Scutellarin

ID: ALA5277249

Max Phase: Preclinical

Molecular Formula: C21H20O12

Molecular Weight: 464.38

Names and Identifiers

Canonical SMILES:  O=C1CC(c2ccc(O)cc2)Oc2cc(O[C@@H]3O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]3O)c(O)c(O)c21

Standard InChI:  InChI=1S/C21H20O12/c22-8-3-1-7(2-4-8)10-5-9(23)13-11(31-10)6-12(14(24)15(13)25)32-21-18(28)16(26)17(27)19(33-21)20(29)30/h1-4,6,10,16-19,21-22,24-28H,5H2,(H,29,30)/t10?,16-,17-,18+,19-,21+/m0/s1

Standard InChI Key:  DWEKIXALQAUMQL-UHSUVFMESA-N

Molfile:  

 
     RDKit          2D

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    2.8567    1.4444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.7641   -1.1860    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  1 24  1  1
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 20 31  1  0
  9 32  1  0
 24 33  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA5277249

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 464.38

Molecular Weight (Monoisotopic): 464.0955

AlogP: -0.22

#Rotatable Bonds: 4

Polar Surface Area: 203.44

Molecular Species: ACID

HBA: 11

HBD: 7

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 2.61

CX Basic pKa: ┄

CX LogP: 0.58

CX LogD: -2.94

Aromatic Rings: 2

Heavy Atoms: 33

QED Weighted: 0.29

Np Likeness Score: 2.07

References

1. Peng T, Liu S, Li Y, Zhang H, Hagenbuch B, Gui C..  (2023)  Investigating the interactions of flavonoids with human OATP2B1: inhibition assay, IC₅₀ determination, and structure-activity relationship analysis.,  14  (5): [PMID:37252098] [10.1039/d3md00078h]

Source

Source(1):

• Scientific Literature