Cornuside

ID: ALA4872792

Cas Number: 131189-57-6

PubChem CID: 11228694

Product Number: C463785, Order Now?

Max Phase: Preclinical

Molecular Formula: C24H30O14

Molecular Weight: 542.49

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C[C@H]1[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)OC=C(C(=O)OC)[C@H]1CCOC(=O)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C24H30O14/c1-3-11-12(4-5-35-21(32)10-6-14(26)17(28)15(27)7-10)13(22(33)34-2)9-36-23(11)38-24-20(31)19(30)18(29)16(8-25)37-24/h3,6-7,9,11-12,16,18-20,23-31H,1,4-5,8H2,2H3/t11-,12+,16-,18-,19+,20-,23+,24+/m1/s1

Standard InChI Key:  SMTKSCGLXONVGL-UPIRYGIPSA-N

Molfile:  

 
     RDKit          2D

 39 41  0  0  0  0  0  0  0  0999 V2000
   15.6876   -9.2953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2672  -10.1151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8508   -9.2954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2630   -7.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2238   -8.1851    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9774   -8.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9774   -8.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2630   -9.2954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5570   -8.8877    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5570   -8.0680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8508   -7.6561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6849   -7.6591    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7376   -3.1614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7365   -3.9810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4445   -4.3899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1542   -3.9805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1514   -3.1578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4427   -2.7526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8625   -4.3880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8638   -5.2052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5696   -3.9783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2780   -4.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2792   -5.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9876   -5.6104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9851   -6.4314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6894   -6.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3989   -6.4326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3996   -5.6145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6908   -5.2025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6911   -4.3853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3990   -3.9770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9836   -3.9765    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2766   -6.8387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4403   -1.9354    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0298   -2.7530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0285   -4.3890    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.5697   -6.4287    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3993   -3.1598    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3934   -7.2474    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5 11  1  0
 10  4  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
  7  1  1  6
  8  2  1  1
  9  3  1  6
  6 12  1  1
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 16 19  1  0
 19 20  2  0
 19 21  1  0
 21 22  1  0
 22 23  1  0
 24 23  1  6
 24 25  1  0
 24 29  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 29 30  1  0
 30 31  1  0
 30 32  2  0
 26 12  1  0
 25 33  1  6
 18 34  1  0
 13 35  1  0
 14 36  1  0
 33 37  2  0
 31 38  1  0
 26 39  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4872792

   Cornuside

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: 542.49

Molecular Weight (Monoisotopic): 542.1636

AlogP: -1.00

#Rotatable Bonds: 9

Polar Surface Area: 221.90

Molecular Species: NEUTRAL

HBA: 14

HBD: 7

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 7

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.11

CX Basic pKa: ┄

CX LogP: -0.06

CX LogD: -0.14

Aromatic Rings: 1

Heavy Atoms: 38

QED Weighted: 0.11

Np Likeness Score: 2.08

References

1. Lee JH, Austin JR, Burdette JE, Murphy BT..  (2021)  Secoiridoids from Dogwood (Cornus officinalis) Potentiate Progesterone Signaling.,  84  (9.0): [PMID:34411479] [10.1021/acs.jnatprod.1c00516]

Source

Source(1):

• Scientific Literature