Sarcophytoxide

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

MedKoo CAT#: 461809

CAS#: 70748-49-1

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


Chemical Structure

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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 not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

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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

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

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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.