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Oridonin (Standard)

CAT: 0804-HY-N0004R-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0004R-01Size:5 mg
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Description
Oridonin (Standard) is the analytical standard of Oridonin. This product is intended for research and analytical applications. Oridonin (NSC-250682), a diterpenoid isolated from Rabdosia rubescens, acts as an inhibitor of AKT, with IC50s of 8.4 and 8.9 μM for AKT1 and AKT2; Oridonin possesses anti-tumor, anti-bacterial and anti-inflammatory effects.
CAS Number
28957-04-2
Product Name Alternative
NSC-250682 (Standard) ; Isodonol (Standard)
UNSPSC
12352005
Target
Akt; Bacterial; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Others; PI3K/Akt/mTOR
Field of Research
Cancer; Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/oridonin-standard.html
Smiles
O[C@@H]1[C@]2(CO3)[C@@]([C@H](O)[C@]3(O)[C@]45[C@@]2([H])CC[C@](C(C5=O)=C)([H])[C@@]4([H])O)([H])C(C)(C)CC1
Molecular Formula
C20H28O6
Molecular Weight
364.43
References & Citations
[1]Song M, et al. Targeting AKT with oridonin inhibits growth of esophageal squamous cell carcinoma in vitro and patient derived xenografts in vivo. Mol Cancer Ther. 2018 Apr 25. pii: molcanther.0823.2017.|[2]Sun B, et al. Oridonin inhibits aberrant AKT activation in breast cancer. Oncotarget. 2018 Feb 1;9 (35) :23878-23889.
Shipping Conditions
Room temperature
Scientific Category
Reference Standards

Chemical Information

Oridonin

Oridonin is an organic heteropentacyclic compound and ent-kaurane diterpenoid with formula C20H28O6 isolated from the leaves of the medicinal herb Rabdosia rubescens. It has a role as an antibacterial agent, an antineoplastic agent, an angiogenesis inhibitor, an anti-asthmatic agent, an apoptosis inducer and a plant metabolite. It is a secondary alcohol, an ent-kaurane diterpenoid, an organic heteropentacyclic compound, an enone and a cyclic hemiketal.

CAS Number28957-04-2
PubChem CID5321010
IUPAC Name(1S,2S,5S,8R,9S,10S,11R,15S,18R)-9,10,15,18-tetrahydroxy-12,12-dimethyl-6-methylidene-17-oxapentacyclo[7.6.2.15,8.01,11.02,8]octadecan-7-one
Molecular FormulaC20H28O6
Molecular Weight364.4
XLogP0.1
Topological Polar Surface Area107
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count0
Heavy Atom Count26
Formal Charge0
Complexity717
SMILES
CC1(CC[C@@H]([C@]23[C@@H]1[C@@H]([C@]([C@]45[C@H]2CC[C@H]([C@H]4O)C(=C)C5=O)(OC3)O)O)O)C
InChI
InChI=1S/C20H28O6/c1-9-10-4-5-11-18-8-26-20(25,19(11,14(9)22)15(10)23)16(24)13(18)17(2,3)7-6-12(18)21/h10-13,15-16,21,23-25H,1,4-8H2,2-3H3/t10-,11-,12-,13+,15+,16-,18+,19-,20+/m0/s1
InChIKey
SDHTXBWLVGWJFT-XKCURVIJSA-N
Chemical Structure
2D Structure
2D structure of Oridonin
CAS: 28957-04-2
CID: 5321010
Formula: C20H28O6
MW: 364.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight364.4
XLogP30.1
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count6
Rotatable Bond Count0
Exact Mass364.18858861
Monoisotopic Mass364.18858861
Topological Polar Surface Area107 Ų
Heavy Atom Count26
Formal Charge0
Complexity717
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

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