Bryostatin 1
[(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)-octa-2,4-dienoate
Molecular Identity
Bryostatin 1
[(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)-octa-2,4-dienoate
PubChem CID: 5280757
Bryostatin 1 is 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-oxoethylidene 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 bryostatins. It has a role as an antineoplastic agent, a protein kinase C agonist, an anti-HIV-1 agent, a marine metabolite and an alpha-secretase activator. It is a methyl ester, a member of bryostatins, a secondary alcohol, an organic heterotetracyclic compound, an acetate ester, an enoate ester and a cyclic hemiketal.
2D Structure
Properties
C47H68O17
Molecular Formula
905.00
Molecular Weight
g/mol
904.4457
Exact Mass
Da
4
XLogP
Drug-like (Lipinski: < 5)
240
TPSA
May have limited oral absorption
4
H-Bond Donors
17
H-Bond Acceptors
1830
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
Bryostatin 1Bryostatin-183314-01-6NSC-339555DTXSID804687637O2X55Y9ECHEBI:883532,4-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-tetraoxatetracyclo(21.3.1.13,7.111,15)nonacos-8-en-12-yl ester, (2E,4E)-[(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)-octa-2,4-dienoateDTXCID6026876((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)-octa-2,4-dienoateRefChem:570435((1S,3S,5Z,7R,8E,12S,13E,17R,21R,23R,25S)-25-acetyloxy-1,21-dihydroxy-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)-octa-2,4-dienoatemethyl (2E)-2-((1S,3S,7R,8E,11R,13E,15S,17R,21R,23R,25S)-25-acetyloxy-12-((2S,4E,6E)-1,3-dioxodeca-4,6-dien-2-yl)-1,11,21-trihydroxy-17-((1R)-1-hydroxyethyl)-13-(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-5-ylidene)acetateCHEMBL449158
Data from PubChem (NCBI)
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