Penicianstinoid B

ID: ALA4533105

PubChem CID: 145720893

Max Phase: Preclinical

Molecular Formula: C25H28O9

Molecular Weight: 472.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C1[C@@]23C(=O)O[C@H](C)[C@]24O[C@@]2(C(=C)[C@]5(C=CC(=O)OC5(C)C)C[C@@H](O)[C@]32C)[C@H](O)[C@@]1(C)OC4=O

Standard InChI:  InChI=1S/C25H28O9/c1-11-20(6)16(28)24-12(2)22(9-8-15(27)32-19(22,4)5)10-14(26)21(24,7)23(11)17(29)31-13(3)25(23,34-24)18(30)33-20/h8-9,13-14,16,26,28H,1-2,10H2,3-7H3/t13-,14-,16-,20+,21-,22+,23+,24+,25-/m1/s1

Standard InChI Key:  IEKBQVGQPACFOH-FHKGFJKNSA-N

Molfile:  

 
     RDKit          2D

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    4.3790  -13.7973    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  6 13  1  0
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 15 16  1  0
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  9 18  2  0
  7 19  2  0
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 12 32  1  1
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 13 33  1  6
 16 34  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4533105

   ---

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: 472.49

Molecular Weight (Monoisotopic): 472.1733

AlogP: 0.88

#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: 12.73

CX Basic pKa: ┄

CX LogP: 0.85

CX LogD: 0.85

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.30

Np Likeness Score: 2.07

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