MedKoo Cat#: 464354 | Name: Remisporine B
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Description:

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

Remisporine B is a polyketide and derivative of remisporine A that has been found in Penicillium and has immunosuppressant activity. It inhibits LPS- or concanavalin A-induced proliferation of isolated mouse splenic lymphocytes (IC50s = 30.1 and 32.4 µg/ml, respectively).

Chemical Structure

Remisporine B
Remisporine B
CAS#571194-06-4

Theoretical Analysis

MedKoo Cat#: 464354

Name: Remisporine B

CAS#: 571194-06-4

Chemical Formula: C30H24O12

Exact Mass: 576.1268

Molecular Weight: 576.51

Elemental Analysis: C, 62.50; H, 4.20; O, 33.30

Price and Availability

Size Price Availability Quantity
1mg USD 400.00 2 Weeks
5mg USD 1,060.00 2 Weeks
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Related CAS #
No Data
Synonym
Remisporine B; Remisporine-B;
IUPAC/Chemical Name
dimethyl (6aR,6a1R,7S,8aS,14bS)-1,7,10-trihydroxy-3,12-dimethyl-9,15-dioxo-6,6a,7,9,14b,15-hexahydrodichromeno[3',2':2,3;3'',2'':4,5]indeno[1,7-bc]furan-7,8a(6a1H)-dicarboxylate
InChi Key
RRGJMIUFDPLICY-JJEZGDBSSA-N
InChi Code
InChI=1S/C30H24O12/c1-10-5-13(31)18-15(7-10)40-17-9-12-22-21(20(17)24(18)33)26-23(25(34)19-14(32)6-11(2)8-16(19)41-26)29(22,27(35)38-3)42-30(12,37)28(36)39-4/h5-8,12,21-22,31-32,37H,9H2,1-4H3/t12-,21-,22+,29+,30+/m1/s1
SMILES Code
COC([C@@]12[C@@]3([C@]([H])(C4=C2C(C5=C(C=C(C=C5O4)C)O)=O)C6=C(C[C@]3([C@](O1)(C(OC)=O)O)[H])OC7=CC(C)=CC(O)=C7C6=O)[H])=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
Product Data
Biological target:
Remisporine B inhibits LPS- or concanavalin A-induced proliferation of isolated mouse splenic lymphocytes (IC50s = 30.1 and 32.4 µg/ml, respectively).
In vitro activity:
In this study, the absolute configuration of remisporine B was determined for the first time. Remisporine B was evaluated for its cytotoxicity against several human cancer cell lines. This work built upon the authors’ previous DES mutagenesis strategy for activating silent fungal pathways, which has accelerated the discovery of new bioactive compounds. Reference: Mar Drugs. 2015 Aug 18;13(8):5219-36. https://pubmed.ncbi.nlm.nih.gov/26295241/
In vivo activity:
To be determined

Preparing Stock Solutions

The following data is based on the product molecular weight 576.51 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
Formulation protocol:
1. Xia MW, Cui CB, Li CW, Wu CJ, Peng JX, Li DH. Rare Chromones from a Fungal Mutant of the Marine-Derived Penicillium purpurogenum G59. Mar Drugs. 2015 Aug 18;13(8):5219-36. doi: 10.3390/md13085219. PMID: 26295241; PMCID: PMC4557021. 2. Sherer EC, Cheeseman JR, Williamson RT. Absolute configuration of remisporines A & B. Org Biomol Chem. 2015 Apr 14;13(14):4169-73. doi: 10.1039/c5ob00082c. Epub 2015 Mar 4. PMID: 25735997. 3. Kong F, Zhu T, Pan W, Tsao R, Pagano TG, Nguyen B, Marquez B. WYE-120318, a ring contraction product of methylnaltrexone, and structure revision of coniothyrione. Magn Reson Chem. 2012 Dec;50(12):829-33. doi: 10.1002/mrc.3892. Epub 2012 Nov 8. PMID: 23135875.
In vitro protocol:
1. Xia MW, Cui CB, Li CW, Wu CJ, Peng JX, Li DH. Rare Chromones from a Fungal Mutant of the Marine-Derived Penicillium purpurogenum G59. Mar Drugs. 2015 Aug 18;13(8):5219-36. doi: 10.3390/md13085219. PMID: 26295241; PMCID: PMC4557021. 2. Sherer EC, Cheeseman JR, Williamson RT. Absolute configuration of remisporines A & B. Org Biomol Chem. 2015 Apr 14;13(14):4169-73. doi: 10.1039/c5ob00082c. Epub 2015 Mar 4. PMID: 25735997. 3. Kong F, Zhu T, Pan W, Tsao R, Pagano TG, Nguyen B, Marquez B. WYE-120318, a ring contraction product of methylnaltrexone, and structure revision of coniothyrione. Magn Reson Chem. 2012 Dec;50(12):829-33. doi: 10.1002/mrc.3892. Epub 2012 Nov 8. PMID: 23135875.
In vivo protocol:
To be determined
1: Xia MW, Cui CB, Li CW, Wu CJ, Peng JX, Li DH. Rare Chromones from a Fungal Mutant of the Marine-Derived Penicillium purpurogenum G59. Mar Drugs. 2015 Aug 18;13(8):5219-36. doi: 10.3390/md13085219. PMID: 26295241; PMCID: PMC4557021. 2: Sherer EC, Cheeseman JR, Williamson RT. Absolute configuration of remisporines A & B. Org Biomol Chem. 2015 Apr 14;13(14):4169-73. doi: 10.1039/c5ob00082c. Epub 2015 Mar 4. PMID: 25735997. 3: Kong F, Zhu T, Pan W, Tsao R, Pagano TG, Nguyen B, Marquez B. WYE-120318, a ring contraction product of methylnaltrexone, and structure revision of coniothyrione. Magn Reson Chem. 2012 Dec;50(12):829-33. doi: 10.1002/mrc.3892. Epub 2012 Nov 8. PMID: 23135875.