Hederacoside D | CAS#760961-03-3 | Triterpene saponin

MedKoo Cat#: 464821 | Name: Hederacoside D

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

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

Chemical Structure

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: 1075.25

Elemental Analysis: C, 59.20; H, 8.06; O, 32.73

Price and Availability

Size	Price	Availability
5mg	USD 350.00	2 Weeks
10mg	USD 600.00	2 Weeks
25mg	USD 950.00	2 Weeks

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Related CAS #

No Data

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

More Info

Instruction

View handling instruction

	Solvent	mg/mL	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

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 1,075.25 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.

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

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.