A steroid glycoside with diverse biological activities
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Ophiopogonin D

Item No. 34385

Technical Information
Formal Name
(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
CAS Number
945619-74-9
Synonyms
  • Deacetylophiopogonin C
  • OJV-V
Molecular Formula
C44H70O16
Formula Weight
Purity
≥95%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 15 mg/ml
SMILES
C[C@@]12[C@]3([H])[C@](O[C@]4(CC[C@H](CO4)C)[C@H]3C)([H])C[C@@]1([H])[C@@]5([H])[C@]([C@]6([C@@H](C[C@@H](CC6=CC5)O)O[C@H]7[C@@H]([C@H]([C@H]([C@H](O7)C)O)O[C@H]8[C@@H]([C@H]([C@@H](CO8)O)O)O)O[C@H]9[C@@H]([C@@H]([C@H]([C@@H](O9)C)O)O)O)C)([H])CC2
InChi Code
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
Origin
Plant/Ophiopogon japonicus
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ophiopogonin D is a steroid glycoside that has been found in O. japonicus tubers and has diverse biological activities.1,2,3,4 It induces apoptosis in, and reduces TGF-β1-induced migration of, MDA-MB-231 human breast cancer cells when used at concentrations of 2.5, 5, or 10 µM.1 Ophiopogonin D (10 and 100 µM) inhibits hydrogen peroxide-induced production of reactive oxygen species (ROS) in RAW 264.7 cells.2 It inhibits peritoneal neutrophil infiltration in a mouse model of peritonitis induced by zymosan A (Item No. 21175) when administered at a dose of 1 mg/kg.3 Ophiopogonin D (1 and 2 mg/kg) reduces thrombus weight in a mouse model of venous thrombosis.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhu, X., Wang, K., and Chen, Y. Ophiopogonin D suppresses TGF-β1-mediated metastatic behavior of MDA-MB-231 breast carcinoma cells via regulating ITGB1/FAK/Src/AKT/β-catenin/MMP-9 signaling axis. Toxicol. in Vitro 69, 104973 (2020).

    2. Huang, Q., Gao, B., Wang, L., et alOphiopogonin D: A new herbal agent against osteoporosis. Bone 74, 18-28 (2015).

    3. Kou, J., Sun, Y., Lin, Y., et alAnti-inflammatory activities of aqueous extract from Radix Ophiopogon japonicus and its two constituents. Biol. Pharm. Bull. 28(7), 1234-1238 (2005).

    4. Kou, J., Tian, Y., Tang, Y., et alAntithrombotic activities of aqueous extract from Radix Ophiopogon japonicus and its two constituents. Biol. Pharm. Bull. 29(6), 1267-1270 (2006).