MedKoo Cat#: 574173 | Name: Hygrolidin

Description:

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

Hygrolidin is a macrocyclic lactone that inhibits proliferation of DLD-1 colon cancer, LNCaP prostate cancer, and K562 leukemia cells. Hygrolidin induces the expression and levels of p21 in DLD-1 cells, but not WI-38 fibroblasts, and leads to cell accumulation in the G1 and S phases without inducing apoptosis. It has antiparasitic activity against T. cruzi, L. donovani, and T. b. brucei but also induces cytotoxicity in HepG2 cells.

Chemical Structure

Hygrolidin
Hygrolidin
CAS#83329-73-1

Theoretical Analysis

MedKoo Cat#: 574173

Name: Hygrolidin

CAS#: 83329-73-1

Chemical Formula: C38H58O11

Exact Mass: 690.3979

Molecular Weight: 690.87

Elemental Analysis: C, 66.06; H, 8.46; O, 25.47

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Synonym
Antibiotic 1166C, Hygrolidin
IUPAC/Chemical Name
2E-butenedioic acid, mono[(2R,4R,5S,6R)-6-ethyltetrahydro-2-hydroxy-2-[(1S,2R,3S)-2-hydroxy-3-[(2R,3S,4E,6E,9S,10S,11R,12E,14E)-10-hydroxy-3-methoxy-7,9,11,13,15-pentamethyl-16-oxooxacyclohexadeca-4,6,12,14-tetraen-2-yl]-1-methylbutyl]-5-methyl-2H-pyran-4-yl] ester
InChi Key
UGIOXKVQFJIRMZ-VRHCWVDTSA-N
InChi Code
InChI=1S/C38H58O11/c1-11-29-26(7)31(47-33(41)16-15-32(39)40)20-38(45,49-29)28(9)35(43)27(8)36-30(46-10)14-12-13-21(2)17-23(4)34(42)24(5)18-22(3)19-25(6)37(44)48-36/h12-16,18-19,23-24,26-31,34-36,42-43,45H,11,17,20H2,1-10H3,(H,39,40)/b14-12+,16-15+,21-13+,22-18-,25-19-/t23-,24+,26-,27-,28-,29+,30-,31+,34-,35+,36+,38+/m0/s1
SMILES Code
C/C1=C\C=C\[C@H](OC)[C@]([C@@H](C)[C@@H](O)[C@H](C)[C@]2(O)O[C@H](CC)[C@H](C)[C@H](OC(/C=C/C(O)=O)=O)C2)([H])OC(/C(C)=C\C(C)=C/[C@@H](C)[C@@H](O)[C@@H](C)C1)=O
Appearance
Solid powder
Purity
>95% (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
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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

Preparing Stock Solutions

The following data is based on the product molecular weight 690.87 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
1. Seto, H., Akao, H., Furihata, K., et al. The structure of a new antibiotic, hygrolidin. Tetrahedron Lett. 23(26), 2667-2670 (1982). 2. Kawada, M., Usami, I., Ohba, S., et al. Hygrolidin induces p21 expression and abrogates cell cycle progression at G1 and S phases. Biochem. Biophys. Res. Commun. 298(1), 178-183 (2002). 3. Annang, F., Pérez-Moreno, G., García-Hernández, R., et al. High-throughput screening platform for natural product-based drug discovery against 3 neglected tropical diseases: Human African trypanosomiasis, leishmaniasis, and Chagas disease. J. Biomol. Screen. 20(1), 82-91 (2015).