Sarcophine

Names

[ Name ]:
Sarcophine

[Synonym ]:
Oxireno(9,10)cyclotetradeca(1,2-B)furan-9(1ah)-one,2,3,6,7,10A,13,14,14A-octahydro-1A,5,8,12-tetramethyl-(van) (9ci)
(1aS,4E,10aS,11E,14aS)-2,3,6,7,10a,13,14,14a-Octahydro-1a,5,8,12-tetramethyloxireno[9,10]cyclotetradeca[1,2-b]furan-9(1aH)-one
Sarcophyne
Sarcophin
Oxireno(9,10)cyclotetradeca(1,2-B)furan-9(1ah)-one,2,3,6,7,10A,13,14,14A-octahydro-1A,5,8,12-tetramethyl-,(1as-(1ar*,4E,10ar*,11E,14ar*))
Sarcophin a

Biological Activity

[Description]:

Sarcophine ((+)-Sarcophine) is a potent glycine receptor (GlyR) inhibitor with an IC50 value of 3.9 μM. Sarcophine is a nature product that could be isolated form the Red Sea soft coral Sarcophyton glaucum[1].

[Related Catalog]:

Research Areas >> Neurological Disease

[In Vitro]

Sarcophine ((+)-Sarcophine) 是一种重组甘氨酸受体抑制剂，Ki 值为 2.1 μM[1]。 Sarcophine (1-100 mM; 24 h) 对 HEK293 细胞具有细胞毒性，LD50 值为 29.3 mM[1]。

[References]

[1]. Saleh HA, et, al. Sarcophine and (7S, 8R)-dihydroxydeepoxysarcophine from the Red Sea soft coral Sarcophyton glaucum as in vitro and in vivo modulators of glycine receptors. Neurotoxicology. 2020 Sep;80:105-111.

Chemical & Physical Properties

[ Density]:
1.08g/cm3

[ Boiling Point ]:
472.8ºC at 760 mmHg

[ Molecular Formula ]:
C₂₀H₂₈O₃

[ Molecular Weight ]:
316.43500

[ Flash Point ]:
203.5ºC

[ Exact Mass ]:
316.20400

[ PSA ]:
38.83000

[ LogP ]:
4.63260

[ Index of Refraction ]:
1.536

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: RR1108000

CHEMICAL NAME :: Oxireno(9,10)cyclotetradeca(1,2-b)furan-9(1ah)-one, 2,3,6,7,10a,13,14,14a-octahydro- 1a,5,8,12-tetramethyl-, (1aS-(1aR*,4E,10aR*,11E,14aR*))-

CAS REGISTRY NUMBER :: 55038-27-2

LAST UPDATED :: 198903

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C20-H28-O3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 10 mg/kg

TOXIC EFFECTS :: Peripheral Nerve and Sensation - flaccid paralysis without anesthesia (usually neuromuscular blockage) Behavioral - coma Lungs, Thorax, or Respiration - respiratory stimulation

REFERENCE :: TOXIA6 Toxicon. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.1- 1962- Volume(issue)/page/year: 12,593,1974

Synthetic Route

Click to get detail synthetic route

Related Compounds

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