MedKoo Cat#: 461809 | Name: Sarcophytoxide

Description:

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

Sarcophytoxide is a polyoxygenated cembranoid from the soft coral Sarcophyton ehrenbergi.

Chemical Structure

Sarcophytoxide
Sarcophytoxide
CAS#70748-49-1

Theoretical Analysis

MedKoo Cat#: 461809

Name: Sarcophytoxide

CAS#: 70748-49-1

Chemical Formula: C20H30O2

Exact Mass: 302.2246

Molecular Weight: 302.45

Elemental Analysis: C, 79.42; H, 10.00; O, 10.58

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Sarcophytoxide;
IUPAC/Chemical Name
(1aS,4Z,10aS,11E,14aS)-1a,5,8,12-tetramethyl-1a,2,3,6,7,9,10a,13,14,14a-decahydrooxireno[2',3':9,10]cyclotetradeca[1,2-b]furan
InChi Key
OQGXDKRHMBRZCS-FLNKEUCVSA-N
InChi Code
InChI=1S/C20H30O2/c1-14-6-5-11-20(4)19(22-20)10-8-15(2)12-18-17(9-7-14)16(3)13-21-18/h6,12,18-19H,5,7-11,13H2,1-4H3/b14-6-,15-12+/t18-,19-,20-/m0/s1
SMILES Code
C/C1=C\[C@@H]2OCC(C)=C2CC/C(C)=C\CC[C@](C)(O3)[C@@H]3CC1
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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 302.45 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: Nii K, Tagami K, Matsuoka K, Munakata T, Ooi T, Kusumi T. Unusual transannular cyclization products of sarcophytoxide, a 14-membered marine cembranoid: anomalous stereochemistry of epoxide-ketone rearrangement. Org Lett. 2006 Jul 6;8(14):2957-60. PubMed PMID: 16805526. 2: Cheng SY, Wang SK, Chiou SF, Hsu CH, Dai CF, Chiang MY, Duh CY. Cembranoids from the octocoral Sarcophyton ehrenbergi. J Nat Prod. 2010 Feb 26;73(2):197-203. doi: 10.1021/np900693r. PubMed PMID: 20099902. 3: Cheng SY, Wang SK, Hsieh MK, Duh CY. Polyoxygenated cembrane diterpenoids from the soft coral Sarcophyton ehrenbergi. Int J Mol Sci. 2015 Mar 17;16(3):6140-52. doi: 10.3390/ijms16036140. PubMed PMID: 25789502; PubMed Central PMCID: PMC4394524. 4: Grote D, Soliman HS, Shaker KH, Hamza M, Seifert K. Cembranoid diterpenes and a briarane diterpene from corals. Nat Prod Res. 2006 Mar;20(3):285-91. PubMed PMID: 16401561. 5: Matthée GF, König GM, Wright AD. Three new diterpenes from the marine soft coral Lobophytum crassum. J Nat Prod. 1998 Feb;61(2):237-40. PubMed PMID: 9548852. 6: Shaker KH, Müller M, Ghani MA, Dahse HM, Seifert K. Terpenes from the soft corals Litophyton arboreum and Sarcophyton ehrenbergi. Chem Biodivers. 2010 Aug;7(8):2007-15. doi: 10.1002/cbdv.201000016. PubMed PMID: 20730963. 7: Cuong NX, Tuan TA, Kiem PV, Minh CV, Choi EM, Kim YH. New cembranoid diterpenes from the Vietnamese soft coral Sarcophyton mililatensis stimulate osteoblastic differentiation in MC3T3-E1 cells. Chem Pharm Bull (Tokyo). 2008 Jul;56(7):988-92. PubMed PMID: 18591816. 8: Chen SH, Huang H, Guo YW. A new diterpenoid from the south China sea soft coral Lobophytum sp. J Asian Nat Prod Res. 2008 Sep-Oct;10(9-10):965-9. doi: 10.1080/10286020802217655. PubMed PMID: 19003616. 9: Shaaban M, Issa MY, Ghani MA, Hamed A, Abdelwahab AB. New pyranosyl cembranoid diterpenes from Sarcophyton trocheliophorum. Nat Prod Res. 2018 Feb 2:1-10. doi: 10.1080/14786419.2018.1431631. [Epub ahead of print] PubMed PMID: 29393673. 10: Januar HI, Zamani NP, Soedharma D, Chasanah E. New Cytotoxic Cembranoid from Indonesian Soft Coral Sarcophyton sp. Pharmacognosy Res. 2017 Jan-Mar;9(1):65-68. doi: 10.4103/0974-8490.199779. PubMed PMID: 28250656; PubMed Central PMCID: PMC5330105.