4'-hydroxyisolonchocarpin

ID: ALA4550657

PubChem CID: 14353465

Max Phase: Preclinical

Molecular Formula: C20H18O4

Molecular Weight: 322.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1(C)C=Cc2c(ccc3c2OC(c2ccc(O)cc2)CC3=O)O1

Standard InChI:  InChI=1S/C20H18O4/c1-20(2)10-9-15-17(24-20)8-7-14-16(22)11-18(23-19(14)15)12-3-5-13(21)6-4-12/h3-10,18,21H,11H2,1-2H3

Standard InChI Key:  AXHFLNLBMFDETO-UHFFFAOYSA-N

Molfile:  

 
     RDKit          2D

 24 27  0  0  0  0  0  0  0  0999 V2000
    2.3649  -18.9275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1821  -18.9316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7771  -18.2218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8853  -20.9728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5933  -21.3817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3002  -20.1496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2990  -20.9748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0091  -21.3861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7249  -20.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7261  -20.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0114  -19.7358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8864  -20.1532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5930  -19.7461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5937  -18.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8895  -18.5253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1806  -19.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4331  -19.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1401  -20.1594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8483  -19.7532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8508  -18.9352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1391  -18.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4338  -18.9335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0068  -22.2033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5589  -18.5274    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
 12  4  2  0
  4  5  1  0
  5  7  2  0
  6 13  2  0
  6  7  1  0
  6 11  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 12 13  1  0
 12 16  1  0
 13 14  1  0
 14 15  2  0
 15  2  1  0
  2 16  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 17  1  0
 10 17  1  0
  8 23  2  0
 20 24  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4550657

   4'-Hydroxyisolonchocarpin

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: 322.36

Molecular Weight (Monoisotopic): 322.1205

AlogP: 4.28

#Rotatable Bonds: 1

Polar Surface Area: 55.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.47

CX Basic pKa: ┄

CX LogP: 3.69

CX LogD: 3.69

Aromatic Rings: 2

Heavy Atoms: 24

QED Weighted: 0.85

Np Likeness Score: 2.31

References

1. Tu Y, Wu C, Kang Y, Li Q, Zhu C, Li Y..  (2019)  Bioactivity-guided identification of flavonoids with cholinesterase and β-amyloid peptide aggregation inhibitory effects from the seeds of Millettia pachycarpa.,  29  (10): [PMID:30910460] [10.1016/j.bmcl.2019.03.024]

Source

Source(1):

• Scientific Literature