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MedKoo Cat#: 571451 | Name: Acanthifolicin

Description:

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

Acanthifolicin is an okadaic acid derivative that has been shown top inhibit protein phosphatase 1 with an IC50= 20 nM (similar to that of okadaic acid at 19 nM).

Chemical Structure

Acanthifolicin
Acanthifolicin
CAS#77739-71-0

Theoretical Analysis

MedKoo Cat#: 571451

Name: Acanthifolicin

CAS#: 77739-71-0

Chemical Formula: C44H68O13S

Exact Mass: 836.4381

Molecular Weight: 837.08

Elemental Analysis: C, 63.13; H, 8.19; O, 24.85; S, 3.83

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Acanthifolicin; Acanthifolic acid
IUPAC/Chemical Name
(R)-2-hydroxy-3-((1R,2R,3'R,4S,6R,6'S)-3'-hydroxy-4-((R,E)-4-((2R,4a'R,5R,6'R,8'R,8a'S)-8'-hydroxy-6'-((1R,3S)-1-hydroxy-3-((2S,3R,6S)-3-methyl-1,7-dioxaspiro[5.5]undecan-2-yl)butyl)-7'-methyleneoctahydro-3H,3'H-spiro[furan-2,2'-pyrano[3,2-b]pyran]-5-yl)but-3-en-2-yl)-6-methyltetrahydro-3-oxa-7-thiaspiro[bicyclo[4.1.0]heptane-2,2'-pyran]-6'-yl)-2-methylpropanoic acid
InChi Key
PBZVIYIWLYRXNM-GPMIJPABSA-N
InChi Code
InChI=1S/C44H68O13S/c1-24(32-23-41(6)38(58-41)44(55-32)33(46)12-11-29(54-44)22-40(5,50)39(48)49)9-10-28-14-18-43(53-28)19-15-31-37(57-43)34(47)27(4)36(52-31)30(45)21-26(3)35-25(2)13-17-42(56-35)16-7-8-20-51-42/h9-10,24-26,28-38,45-47,50H,4,7-8,11-23H2,1-3,5-6H3,(H,48,49)/b10-9+/t24-,25-,26+,28+,29+,30-,31-,32+,33-,34-,35+,36-,37-,38+,40-,41-,42+,43-,44-/m1/s1
SMILES Code
OC([C@@](O)(C)C[C@H](CC[C@H]1O)O[C@@]21[C@@H](S3)[C@@]3(C)C[C@@H]([C@H](C)/C=C/[C@@H]4O[C@]5(CC[C@@H]6[C@H]([C@H](O)C([C@@H](O6)[C@H](O)C[C@H](C)[C@H]7O[C@@]8(CC[C@H]7C)OCCCC8)=C)O5)CC4)O2)=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
>2 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 837.08 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: Holmes CF, Luu HA, Carrier F, Schmitz FJ. Inhibition of protein phosphatases-1 and -2A with acanthifolicin. Comparison with diarrhetic shellfish toxins and identification of a region on okadaic acid important for phosphatase inhibition. FEBS Lett. 1990 Sep 17;270(1-2):216-8. PubMed PMID: 2171991.