Gigantrionenin

ID: ALA501337

PubChem CID: 5470005

Max Phase: Preclinical

Molecular Formula: C37H66O6

Molecular Weight: 606.93

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Gigantrionenin | Gigantrionenin|CHEBI:65963|NSC695398|CHEMBL501337|NSC-695398|(2S)-2-methyl-4-[7-[(2R,5S)-5-[(Z,1S,4R,5R)-1,4,5-trihydroxyhenicos-8-enyl]oxolan-2-yl]heptyl]-2H-furan-5-one|Q27134465|(5S)-5-methyl-3-(7-{(2R,5S)-5-[(1S,4R,5R,8Z)-1,4,5-trihydroxyhenicos-8-en-1-yl]tetrahydrofuran-2-yl}heptyl)furan-2(5H)-one

Canonical SMILES:  CCCCCCCCCCCC/C=C\CC[C@@H](O)[C@H](O)CC[C@H](O)[C@@H]1CC[C@@H](CCCCCCCC2=C[C@H](C)OC2=O)O1

Standard InChI:  InChI=1S/C37H66O6/c1-3-4-5-6-7-8-9-10-11-12-13-14-18-21-24-33(38)34(39)26-27-35(40)36-28-25-32(43-36)23-20-17-15-16-19-22-31-29-30(2)42-37(31)41/h14,18,29-30,32-36,38-40H,3-13,15-17,19-28H2,1-2H3/b18-14-/t30-,32+,33+,34+,35-,36-/m0/s1

Standard InChI Key:  HASWAOYLTAODRS-VKJZEEHVSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA501337

   GIGANTRIONENIN

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: 606.93

Molecular Weight (Monoisotopic): 606.4859

AlogP: 8.65

#Rotatable Bonds: 27

Polar Surface Area: 96.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 3

#RO5 Violations: 2

HBA (Lipinski): 6

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 13.33

CX Basic pKa: ┄

CX LogP: 9.62

CX LogD: 9.62

Aromatic Rings: ┄

Heavy Atoms: 43

QED Weighted: 0.05

Np Likeness Score: 2.28

References

1. Fang XP, Anderson JE, Smith DL, McLaughlin JL, Wood KV..  (1992)  Gigantetronenin and gigantrionenin: novel cytotoxic acetogenins from Goniothalamus giganteus.,  55  (11): [PMID:1479382] [10.1021/np50089a015]

2. PubChem BioAssay data set, 

Source

Source(2):

• Scientific Literature
• PubChem BioAssays