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SML1288 Sigma-Aldrich

Ophiopogonin D

≥98% (HPLC)

Synonym: (1β,3β,25R)-3-Hydroxyspirost-5-en-1-yl O-6-deoxy-α-L-mannopyranosyl-(1→2)-O-[β-D-xylopyranosyl-(1→3)]-6-deoxy-β-D-galactopyranoside, 25(R)-Ruscogenin 1-O-[α-L-rhamnopyranosyl-(1→2)][β-D-xylopyranosyl-(1→3)]-β-D-fucopyranoside, Deacetylophiopogonin C, OJV-V

  • CAS Number 945619-74-9

  • Empirical Formula (Hill Notation) C44H70O16

  • Molecular Weight 855.02

  •  MDL number MFCD09970543

  •  PubChem Substance ID 329825765

  •  NACRES NA.77

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Properties

Related Categories Antioxidants and Cytoprotectants, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
biological source   plant (Radix ophiopogonis)
assay   ≥98% (HPLC)
form   powder
color   white to beige
solubility   DMSO: 20 mg/mL, clear
shipped in   wet ice
storage temp.   −20°C
SMILES string   C[C@H](CC1)CO[C@]21O[C@@]3([H])C[C@@]4([H])[C@]5([H])CC=C6C[C@@H](O)C[C@@H](O[C@]7([H])O[C@H](C)[C@H](O)[C@H](O[C@]8([H])OC[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O[C@]9([H])O[C@@H](C)[C@H](O)[C@@H](O)[C@H]9O)[C@]6(C)[C@@]5([H])CC[C@]4(C)[C@@]3([H])[C@@H]2C
InChI   1S/C44H70O16/c1-18-9-12-44(54-16-18)19(2)30-28(60-44)15-26-24-8-7-22-13-23(45)14-29(43(22,6)25(24)10-11-42(26,30)5)57-41-38(59-40-36(52)34(50)31(47)20(3)55-40)37(32(48)21(4)56-41)58-39-35(51)33(49)27(46)17-53-39/h7,18-21,23-41,45-52H,8-17H2,1-6H3/t18-,19+,20+,21-,23-,24-,25+,26+,27-,28+,29-,30+,31+,32+,33+,34-,35-,36-,37+,38-,39+,40+,41+,42+,43+,44-/m1/s1
InChI key   FHKHGNFKBPFJCB-LYLKFOBISA-N

Description

Packaging

5, 25 mg in glass bottle

Biochem/physiol Actions

In rat cardiomyocytes, ophiopogonin D regulates Ca2+ homeostasis in vitro. OPD acts as an antioxidant against H2O2-stimulated endothelial injury. It possesses mild anti-apoptotic properties. It plays a protective role in doxycycline (DOX)-stimulated autophagy in cardiomyocytes.

Ophiopogonin D is a steroidal glycoside extracted from Ophiopogon japonicas that promotes antioxidative protection of the cardiovascular system. Ophiopogonin D protects the heart against doxorubicin-induced autophagic injury by reduction of both ROS generation and the disruption of the mitochondrial membrane damage.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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