Sarcophine
Product Code:
BVT-0305
BVT-0305
Regulatory Status:
RUO
RUO
Shipping:
20°C
20°C
Storage:
-20°C
-20°C
No additional charges, what you see is what you pay! *
| Code | Size | Price |
|---|
| BVT-0305-M002 | 2 mg | £110.00 |
Quantity:
| BVT-0305-M010 | 10 mg | £435.00 |
Quantity:
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This product comes from: Switzerland.
Typical lead time: 10-14 working days.
Contact us for more accurate information.
Typical lead time: 10-14 working days.
Contact us for more accurate information.
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Further Information
Alternate Names/Synonyms:
NSC250434
Appearance:
White to off-white solid.
CAS:
55038-27-2
EClass:
32160000
Form (Short):
liquid
GHS Symbol:
GHS07
Handling Advice:
Protect from light when in solution.
Hazards:
H302, H319
InChi:
InChI=1S/C20H28O3/c1-13-6-5-11-20(4)18(23-20)10-8-14(2)12-17-16(9-7-13)15(3)19(21)22-17/h6,12,17-18H,5,7-11H2,1-4H3/b13-6+,14-12-/t17-,18-,20-/m0/s1
InChiKey:
CGAKBBMRMLAYMY-YRWNJAEKSA-N
Long Description:
Chemical. CAS: 55038-27-2. Formula: C20H28O3. MW: 316.4. Isolated from Sarcophyton glaucum. Acetylcholine esterase and ATPase inhibitor. Ichthyotoxin. Tumorigenesis and JB6 cell transformation inhibitor.
MDL:
MFCD01709460
Molecular Formula:
C20H28O3
Molecular Weight:
316.4
Package Type:
Plastic Vial
Precautions:
P270, P280, P301, P312, P305, P351, P338
Product Description:
Marine cembranoid diterpene. Anticancer agent. Inhibits in vivo skin carcinogenesis induced by NOR-1 and TPA. Decreases membrane permeability towards Ca2+, increases degradation of PLA and PLC and decreases levels of COX-2, inhibiting the tumor formation in melanoma models. Cell migration inhibitor in selected cancer cell lines. May be a phosphofructokinase inhibitor. Acetylcholine esterase and ATPase inhibitor. Ichthyotoxin. Tumorigenesis and JB6 cell transformation inhibitor.
Purity:
>97% (HPLC)
Signal word:
Warning
SMILES:
[H][C@@]12OC(=O)C(C)=C1CCC(C)=CCC[C@]1(C)O[C@H]1CCC(C)=C2
Solubility Chemicals:
Soluble in methanol or dichloromethane.
Source / Host:
Isolated from Sarcophyton glaucum.
Transportation:
Non-hazardous
UNSPSC Category:
Natural Products/Extracts
UNSPSC Number:
12352200
Use & Stability:
Stable for at least 1 year after receipt when stored at -20°C. After reconstitution protect from light at -20°C.
Documents
References
Sarcophine, a new epoxy cembranolide from marine origin: J. Bernstein, et al.; Tetrahedron 30, 2817 (1974) | Sarcophine - a new toxin from the soft coral Sarcophyton glaucum (Alcyonaria): I. Neeman, et al.; Toxicon 12, 593 (1974) | Inhibition of phosphofructokinase by the toxic cembranolide sarcophine isolated from the soft-bodied coral Sarcophyton glaucum: A. Erman & I. Ne?man; Toxicon 15, 207 (1977) | Structurally novel boconversion products of the marine natural product sarcophine effectively inhibit JB6 cell transformation: K.A. El Sayed, et al.; J. Org. Chem. 63, 7449 (1998) | Biocatalytic and antimetastatic studies of the marine cembranoids sarcophine and 2-epi-16-deoxysarcophine: S.S. Sawant, et al.; J. Nat. Prod. 69, 1010 (2006) | Cembranoid diterpenes and a briarane diterpene from corals: D. Grote, et al.; Nat. Prod. Res. 20, 285 (2006) | Anti-proliferative potential of sarcophine and its semi-synthetic sulfur-containing derivatives against human mammary carcinoma cell lines: J.M. Arif, et al.; J. Nat. Med. 61, 154 (2007) | HPLC method for the quantitative determination of sarcophine, a source of cembranoids with cancer chemopreventive activity: S.S. Bilasy, et al.; J. Pharm. Biomed. Anal. 46, 784 (2008) | New cembranoid diterpenes from the Vietnamese soft coral Sarcophyton mililatensis stimulate osteoblastic differentiation in MC3T3-E1 cells: N.X. Cuong, et al.; Chem. Pharm. Bull. (Tokyo) 56, 988 (2008) | Semisynthetic analogues of the marine cembranoid sarcophine as prostate and breast cancer migration inhibitors: H.M. Hassan, et al.; Bioorg. Med Chem. 19, 2625 (2011) | Chemopreventive effect of sarcophine-diol on NOR-1-induced TPA-promoted skin carcinogenesis in female HOS: HR-1 mice: P.T. Szymanski, et al.; Nat. Prod. Commun. 8, 153 (2013) | Evaluation of the anti-melanoma activities of sarcophine, (+)-7alpha,8beta-dihydroxydeepoxysarcophine and sarcophytolide from the red sea soft coral Sarcophyton glaucum: P.T. Szymanski, et al.; Nat. Prod. Commun. 9, 151 (2014) | The bioactive natural products and biological activities of the red sea soft coral sarcophyton: a review: T.A. Hussien & T.A. Mohamed; Res. J. Pharm. Biol. Chem. Sci. 6, 1301 (2015)