294-10mM-DAucubin 10mM * 1mL in DMSO

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