Hederacoside D
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MedKoo CAT#: 464821

CAS#: 760961-03-3

Description: Hederacoside D is a triterpene saponin that has been found in S. hexaphylla.


Chemical Structure

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Hederacoside D
CAS# 760961-03-3

Theoretical Analysis

MedKoo Cat#: 464821
Name: Hederacoside D
CAS#: 760961-03-3
Chemical Formula: C53H86O22
Exact Mass: 1074.5611
Molecular Weight: 1075.249
Elemental Analysis: C, 59.20; H, 8.06; O, 32.73

Price and Availability

Size Price Availability Quantity
5.0mg USD 270.0 2 Weeks
10.0mg USD 460.0 2 Weeks
25.0mg USD 830.0 2 Weeks
50.0mg USD 1360.0 2 Weeks
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Synonym: Hederacoside D; Hederacoside-D;

IUPAC/Chemical Name: (2S,3R,4S,5S,6R)-6-((((2R,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-2-yl)oxy)methyl)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl (4aS,6aS,6bR,8aR,9R,10S,12aR,12bR,14bS)-9-(hydroxymethyl)-2,2,6a,6b,9,12a-hexamethyl-10-(((2S,3R,4S,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)oxy)-1,3,4,5,6,6a,6b,7,8,8a,9,10,11,12,12a,12b,13,14b-octadecahydropicene-4a(2H)-carboxylate

InChi Key: UEHILKCNLIKLEV-LXABABOZSA-N

InChi Code: InChI=1S/C53H86O22/c1-23-32(57)35(60)39(64)45(70-23)74-42-27(19-54)71-43(41(66)37(42)62)69-21-28-34(59)36(61)40(65)46(72-28)75-47(67)53-16-14-48(2,3)18-25(53)24-8-9-30-49(4)12-11-31(73-44-38(63)33(58)26(56)20-68-44)50(5,22-55)29(49)10-13-52(30,7)51(24,6)15-17-53/h8,23,25-46,54-66H,9-22H2,1-7H3/t23-,25-,26-,27+,28+,29+,30+,31-,32-,33-,34+,35+,36-,37+,38+,39+,40+,41+,42+,43+,44-,45-,46-,49-,50-,51+,52+,53-/m0/s1

SMILES Code: OC[C@@H](O[C@H]1OC[C@@H](O[C@H]2OC([C@@]34[C@]([H])(C5=CC[C@]6([H])[C@]7(C)[C@@]([H])(CC[C@]6([C@]5(C)CC4)C)[C@@]([C@@H](O[C@H]8[C@H](O)[C@@H](O)[C@@H](O)CO8)CC7)(CO)C)CC(CC3)(C)C)=O)[C@@H](O)[C@H](O)[C@H]2O)[C@@H](O[C@H]9[C@H](O)[C@H](O)[C@@H](O)[C@H](C)O9)[C@H](O)[C@H]1O

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: To be determined

Shelf Life: >2 years if stored properly

Drug Formulation: To be determined

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMF 25.0 23.25
DMSO 25.0 23.25
Ethanol 1.0 0.93
PBS (pH 7.2) 5.0 4.65

Preparing Stock Solutions

The following data is based on the product molecular weight 1075.249 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Liu Y, Wang Z, Wang C, Si H, Yu H, Li L, Fu S, Tan L, Li P, Liu J, Zhao Y. Comprehensive phytochemical analysis and sedative-hypnotic activity of two Acanthopanax species leaves. Food Funct. 2021 Mar 15;12(5):2292-2311. doi: 10.1039/d0fo02814b. PMID: 33605281.

2: Lee D, Lee JS, Sezirahiga J, Kwon HC, Jang DS, Kang KS. Bioactive Phytochemicals Isolated from Akebia quinata Enhances Glucose-Stimulated Insulin Secretion by Inducing PDX-1. Plants (Basel). 2020 Aug 24;9(9):1087. doi: 10.3390/plants9091087. PMID: 32847055; PMCID: PMC7570369.

3: Akhtar M, Shaukat A, Zahoor A, Chen Y, Wang Y, Yang M, Umar T, Guo M, Deng G. Anti-inflammatory effects of Hederacoside-C on Staphylococcus aureus induced inflammation via TLRs and their downstream signal pathway in vivo and in vitro. Microb Pathog. 2019 Dec;137:103767. doi: 10.1016/j.micpath.2019.103767. Epub 2019 Sep 30. PMID: 31580956.

4: Rehman SU, Choi MS, Kim IS, Kim SH, Yoo HH. An ultra-high-performance liquid chromatography-tandem mass spectrometric method for the determination of hederacoside C, a drug candidate for respiratory disorder, in rat plasma. J Pharm Biomed Anal. 2016 Sep 10;129:90-95. doi: 10.1016/j.jpba.2016.06.039. Epub 2016 Jun 24. PMID: 27411171.

5: Yu M, Liu J, Li L, Xu H, Xing Y, Zhao Y, Yu Z. Pharmacokinetic parameters of three active ingredients hederacoside C, hederacoside D, and ɑ-hederin in Hedera helix in rats. J Sep Sci. 2016 Sep;39(17):3292-301. doi: 10.1002/jssc.201600523. Epub 2016 Aug 1. PMID: 27377040.

6: Greunke C, Hage-Hülsmann A, Sorkalla T, Keksel N, Häberlein F, Häberlein H. A systematic study on the influence of the main ingredients of an ivy leaves dry extract on the β2-adrenergic responsiveness of human airway smooth muscle cells. Pulm Pharmacol Ther. 2015 Apr;31:92-8. doi: 10.1016/j.pupt.2014.09.002. Epub 2014 Sep 16. PMID: 25234924.

7: Budan A, Bellenot D, Freuze I, Gillmann L, Chicoteau P, Richomme P, Guilet D. Potential of extracts from Saponaria officinalis and Calendula officinalis to modulate in vitro rumen fermentation with respect to their content in saponins. Biosci Biotechnol Biochem. 2014;78(2):288-95. doi: 10.1080/09168451.2014.882742. Epub 2014 Apr 16. PMID: 25036683.

8: Yu M, Shin YJ, Kim N, Yoo G, Park S, Kim SH. Determination of saponins and flavonoids in ivy leaf extracts using HPLC-DAD. J Chromatogr Sci. 2015 Apr;53(4):478-83. doi: 10.1093/chromsci/bmu068. Epub 2014 Jun 30. PMID: 24981979.

9: Sieben A, Prenner L, Sorkalla T, Wolf A, Jakobs D, Runkel F, Häberlein H. Alpha-hederin, but not hederacoside C and hederagenin from Hedera helix, affects the binding behavior, dynamics, and regulation of beta 2-adrenergic receptors. Biochemistry. 2009 Apr 21;48(15):3477-82. doi: 10.1021/bi802036b. PMID: 19278262.

10: Gaillard Y, Blaise P, Darré A, Barbier T, Pépin G. An unusual case of death: suffocation caused by leaves of common ivy (Hedera helix). Detection of hederacoside C, alpha-hederin, and hederagenin by LC-EI/MS-MS. J Anal Toxicol. 2003 May-Jun;27(4):257-62. doi: 10.1093/jat/27.4.257. PMID: 12820750.