Aerothionin
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Hodoodo CAT#: H591262

CAS#: 28714-26-3

Description: Aerothionin has antineoplastic activity; isolated from a Red Sea sponge of the Suberea genus.

Chemical Structure

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Aerothionin
CAS# 28714-26-3
Instruction

Theoretical Analysis

Hodoodo Cat#: H591262
Name: Aerothionin
CAS#: 28714-26-3
Chemical Formula: C24H26Br4N4O8
Exact Mass: 813.85
Molecular Weight: 818.110
Elemental Analysis: C, 35.24; H, 3.20; Br, 39.07; N, 6.85; O, 15.64

Price and Availability

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1mg USD 310 2 Weeks
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Synonym: Aerothionin;

IUPAC/Chemical Name: 1-Oxa-2-azaspiro(4.5)deca-2,6,8-triene-3-carboxamide, N,N'-1,4-butanediylbis(7,9-dibromo-10-hydroxy-8-methoxy-

InChi Key: BJWQSQOWGBUSFC-UHFFFAOYSA-N

InChi Code: InChI=1S/C24H26Br4N4O8/c1-37-17-11(25)7-23(19(33)15(17)27)9-13(31-39-23)21(35)29-5-3-4-6-30-22(36)14-10-24(40-32-14)8-12(26)18(38-2)16(28)20(24)34/h7-8,19-20,33-34H,3-6,9-10H2,1-2H3,(H,29,35)(H,30,36)

SMILES Code: O=C(C1=NOC2(C=C(Br)C(OC)=C(Br)C2O)C1)NCCCCNC(C3=NOC4(C=C(Br)C(OC)=C(Br)C4O)C3)=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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 818.11 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:
In vitro protocol:
In vivo protocol:

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8: Deng P, Liao XJ, Xu SH. [Isolation and identification of brominated alkaloids from the sponge Ircinia sp]. Zhong Yao Cai. 2011 May;34(5):709-11. Chinese. PubMed PMID: 21954555.

9: Shaala LA, Bamane FH, Badr JM, Youssef DT. Brominated arginine-derived alkaloids from the red sea sponge Suberea mollis. J Nat Prod. 2011 Jun 24;74(6):1517-20. doi: 10.1021/np200120d. Epub 2011 May 4. PubMed PMID: 21542602.

10: Putz A, Kloeppel A, Pfannkuchen M, Brümmer F, Proksch P. Depth-related alkaloid variation in Mediterranean Aplysina sponges. Z Naturforsch C. 2009 Mar-Apr;64(3-4):279-87. PubMed PMID: 19526725.

11: Kalaitzis JA, Leone Pde A, Hooper JN, Quinn RJ. Ianthesine E, a new bromotyrosine-derived metabolite from the Great Barrier Reef sponge Pseudoceratina sp. Nat Prod Res. 2008;22(14):1257-63. doi: 10.1080/14786410701763411. PubMed PMID: 18932089.

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15: Thoms C, Wolff M, Padmakumar K, Ebel R, Proksch P. Chemical defense of Mediterranean sponges Aplysina cavernicola and Aplysina aerophoba. Z Naturforsch C. 2004 Jan-Feb;59(1-2):113-22. PubMed PMID: 15018063.

16: Thoms C, Ebel R, Hentschel U, Proksch P. Sequestration of dietary alkaloids by the spongivorous marine mollusc Tylodina perversa. Z Naturforsch C. 2003 May-Jun;58(5-6):426-32. PubMed PMID: 12872940.

17: Boehlow TR, Harburn JJ, Spilling CD. Approaches to the synthesis of some tyrosine-derived marine sponge metabolites: synthesis of verongamine and purealidin N. J Org Chem. 2001 May 4;66(9):3111-8. PubMed PMID: 11325276.

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19: Compagnone RS, Avila R, Suárez AI, Abrams OV, Rangel HR, Arvelo F, Piña IC, Merentes E. 11-Deoxyfistularin-3, a new cytotoxic metabolite from the caribbean sponge Aplysina fistularis insularis. J Nat Prod. 1999 Oct;62(10):1443-4. PubMed PMID: 10543914.

20: Debitus C, Guella G, Mancini I I, Waikedre J, Guemas JP, Nicolas JL, Pietra F. Quinolones from a bacterium and tyrosine metabolites from its host sponge, Suberea creba from the Coral Sea. J Mar Biotechnol. 1998 Aug;6(3):136-41. PubMed PMID: 9701634.