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Merck
CN

SML1288

Ophiopogonin D

≥98% (HPLC)

Synonym(s):

(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

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About This Item

Empirical Formula (Hill Notation):
C44H70O16
CAS Number:
945619-74-9
Molecular Weight:
855.02
NACRES:
NA.77
PubChem Substance ID:
329825765
UNSPSC Code:
12352200
MDL number:
MFCD09970543

Key Documents

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form

powder

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

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 key

FHKHGNFKBPFJCB-LYLKFOBISA-N

biological source

plant (Radix ophiopogonis)

assay

≥98% (HPLC)

color

white to beige

solubility

DMSO: 20 mg/mL, clear

shipped in

wet ice

storage temp.

−20°C

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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.
Ophiopogonin D is a steroidal glycoside; antioxidant; protect cardiomyocytes from doxorubicin-induced toxicity.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
095M4704V
075M4734V

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Ophiopogonin D maintains Ca 2+ homeostasis in rat cardiomyocytes in vitro by upregulating CYP2J3/EETs and suppressing ER stress.
You WT, et al.
Acta Pharmacologica Sinica, 37(3), 368-368 (2016)

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