4'-Hydroxyeupachinisin C-15-acetate

ID: ALA4175690

PubChem CID: 102364364

Max Phase: Preclinical

Molecular Formula: C24H30O9

Molecular Weight: 462.50

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@@H]2/C=C(/COC(C)=O)[C@@H](OC(C)=O)C/C=C(\C)C[C@@H](OC(=O)/C(C)=C/CO)[C@@H]12

Standard InChI:  InChI=1S/C24H30O9/c1-13-6-7-19(31-17(5)27)18(12-30-16(4)26)11-21-22(15(3)24(29)33-21)20(10-13)32-23(28)14(2)8-9-25/h6,8,11,19-22,25H,3,7,9-10,12H2,1-2,4-5H3/b13-6+,14-8+,18-11-/t19-,20+,21+,22+/m0/s1

Standard InChI Key:  PQUJGGIEXGKMPV-VFTBJKCASA-N

Molfile:  

     RDKit          2D

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 15 35  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4175690

   [(3aR,4R,6E,9S,10Z,11aR)-9-acetyloxy-10-(acetyloxymethyl)-6-methyl-3-methylidene-2-oxo-3a,4,5,8,9,11a-hexahydrocyclodeca[b]furan-4-yl] (E)-4-hydroxy-2-methylbut-2-enoate

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: 462.50

Molecular Weight (Monoisotopic): 462.1890

AlogP: 2.10

#Rotatable Bonds: 6

Polar Surface Area: 125.43

Molecular Species: NEUTRAL

HBA: 9

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.77

CX LogD: 1.77

Aromatic Rings: ┄

Heavy Atoms: 33

QED Weighted: 0.27

Np Likeness Score: 2.93

References

1. Yu X, Zhang Q, Tian L, Guo Z, Liu C, Chen J, Ebrahim W, Liu Z, Proksch P, Zou K..  (2018)  Germacrane-Type Sesquiterpenoids with Antiproliferative Activities from Eupatorium chinense.,  81  (1): [PMID:29280632] [10.1021/acs.jnatprod.7b00693]

Source

Source(1):

• Scientific Literature