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83314-01-6

83314-01-6 Structure

83314-01-6 Structure
IdentificationBack Directory
[Name]

BRYOSTATIN 1
[CAS]

83314-01-6
[Synonyms]

BRYO 1
CS-1164
BRYOSTATIN
NSC-339555
BRYOSTATIN 1
Byrostatin 1
bryostatin1,0
(26R)-Bryostatin 1
Bryostatin 1 - CAS 83314-01-6 - Calbiochem
(1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-25-(Acetyloxy)-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-Methoxy-2-oxoethylidene)-10,10,26,26-tetraMethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-y
2,4-Octadienoic acid, (1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-25-(acetyloxy)-1,11,21-trihydroxy-17-(1R)-1-hydroxyethyl-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo21.3.1.13,7.111,15nonacos-8-en
(1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-25-(Acetyloxy)-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl2,4-octadienoicacidester
(1S,3S,5Z,7R,8E,11S,12S,13E,15S,17R,21R,23R,25S)-25-(Acetyloxy)-1,11,21-trihydroxy-17-[(1R)-1-hydroxyethyl]-5,13-bis(2-methoxy-2-oxoethylidene)-10,10,26,26-tetramethyl-19-oxo-18,27,28,29-tetraoxatetracyclo[21.3.1.13,7.111,15]nonacos-8-en-12-yl-(2E, 4E)-2,4-octadienoic acid ester
[Molecular Formula]

C47H68O17
[MDL Number]

MFCD00893832
[MOL File]

83314-01-6.mol
[Molecular Weight]

905.03
Chemical PropertiesBack Directory
[Melting point ]

230-235°
[alpha ]

D25 +34.1° (c = 0.044 in methanol)
[Boiling point ]

716.44°C (rough estimate)
[density ]

1.1245 (rough estimate)
[refractive index ]

1.5940 (estimate)
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble
[form ]

solid
[pka]

11.10±0.70(Predicted)
[color ]

white
[Optical Rotation]

+34.125 (methanol)
[InChIKey]

MJQUEDHRCUIRLF-TVIXENOKSA-N
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

68
[Safety Statements ]

22-24/25-36/37
[WGK Germany ]

3
[RTECS ]

EH9455000
[HS Code ]

2932990090
[Storage Class]

11 - Combustible Solids
[Toxicity]

LD50 in mice, rats (mg/kg): 0.038, 0.068 i.v. (Prendiville)
Hazard InformationBack Directory
[Uses]

Bryostatin 1 has been used to study its effects on spontaneous Crohn′s disease (CD) like colitis in?mice. It has also been used to study its effects as an anthelmintic drug on adult Syphacia muris infection in rats.
[Definition]

ChEBI: A member of the class of bryostatins that is (17E)-2-oxooxacyclohexacos-17-ene which is substituted by hydroxy groups at positions 4, 10, and 20; an acetoxy group at position 8; methyl groups at positions 9, 9, 18, and 19; 2-methoxy-2-oxoe hylidene groups at positions 14 and 24; an (E,E)-octa-2,4-dienoyloxy group at position 21; and with oxygen bridges linking positions 6 to 10, 12 to 16, and 20 to 24. It is one of the most abundant member of the class of br ostatins.
[Biological Activity]

Protein kinase C (PKC) activator that binds with high affinity (K i = 1.35 nM). Initially activates and subsequently induces downregulation of PKC isozymes. Sensitizes tumor cells to cytotoxic effects of anticancer agents.
[Biochem/physiol Actions]

Bryostatin 1 (Bry1) is a macrocyclic lactone. This synaptogenic compound is obtained from the marine bryozoan?Bugula neritina. Bry1 is capable of reversing synaptic loss. It can enable synaptic maturation in animal models with several neurological disorders. It possesses antidepressant activity, when administered intracebroventricularly. Bry1 is known to participate in protecting cell tight junctions (TJs), anti-inflammatory functions and immune regulation.
[storage]

Store at -20°C
[References]

[1]. gschwendt m, fürstenberger g, rose-john s, et al. bryostatin 1, an activator of protein kinase c, mimics as well as inhibits biological effects of the phorbol ester tpa in vivo and in vitro. carcinogenesis, 1988, 9(4): 555-562.
[2]. stone rm, sariban e, pettit gr, et al. bryostatin 1 activates protein kinase c and induces monocytic differentiation of hl-60 cells. blood, 1988, 72(1): 208-213.
[3]. schuchter lm, esa ah, may s, et al. successful treatment of murine melanoma with bryostatin 1. cancer res, 1991, 51(2): 682-687.
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