Carpinotriol B

ID: ALA4864244

PubChem CID: 124356079

Max Phase: Preclinical

Molecular Formula: C19H20O6

Molecular Weight: 344.36

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1CCc2ccc(O)c(c2)-c2cc(ccc2O)C[C@H](O)[C@@H](O)[C@@H]1O

Standard InChI:  InChI=1S/C19H20O6/c20-14-4-1-10-2-6-16(22)18(24)19(25)17(23)9-11-3-5-15(21)13(8-11)12(14)7-10/h1,3-5,7-8,17-21,23-25H,2,6,9H2/t17-,18+,19+/m0/s1

Standard InChI Key:  HXRHVUWGMADGQP-IPMKNSEASA-N

Molfile:  

 
     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   11.3406   -4.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3395   -5.7963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0540   -6.2089    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7703   -5.7957    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7674   -4.9655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0522   -4.5565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4816   -6.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4816   -7.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1938   -7.4430    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9101   -7.0297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9062   -6.2007    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1916   -5.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4801   -4.5505    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1880   -4.9686    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6249   -6.2080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6243   -7.0327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9347   -7.6820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8284   -8.1824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0054   -8.2357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6378   -8.9743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0979   -9.6612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4962   -7.9598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8089   -9.0220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.1527   -7.9441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3813   -7.3601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  1  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  4  7  1  0
  5 13  1  0
 12 14  1  0
  2 15  1  0
 15 16  1  0
 16 17  1  0
  9 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 17 22  1  0
 22 20  1  0
 22 23  1  6
 17 24  1  6
 16 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4864244

   ---

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: 344.36

Molecular Weight (Monoisotopic): 344.1260

AlogP: 0.91

#Rotatable Bonds: ┄

Polar Surface Area: 118.22

Molecular Species: NEUTRAL

HBA: 6

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.91

CX Basic pKa: ┄

CX LogP: 1.60

CX LogD: 1.59

Aromatic Rings: 2

Heavy Atoms: 25

QED Weighted: 0.48

Np Likeness Score: 1.96

References

1. Masullo M, Lauro G, Cerulli A, Kontek B, Olas B, Bifulco G, Piacente S, Pizza C..  (2021)  Giffonins, Antioxidant Diarylheptanoids from Corylus avellana, and Their Ability to Prevent Oxidative Changes in Human Plasma Proteins.,  84  (3.0): [PMID:33616390] [10.1021/acs.jnatprod.0c01251]

Source

Source(1):

• Scientific Literature