amphidinolide B6

ID: ALA252928

PubChem CID: 23656974

Max Phase: Preclinical

Molecular Formula: C32H54O8

Molecular Weight: 566.78

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Amphidinolide B6 | amphidinolide B6|CHEMBL252928|(1S,6S,7S,10S,12R,13S,14R,17S,19S,20E,24R,26S)-6,13,14,17-tetrahydroxy-7,10,12,19,20,24-hexamethyl-22-methylidene-9,27-dioxabicyclo[24.1.0]heptacos-20-ene-8,15-dione

Canonical SMILES:  C=C1/C=C(\C)[C@@H](C)C[C@H](O)CC(=O)[C@H](O)[C@@H](O)[C@H](C)C[C@H](C)OC(=O)[C@@H](C)[C@@H](O)CCCC[C@@H]2O[C@H]2C[C@H](C)C1

Standard InChI:  InChI=1S/C32H54O8/c1-18-12-19(2)14-29-28(40-29)11-9-8-10-26(34)24(7)32(38)39-23(6)15-22(5)30(36)31(37)27(35)17-25(33)16-21(4)20(3)13-18/h13,19,21-26,28-31,33-34,36-37H,1,8-12,14-17H2,2-7H3/b20-13+/t19-,21+,22-,23+,24+,25+,26+,28+,29+,30+,31+/m1/s1

Standard InChI Key:  OHRZEZYMEPODIY-CJGMVNDYSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA252928

   AMPHIDINOLIDE B6

Molecule Features

Natural Product: No

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: 566.78

Molecular Weight (Monoisotopic): 566.3819

AlogP: 4.27

#Rotatable Bonds: ┄

Polar Surface Area: 136.82

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: 1

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 12.41

CX Basic pKa: ┄

CX LogP: 4.32

CX LogD: 4.32

Aromatic Rings: ┄

Heavy Atoms: 40

QED Weighted: 0.25

Np Likeness Score: 2.36

References

1. Oguchi K, Tsuda M, Iwamoto R, Okamoto Y, Endo T, Kobayashi J, Ozawa T, Masuda A..  (2007)  Amphidinolides B6 and B7, cytotoxic macrolides from a symbiotic dinoflagellate Amphidinium species.,  70  (10): [PMID:17922551] [10.1021/np0703085]

Source

Source(1):

• Scientific Literature