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Ophiopogonin D

Names

[ CAS No. ]:
945619-74-9

[ Name ]:
Ophiopogonin D

[Synonym ]:
(1β,3β,25R)-3-Hydroxyspirost-5-en-1-yl 6-deoxy-α-L-mannopyranosyl-(1->2)-[β-D-xylopyranosyl-(1->3)]-6-deoxy-β-D-galactopyranoside
β-D-Galactopyranoside, (1β,3β,25R)-3-hydroxyspirost-5-en-1-yl O-6-deoxy-α-L-mannopyranosyl-(1-&gt;2)-O-[β-D-xylopyranosyl-(1->3)]-6-deoxy-
(2S,3R,4R,5R,6S)-2-(((2R,3R,4S,5S,6R)-5-hydroxy-2-(((4R,5'R,6R,6aR,6bS,8aS,8bR,9S,10R,11aS,12aS,12bS)-4-hydroxy-5',6a,8a,9-tetramethyl-1,3,3',4,4',5,5',6,6a,6b,6',7,8,8a,8b,9,11a,12,12a,12b-icosahydrospiro[naphtho[2',1':4,5]indeno[2,1-b]furan-10,2'-pyran]-6-yl)oxy)-6-methyl-4-(((2S,3R,4S,5R)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl)oxy)-6-methyltetrahydro-2H-pyran-3,4,5-triol
Ophiopogonin D
Deacetylophiopogonin C

Biological Activity

[Description]:

Ophiopogonin D, isolated from the tubers of Ophiopogon japonicus, is a rare naturally occurring C29 steroidal glycoside[1]. Ophiopogonin D is a CYP2J3 inducer that significantly inhibits Ang II induced NF-κB nuclear translocation, IκBα down-regulation, intracellular Ca2+ overload and activation of pro-inflammatory cytokines by increasing the expression of CYP2J2/EETs and PPARα in human umbilical vein endothelial cells (HUVECs). Ophiopogonin D has been used to treat inflammatory and cardiovascular diseases for thousands of years[2].

[Related Catalog]:

Signaling Pathways >> Membrane Transporter/Ion Channel >> Calcium Channel
Research Areas >> Cardiovascular Disease
Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR
Research Areas >> Inflammation/Immunology

[Target]

PPARα

NF-κB

Ca2+


[References]

[1]. Wang L , et al. Homo-aro-cholestane, furostane and spirostane saponins from the tubers of Ophiopogonjaponicus. Phytochemistry. 2017 Apr;136:125-132.

[2]. Huang X, et al. Ophiopogonin D and EETs ameliorate Ang II-induced inflammatory responses via activating PPARα in HUVECs. Biochem Biophys Res Commun. 2017 Aug 19;490(2):123-133.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Molecular Formula ]:
C44H70O16

[ Molecular Weight ]:
855.017

[ Exact Mass ]:
854.466370

[ PSA ]:
235.68000

[ LogP ]:
5.54

[ Index of Refraction ]:
1.617

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P301 + P312 + P330

[ Hazard Codes ]:
Xn

[ RIDADR ]:
NONH for all modes of transport

Related Compounds