(1R,3S,5R,7S,9R,11S,12S,14R,16R,18S,20R,21Z,24S,26R,28S,30R,31R,33S,35R,37S,42R,44S,46R,48S)-12-hydroxy-14-(3-hydroxy-2-methylidenepropyl)-1,3,11,24,31,41,44-heptamethyl-2,6,10,15,19,25,29,34,38,43,47-undecaoxaundecacyclo[26.22.0.0^{3,26}.0^{5,24}.0^{7,20}.0^{9,18}.0^{11,16}.0^{30,48}.0^{33,46}.0^{35,44}.0^{37,42}]pentaconta-21,40-dien-39-one

ID: ALA1097210

PubChem CID: 46886835

Max Phase: Preclinical

Molecular Formula: C50H72O14

Molecular Weight: 897.11

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(CO)C[C@@H]1C[C@H](O)[C@]2(C)O[C@@H]3C[C@@H]4O[C@@H]5C[C@]6(C)O[C@]7(C)CC[C@@H]8O[C@@H]9C[C@]%10(C)O[C@@H]%11C(C)=CC(=O)O[C@H]%11C[C@H]%10O[C@H]9C[C@@H](C)[C@H]8O[C@H]7C[C@H]6O[C@@]5(C)C/C=C\[C@H]4O[C@H]3C[C@H]2O1

Standard InChI:  InChI=1S/C50H72O14/c1-25(24-51)14-28-17-37(52)50(8)41(54-28)19-33-34(61-50)18-32-29(55-33)10-9-12-46(4)42(58-32)23-49(7)40(62-46)21-39-47(5,64-49)13-11-30-44(60-39)26(2)15-31-36(56-30)22-48(6)38(57-31)20-35-45(63-48)27(3)16-43(53)59-35/h9-10,16,26,28-42,44-45,51-52H,1,11-15,17-24H2,2-8H3/b10-9-/t26-,28-,29-,30+,31+,32+,33+,34-,35+,36-,37+,38-,39+,40-,41-,42-,44-,45-,46+,47-,48+,49+,50+/m1/s1

Standard InChI Key:  BKMHDYJRAAJTAD-FGRVLNGBSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA1097210

   Brevetoxin-3

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 897.11

Molecular Weight (Monoisotopic): 896.4922

AlogP: 5.27

#Rotatable Bonds: 3

Polar Surface Area: 159.06

Molecular Species: NEUTRAL

HBA: 14

HBD: 2

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 13.82

CX Basic pKa: ┄

CX LogP: 3.36

CX LogD: 3.36

Aromatic Rings: ┄

Heavy Atoms: 64

QED Weighted: 0.28

Np Likeness Score: 2.45

References

1. Truxal LT, Bourdelais AJ, Jacocks H, Abraham WM, Baden DG..  (2010)  Characterization of tamulamides A and B, polyethers isolated from the marine dinoflagellate Karenia brevis.,  73  (4): [PMID:20218657] [10.1021/np900541w]

Source

Source(1):

• Scientific Literature