Furanoaustinol

ID: ALA4456133

PubChem CID: 155525375

Max Phase: Preclinical

Molecular Formula: C25H30O9

Molecular Weight: 474.51

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1[C@@]23C(=O)O[C@H](C)[C@@]2(O)C(=O)O[C@]1(C)[C@@H](O)C1=C2COC4CC(=O)OC(C)(C)[C@@]24CC[C@@]13C

Standard InChI:  InChI=1S/C25H30O9/c1-11-22(6)17(27)16-13-10-31-14-9-15(26)33-20(3,4)23(13,14)8-7-21(16,5)24(11)18(28)32-12(2)25(24,30)19(29)34-22/h12,14,17,27,30H,1,7-10H2,2-6H3/t12-,14?,17+,21+,22+,23+,24+,25-/m1/s1

Standard InChI Key:  KUCIXBSTGWHAFD-KIONTMEUSA-N

Molfile:  

 
     RDKit          2D

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   23.5088  -10.3292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7230  -11.1259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   22.7989  -10.7382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  9 18  2  0
  7 19  1  0
 17 20  1  6
 16 21  1  0
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 11 34  1  0
 34 19  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4456133

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 474.51

Molecular Weight (Monoisotopic): 474.1890

AlogP: 1.10

#Rotatable Bonds: ┄

Polar Surface Area: 128.59

Molecular Species: NEUTRAL

HBA: 9

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 10.79

CX Basic pKa: ┄

CX LogP: 0.24

CX LogD: 0.24

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 2.12

References

1. Bai M, Zheng CJ, Huang GL, Mei RQ, Wang B, Luo YP, Zheng C, Niu ZG, Chen GY..  (2019)  Bioactive Meroterpenoids and Isocoumarins from the Mangrove-Derived Fungus Penicillium sp. TGM112.,  82  (5): [PMID:30990038] [10.1021/acs.jnatprod.8b00866]

Source

Source(1):

• Scientific Literature