Synonym
Sarcophytol B; Sarcophytol-B;
IUPAC/Chemical Name
(3E,5Z,9Z,13E)-3-isopropyl-6,10,14-trimethylcyclotetradeca-3,5,9,13-tetraene-1,2-diol
InChi Key
LBNWKNLAXODPTN-URNCNPOUSA-N
InChi Code
InChI=1S/C20H32O2/c1-14(2)18-13-12-16(4)9-6-8-15(3)10-7-11-17(5)19(21)20(18)22/h8,11-14,19-22H,6-7,9-10H2,1-5H3/b15-8-,16-12-,17-11+,18-13+
SMILES Code
OC1C(O)/C(C(C)C)=C/C=C(C)\CC/C=C(C)\CC/C=C1\C
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
304.47
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.
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: Fujiki H, Suganuma M, Suguri H, Yoshizawa S, Takagi K, Kobayashi M. Sarcophytols A and B inhibit tumor promotion by teleocidin in two-stage carcinogenesis in mouse skin. J Cancer Res Clin Oncol. 1989;115(1):25-8. PubMed PMID: 2493457.
2: Wright AD, Nielson JL, Tapiolas DM, Liptrot CH, Motti CA. A great barrier reef Sinularia sp. yields two new cytotoxic diterpenes. Mar Drugs. 2012 Aug;10(8):1619-30. Epub 2012 Jul 31. PubMed PMID: 23015765; PubMed Central PMCID: PMC3447330.
3: Fujiki H, Suganuma M, Suguri H, Takagi K, Yoshizawa S, Ootsuyama A, Tanooka H, Okuda T, Kobayashi M, Sugimura T. New antitumor promoters: (-)-epigallocatechin gallate and sarcophytols A and B. Basic Life Sci. 1990;52:205-12. PubMed PMID: 1970233.
4: Sawant SS, Sylvester PW, Avery MA, Desai P, Youssef DT, El Sayed KA. Bioactive rearranged and halogenated semisynthetic derivatives of the marine natural product sarcophine. J Nat Prod. 2004 Dec;67(12):2017-23. PubMed PMID: 15620244.