Acetomycin
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MedKoo CAT#: 462740

CAS#: 510-18-9

Description: Acetomycin is a γ-lactone microbial metabolite originally isolated from S. ramulosus that has anticancer activity. It inhibits proliferation of HCT-8 human colon and L1210 mouse leukemia cancer cells.


Chemical Structure

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Acetomycin
CAS# 510-18-9

Theoretical Analysis

MedKoo Cat#: 462740
Name: Acetomycin
CAS#: 510-18-9
Chemical Formula: C10H14O5
Exact Mass: 214.0841
Molecular Weight: 214.217
Elemental Analysis: C, 56.07; H, 6.59; O, 37.34

Price and Availability

Size Price Availability Quantity
1.0mg USD 450.0 2 Weeks
5.0mg USD 1250.0 2 Weeks
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Synonym: (–)-Acetomycin; NSC 350598; NSC-350598; NSC350598;

IUPAC/Chemical Name: (2R,3S,4S)-4-acetyl-3,4-dimethyl-5-oxotetrahydrofuran-2-yl acetate

InChi Key: OYMZTORLGBISLR-RHFNHBFPSA-N

InChi Code: InChI=1S/C10H14O5/c1-5-8(14-7(3)12)15-9(13)10(5,4)6(2)11/h5,8H,1-4H3/t5-,8-,10+/m1/s1

SMILES Code: C[C@@]1(C(C)=O)[C@H](C)[C@H](OC(C)=O)OC1=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: 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

Preparing Stock Solutions

The following data is based on the product molecular weight 214.217 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: Mamber SW, Mitulski JD, Borondy PE, Tunac JB. Biological effects of acetomycin. II. Inactivation by esterases in vitro. J Antibiot (Tokyo). 1987 Jan;40(1):77-80. doi: 10.7164/antibiotics.40.77. PMID: 3558119.

2: Mamber SW, Mitulski JD, Hamelehle KL, French JC, Hokanson GC, Shillis JL, Leopold WR, Von Hoff DD, Tunac JB. Biological effects of acetomycin. I. Activity against tumor cells in vitro and in vivo. J Antibiot (Tokyo). 1987 Jan;40(1):73-6. doi: 10.7164/antibiotics.40.73. PMID: 3558118.

3: Calad SA, Woerpel KA. Formation of chiral quaternary carbon stereocenters using silylene transfer reactions: enantioselective synthesis of (+)-5-epi- acetomycin. Org Lett. 2007 Mar 15;9(6):1037-40. doi: 10.1021/ol063072p. Epub 2007 Feb 17. PMID: 17305349.

4: Uenishi J, Kobayashi N, Komine S, Okadai T, Yonemitsu O, Sasaki T, Yamada Y. Total synthesis of (+/-)-acetomycin and design of esterase-resistant analogs. Chem Pharm Bull (Tokyo). 1999 Apr;47(4):517-23. doi: 10.1248/cpb.47.517. PMID: 10319430.

5: Cano FH, Foces-Foces C, Elguero J. The structure and absolute configuration of acetomycin. Acta Crystallogr C. 1988 May 15;44 ( Pt 5):919-21. doi: 10.1107/s0108270188001337. PMID: 3271088.

6: Uhr H, Zeeck A, Clegg W, Egert E, Fuhrer H, Peter HH. The structure of acetomycin. Spectroscopic characterization and X-ray analysis of a bromo derivative. J Antibiot (Tokyo). 1985 Dec;38(12):1684-90. doi: 10.7164/antibiotics.38.1684. PMID: 4093332.