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2D Structure
Also known as: 83314-01-6, Bryostatin-1, Nsc 339555, Chembl449158, Chebi:88353, 37o2x55y9e
Molecular Formula
C47H68O17
Molecular Weight
905.0  g/mol
InChI Key
MJQUEDHRCUIRLF-TVIXENOKSA-N
FDA UNII
37O2X55Y9E

bryostatin 1 is a natural product found in Bugula neritina with data available.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(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
2.1.2 InChI
InChI=1S/C47H68O17/c1-10-11-12-13-14-15-39(51)62-43-31(22-41(53)58-9)21-34-25-37(28(2)48)61-42(54)24-32(50)23-35-26-38(59-29(3)49)45(6,7)46(55,63-35)27-36-19-30(20-40(52)57-8)18-33(60-36)16-17-44(4,5)47(43,56)64-34/h12-17,20,22,28,32-38,43,48,50,55-56H,10-11,18-19,21,23-27H2,1-9H3/b13-12+,15-14+,17-16+,30-20+,31-22+/t28-,32-,33+,34+,35-,36+,37-,38+,43+,46+,47-/m1/s1
2.1.3 InChI Key
MJQUEDHRCUIRLF-TVIXENOKSA-N
2.1.4 Canonical SMILES
CCCC=CC=CC(=O)OC1C(=CC(=O)OC)CC2CC(OC(=O)CC(CC3CC(C(C(O3)(CC4CC(=CC(=O)OC)CC(O4)C=CC(C1(O2)O)(C)C)O)(C)C)OC(=O)C)O)C(C)O
2.1.5 Isomeric SMILES
CCC/C=C/C=C/C(=O)O[C@H]1/C(=C/C(=O)OC)/C[C@H]2C[C@@H](OC(=O)C[C@@H](C[C@@H]3C[C@@H](C([C@@](O3)(C[C@@H]4C/C(=C/C(=O)OC)/C[C@@H](O4)/C=C/C([C@@]1(O2)O)(C)C)O)(C)C)OC(=O)C)O)[C@@H](C)O
2.2 Other Identifiers
2.2.1 UNII
37O2X55Y9E
2.3 Synonyms
2.3.1 Depositor-Supplied Synonyms

1. 83314-01-6

2. Bryostatin-1

3. Nsc 339555

4. Chembl449158

5. Chebi:88353

6. 37o2x55y9e

7. Bryostatin

8. Nsc-339555

9. 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-tetraoxatetracyclo(21.3.1.13,7.111,15)nonacos-8-en-12-yl Ester, (2e,4e)-

10. Unii-37o2x55y9e

11. Ncgc00181150-01

12. Brn 4349157

13. Bryostatin 1 [mi]

14. Dsstox_cid_26876

15. Dsstox_rid_81981

16. Dsstox_gsid_46876

17. Schembl182960

18. Bryostatin 1 [who-dd]

19. Dtxsid8046876

20. Bryostatin 1, >=99%, Solid

21. Tox21_112754

22. Bdbm50258529

23. Bmy-45618

24. Zinc169357315

25. Bryostatin 1 - Cas 83314-01-6

26. (1s-(1r*,3r*,5z,7s*,8e,11r*,12r*(2e,4e),13e,15r*,17s*(s*),21s*,23s*,25r*))-25-(acetyloxy)-1,11,21-trihydroxy-17-(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 2,4-octadienoate

27. 2,4-octadienoic Acid, 25-(acetyloxy)-1,11,21-trihydroxy-17-(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, (1s-(1r*,3r*,5z,7s*,8e,11r*,12r*(2e,4e),13e,15r*,17s*(s*),21s*,23s*,25r*))-

28. Cas-83314-01-6

29. Hy-105231

30. Cs-0025440

31. Q27095907

32. (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[21.3.1.1(3,7).1(11,15)]nonacos-8-en-12-yl (2e,4e)-octa-2,4-dienoate

33. (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

34. [(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

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 905.0 g/mol
Molecular Formula C47H68O17
XLogP34
Hydrogen Bond Donor Count4
Hydrogen Bond Acceptor Count17
Rotatable Bond Count13
Exact Mass904.44565070 g/mol
Monoisotopic Mass904.44565070 g/mol
Topological Polar Surface Area240 Ų
Heavy Atom Count64
Formal Charge0
Complexity1830
Isotope Atom Count0
Defined Atom Stereocenter Count11
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count5
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Adjuvants, Immunologic

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)


Antineoplastic Agents

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)