CAS 945619-74-9|Ophiopogonin D

Introduction:Basic information about CAS 945619-74-9|Ophiopogonin D, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameOphiopogonin D
CAS Number945619-74-9Molecular Weight855.017
Density1.4±0.1 g/cm3Boiling Point/
Molecular FormulaC44H70O16Melting Point/
MSDSChineseUSAFlash Point/
Symbol
GHS07
Signal WordWarning

Names

Name(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
SynonymMore Synonyms

Ophiopogonin D BiologicalActivity

DescriptionOphiopogonin 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 CatalogSignaling Pathways >>Membrane Transporter/Ion Channel >>Calcium ChannelResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Cell Cycle/DNA Damage >>PPARResearch 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

Density1.4±0.1 g/cm3
Molecular FormulaC44H70O16
Molecular Weight855.017
Exact Mass854.466370
PSA235.68000
LogP5.54
Index of Refraction1.617
InChIKeyFHKHGNFKBPFJCB-LYLKFOBISA-N
SMILESCC1CCC2(OC1)OC1CC3C4CC=C5CC(O)CC(OC6OC(C)C(O)C(OC7OCC(O)C(O)C7O)C6OC6OC(C)C(O)C(O)C6O)C5(C)C4CCC3(C)C1C2C

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302
Precautionary StatementsP301 + P312 + P330
Hazard CodesXn
RIDADRNONH for all modes of transport

Synonyms

(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->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
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