Ormosin VI | CAS#78454-17-8 | α-Glucosidase inhibitor

MedKoo Cat#: 465407 | Name: Ormosin VI

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Description:

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

Ormosin VI is a taxane diterpenoid and derivative of paclitaxe that has been found in Taxus and has α-glucosidase inhibitory and anticancer activities. It inhibits α-glucosidase (IC50 = 48.8 µM) and is cytotoxic to HeLa cells (IC50 = 0.085 nM). Ormosin VI induces apoptosis and DNA fragmentation in HepG2 hepatocellular carcinoma cells in a concentration-dependent manner.

Chemical Structure

Ormosin VI

CAS#78454-17-8

Theoretical Analysis

MedKoo Cat#: 465407

Name: Ormosin VI

CAS#: 78454-17-8

Chemical Formula: C45H49NO13

Exact Mass: 811.3204

Molecular Weight: 811.88

Elemental Analysis: C, 66.57; H, 6.08; N, 1.73; O, 25.62

Price and Availability

Size	Price	Availability	Quantity
1mg	USD 500.00	2 Weeks
5mg	USD 800.00	2 Weeks

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Related CAS #

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Synonym

Ormosin VI; 10-Deacetyl-7-epitaxol; 10-Deacetyl-7-epi-paclitaxel; 10-Deacetyl-7-epipaclitaxel; 10-Desacetyl-7-epi-taxol; 10-Desacetyl-7-epipaclitaxel; 7-epi-10-deacetyl Paclitaxel; 7-epi-10-Deacetyltaxol;

IUPAC/Chemical Name

(2aR,4R,4aS,6R,9S,11S,12S,12aR,12bS)-12b-acetoxy-9-(((2R,3S)-3-benzamido-2-hydroxy-3-phenylpropanoyl)oxy)-4,6,11-trihydroxy-4a,8,13,13-tetramethyl-5-oxo-2a,3,4,4a,5,6,9,10,11,12,12a,12b-dodecahydro-1H-7,11-methanocyclodeca[3,4]benzo[1,2-b]oxet-12-yl benzoate

InChi Key

TYLVGQKNNUHXIP-DIYBZAJCSA-N

InChi Code

InChI=1S/C45H49NO13/c1-24-29(57-41(54)35(50)33(26-15-9-6-10-16-26)46-39(52)27-17-11-7-12-18-27)22-45(55)38(58-40(53)28-19-13-8-14-20-28)36-43(5,37(51)34(49)32(24)42(45,3)4)30(48)21-31-44(36,23-56-31)59-25(2)47/h6-20,29-31,33-36,38,48-50,55H,21-23H2,1-5H3,(H,46,52)/t29-,30+,31+,33-,34+,35+,36-,38-,43+,44-,45+/m0/s1

SMILES Code

C[C@@]1([C@@]([H])([C@@](CO2)(OC(C)=O)[C@]2(C[C@H]1O)[H])[C@@H]3OC(C4=CC=CC=C4)=O)C([C@H](O)C5=C([C@H](C[C@@]3(C5(C)C)O)OC([C@@H]([C@@H](NC(C6=CC=CC=C6)=O)C7=CC=CC=C7)O)=O)C)=O

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	10.0	12.32
	DMSO	5.0	6.16

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 811.88 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: Fathima JS, Selvaraj J, Sivabalan V, Rekha UV, Ponnulakshmi R, Vishnupriya V, Kullappan M, Sreekandan RN, Mohan SK, Vijayalakshmi P. Molecular docking of potential inhibitors with the mTOR protein. Bioinformation. 2021 Jan 31;17(1):212-217. doi: 10.6026/97320630017212. PMID: 34393439; PMCID: PMC8340694. 2: Subban K, Singh S, Subramani R, Johnpaul M, Chelliah J. Fungal 7-epi-10-deacetyltaxol produced by an endophytic Pestalotiopsis microspora induces apoptosis in human hepatocellular carcinoma cell line (HepG2). BMC Complement Altern Med. 2017 Nov 28;17(1):504. doi: 10.1186/s12906-017-1993-8. PMID: 29183320; PMCID: PMC5706334. 3: Dang PH, Nguyen HX, Duong TTT, Tran TKT, Nguyen PT, Vu TKT, Vuong HC, Phan NHT, Nguyen MTT, Nguyen NT, Awale S. α-Glucosidase Inhibitory and Cytotoxic Taxane Diterpenoids from the Stem Bark of Taxus wallichiana. J Nat Prod. 2017 Apr 28;80(4):1087-1095. doi: 10.1021/acs.jnatprod.7b00006. Epub 2017 Feb 27. Erratum in: J Nat Prod. 2017 Jul 28;80(7):2188. PMID: 28240909. 4: Fu YJ, Sun R, Zu YG, Li SM, Liu W, Efferth T, Gu CB, Zhang L, Luo H. Simultaneous determination of main taxoids in Taxus needles extracts by solid- phase extraction-high-performance liquid chromatography with pentafluorophenyl column. Biomed Chromatogr. 2009 Jan;23(1):63-70. doi: 10.1002/bmc.1085. PMID: 18816506. 5: Tian J, Stella VJ. Degradation of paclitaxel and related compounds in aqueous solutions II: Nonepimerization degradation under neutral to basic pH conditions. J Pharm Sci. 2008 Aug;97(8):3100-8. doi: 10.1002/jps.21214. PMID: 17963215. 6: Tian J, Stella VJ. Degradation of paclitaxel and related compounds in aqueous solutions I: epimerization. J Pharm Sci. 2008 Mar;97(3):1224-35. doi: 10.1002/jps.21112. PMID: 17680660. 7: Cao X, Tian Y, Zhang TY, Ito Y. Semi-preparative separation and purification of taxol analogs by high-speed countercurrent chromatography. Prep Biochem Biotechnol. 1998 Feb;28(1):79-87. doi: 10.1080/10826069808010128. PMID: 9516644. 8: Zobel AM, Furmanowa M, Glowniak K, Cragg C. Taxol on the surface of leaves and inside the needles of three species and two varieties of Taxus. Phytomedicine. 1996 Nov;3(3):287-91. doi: 10.1016/S0944-7113(96)80068-7. PMID: 23195085. 9: Ellis DD, Zeldin EL, Brodhagen M, Russin WA, McCown BH. Taxol production in nodule cultures of Taxus. J Nat Prod. 1996 Mar;59(3):246-50. doi: 10.1021/np960104g. PMID: 8882426. 10: Kitagawa I, Mahmud T, Kobayashi M, Roemantyo, Shibuya H. Taxol and its related taxoids from the needles of Taxus sumatrana. Chem Pharm Bull (Tokyo). 1995 Feb;43(2):365-7. doi: 10.1248/cpb.43.365. PMID: 7728941. 11: Shen YC, Chen YJ, Chen CY. Taxane diterpenoids from the seeds of Chinese yew Taxus chinensis. Phytochemistry. 1999 Dec;52(8):1565-9. doi: 10.1016/s0031-9422(99)00310-6. PMID: 10647221. 12: