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MedKoo Cat#: 581201 | Name: Dactylomelol

Description:

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

Dactylomelol is a new class of diterpene from the sea hare. it has been isolated from the shell-less mollusc and its structure was determined by the single crystal X-ray diffraction method together with assignments of 1H- and 13C-NMR data for dactylomelol.

Chemical Structure

Dactylomelol
Dactylomelol
CAS#126739-08-0

Theoretical Analysis

MedKoo Cat#: 581201

Name: Dactylomelol

CAS#: 126739-08-0

Chemical Formula: C20H34BrClO2

Exact Mass: 420.1431

Molecular Weight: 421.84

Elemental Analysis: C, 56.95; H, 8.12; Br, 18.94; Cl, 8.40; O, 7.59

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
Dactylomelol; Dactylomelol
IUPAC/Chemical Name
7-Oxabicyclo(2.2.1)heptane-2-propanol, 3-(3-bromo-4-chloro-4-methylpentyl)-alpha-ethenyl-alpha,1,3-trimethyl-, (1S-(1alpha,2beta(R*),3alpha(R*),4alpha))-
InChi Key
VSSCBHMVVWLKMO-GEPNQOQGSA-N
InChi Code
VSSCBHMVVWLKMO-GEPNQOQGSA-N
SMILES Code
O[C@](C)(C=C)CC[C@@H]1[C@](O2)(C)CC[C@]2([H])[C@]1(CCC(Br)C(C)(Cl)C)C
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 421.84 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: Hashim R, Roslan NA, Zulkipli FH, Daud JM. Screening of aphrodisiac property in sea slug, Aplysia dactylomela. Asian Pac J Trop Med. 2014 Sep;7S1:S150-4. doi: 10.1016/S1995-7645(14)60222-4. PubMed PMID: 25312111. 2: Jiménez-Romero C, Mayer AM, Rodríguez AD. Dactyloditerpenol acetate, a new prenylbisabolane-type diterpene from Aplysia dactylomela with significant in vitro anti-neuroinflammatory activity. Bioorg Med Chem Lett. 2014 Jan 1;24(1):344-8. doi: 10.1016/j.bmcl.2013.11.008. Epub 2013 Nov 14. PubMed PMID: 24279991; PubMed Central PMCID: PMC4249741. 3: Dias T, Brito I, Moujir L, Paiz N, Darias J, Cueto M. Cytotoxic sesquiterpenes from Aplysia dactylomela. J Nat Prod. 2005 Nov;68(11):1677-9. PubMed PMID: 16309323. 4: Vera B, Rodríguez AD, Avilés E, Ishikawa Y. Aplysqualenols A and B: Squalene-Derived Polyethers with Antitumoral and Antiviral Activity from the Caribbean Sea Slug Aplysia dactylomela.. European J Org Chem. 2009 Nov;2009(31):5327-5336. Epub 2009 Sep 16. PubMed PMID: 23459021; PubMed Central PMCID: PMC3583239. 5: Lederhendler II, Tobach E. Reproductive roles in the simultaneous hermaphrodite Aplysia dactylomela. Nature. 1977 Nov 17;270(5634):238-9. PubMed PMID: 593340. 6: Wells DW, Hill RB. The possible role of serotonin in the rhythmicity of the crop of Aplysia dactylomela. Comp Biochem Physiol C. 1985;80(2):337-45. PubMed PMID: 2861019. 7: Cummins SF, Nuurai P, Nagle GT, Degnan BM. Conservation of the egg-laying hormone neuropeptide and attractin pheromone in the spotted sea hare, Aplysia dactylomela. Peptides. 2010 Mar;31(3):394-401. doi: 10.1016/j.peptides.2009.10.010. Epub 2009 Oct 23. PubMed PMID: 19854229. 8: Wells DW, Hill RB. The possible role of acetycholine in the rhythmicity of the crop of Aplysia dactylomela (Opisthobranchia: Anaspidea). Comp Biochem Physiol C. 1980;67C(2):97-106. PubMed PMID: 6108193. 9: Melo VM, Fonseca AM, Vasconcelos IM, Carvalho AF. Toxic, antimicrobial and hemagglutinating activities of the purple fluid of the sea hare Aplysia dactylomela Rang, 1828. Braz J Med Biol Res. 1998 Jun;31(6):785-91. PubMed PMID: 9698824. 10: Fedorov SN, Radchenko OS, Shubina LK, Kalinovsky AI, Gerasimenko AV, Popov DY, Stonik VA. Aplydactone, a new sesquiterpenoid with an unprecedented carbon skeleton from the sea hare Aplysia dactylomela, and its cargill-like rearrangement. J Am Chem Soc. 2001 Jan 24;123(3):504-5. PubMed PMID: 11456557. 11: González Y, Araujo MS, Oliva ML, Sampaio CA, Chávez MA. Purification and preliminary characterization of a plasma kallikrein inhibitor isolated from sea hares Aplysia dactylomela Rang, 1828. Toxicon. 2004 Feb;43(2):219-23. PubMed PMID: 15019482. 12: Farrokhnia M, Nabipour I. Marine natural products as acetylcholinesterase inhibitor: comparative quantum mechanics and molecular docking study. Curr Comput Aided Drug Des. 2014 Mar;10(1):83-95. PubMed PMID: 24712383. 13: Marić M, De Troch M, Occhipinti-Ambrogi A, Olenin S. Trophic interactions between indigenous and non-indigenous species in Lampedusa Island, Mediterranean Sea. Mar Environ Res. 2016 Sep;120:182-90. doi: 10.1016/j.marenvres.2016.08.005. Epub 2016 Aug 12. PubMed PMID: 27568584. 14: Carefoot TH, Karentz D, Pennings SC, Young CL. Distribution of mycosporine-like amino acids in the sea hare Aplysia dactylomela: effect of diet on amounts and types sequestered over time in tissues and spawn. Comp Biochem Physiol C Toxicol Pharmacol. 2000 May;126(1):91-104. PubMed PMID: 11048669. 15: Melo VM, Duarte AB, Carvalho AF, Siebra EA, Vasconcelos IM. Purification of a novel antibacterial and haemagglutinating protein from the purple gland of the sea hare, Aplysia dactylomela rang, 1828. Toxicon. 2000 Oct;38(10):1415-27. PubMed PMID: 10758276. 16: Meier R, Trauner D. A Synthesis of (±)-Aplydactone. Angew Chem Int Ed Engl. 2016 Sep 5;55(37):11251-5. doi: 10.1002/anie.201604102. Epub 2016 Jun 30. PubMed PMID: 27356849. 17: Blankenship JE, Coggeshall RE. The abdominal ganglion of Aplysia brasiliana: a comparative morphological and electrophysiological study, with notes on A. dactylomela. J Neurobiol. 1976 Sep;7(5):383-405. PubMed PMID: 185331. 18: Aliakrinskaia IO. [Morphophysiological adaptation to feeding in Aplysia dactylomela (Rang, 1828)]. Izv Akad Nauk Ser Biol. 2000 May-Jun;(3):350-4. Russian. PubMed PMID: 10868060. 19: Cottrell GA. Serotonin and free amino acid analysis of ganglia and isolated neurones of Aplysia dactylomela. J Neurochem. 1974 Apr;22(4):557-9. PubMed PMID: 4829975. 20: Wessels M, König GM, Wright AD. New natural product isolation and comparison of the secondary metabolite content of three distinct samples of the sea hare Aplysia dactylomela from tenerife. J Nat Prod. 2000 Jul;63(7):920-8. PubMed PMID: 10924166.

View History

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