Products for Research Use Only
RegisterLogin

Deoxypodophyllotoxin

CAT: 0804-HY-N2500-01Size: 1 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-N2500-01Size:1 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
Deoxypodophyllotoxin (DPT), a derivative of podophyllotoxin, is a lignan with potent antimitotic, anti-inflammatory and antiviral properties isolated from Anthriscus sylvestris. Deoxypodophyllotoxin, targets the microtubule, has a major impact in oncology not only as anti-mitotics but also as potent inhibitors of angiogenesis[1]. Deoxypodophyllotoxin induces cell autophagy and apoptosis[2]. Deoxypodophyllotoxin evokes increase of intracellular Ca2+ concentrations in DRG neurons[3].
CAS Number
19186-35-7
UNSPSC
12352005
Hazard Statement
H310, H315, H319
Target
Apoptosis; Autophagy; Microtubule/Tubulin
Type
Natural Products
Related Pathways
Apoptosis; Autophagy; Cell Cycle/DNA Damage; Cytoskeleton
Applications
COVID-19-anti-virus
Field of Research
Infection; Cardiovascular Disease; Cancer
Assay Protocol
https://www.medchemexpress.com/deoxypodophyllotoxin.html
Purity
99.87
Solubility
DMSO : 100 mg/mL (ultrasonic)
Smiles
O=C1[C@]2([H])[C@H](C3=CC(OC)=C(OC)C(OC)=C3)C4=CC(OCO5)=C5C=C4C[C@@]2([H])CO1
Molecular Formula
C22H22O7
Molecular Weight
398.41
Precautions
H310, H315, H319
References & Citations
[1]Wang YR, et al. Deoxypodophyllotoxin induces G2/M cell cycle arrest and apoptosis in SGC-7901 cells and inhibits tumor growth in vivo. Molecules. 2015 Jan 20;20 (1) :1661-75.|[2]Kim SH, et al. Deoxypodophyllotoxin induces cytoprotective autophagy against apoptosis via inhibition of PI3K/AKT/mTOR pathway in osteosarcoma U2OS cells. Pharmacol Rep. 2017 Oct;69 (5) :878-884.|[3]Xu P, et al. Pharmacological effect of deoxypodophyllotoxin: a medicinal agent of plant origin, on mammalian neurons. Neurotoxicology. 2010 Dec;31 (6) :680-6.
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

Deoxypodophyllotoxin

Deoxypodophyllotoxin is a member of the class of furonaphthodioxoles that is (5R,5aR,8aR)-5,8,8a,9-tetrahydro-2H-furo[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(5aH)-one substituted at position 5 by a 3,4,5-trimethoxyphenyl group. It has a role as an antineoplastic agent, an apoptosis inducer and a plant metabolite. It is a lignan, a gamma-lactone, a furonaphthodioxole and a member of methoxybenzenes.

CAS Number19186-35-7
PubChem CID345501
IUPAC Name(5R,5aR,8aR)-5-(3,4,5-trimethoxyphenyl)-5a,8,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-6-one
Molecular FormulaC22H22O7
Molecular Weight398.4
XLogP3.1
Topological Polar Surface Area72.5
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Heavy Atom Count29
Formal Charge0
Complexity598
SMILES
COC1=CC(=CC(=C1OC)OC)[C@H]2[C@@H]3[C@@H](CC4=CC5=C(C=C24)OCO5)COC3=O
InChI
InChI=1S/C22H22O7/c1-24-17-6-12(7-18(25-2)21(17)26-3)19-14-8-16-15(28-10-29-16)5-11(14)4-13-9-27-22(23)20(13)19/h5-8,13,19-20H,4,9-10H2,1-3H3/t13-,19+,20-/m0/s1
InChIKey
ZGLXUQQMLLIKAN-SVIJTADQSA-N
Chemical Structure
2D Structure
2D structure of Deoxypodophyllotoxin
CAS: 19186-35-7
CID: 345501
Formula: C22H22O7
MW: 398.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight398.4
XLogP33.1
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass398.13655304
Monoisotopic Mass398.13655304
Topological Polar Surface Area72.5 Ų
Heavy Atom Count29
Formal Charge0
Complexity598
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Alternative Products

CatalogName
C02012-5mgDeoxypodophyllotoxin
FD157413-014-Deoxypodophyllotoxin
M39805-01Deoxypodophyllotoxin b
B29380010-Bromo-4-Deoxypodophyllotoxin

Popular Products