Demethoxy-cornuside

ID: ALA4860632

PubChem CID: 24752794

Max Phase: Preclinical

Molecular Formula: C23H28O14

Molecular Weight: 528.46

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)O)[C@H]1CCOC(=O)c1cc(O)c(O)c(O)c1

Standard InChI:  InChI=1S/C23H28O14/c1-2-10-11(3-4-34-21(33)9-5-13(25)16(27)14(26)6-9)12(20(31)32)8-35-22(10)37-23-19(30)18(29)17(28)15(7-24)36-23/h2,5-6,8,10-11,15,17-19,22-30H,1,3-4,7H2,(H,31,32)/t10-,11+,15-,17-,18+,19-,22+,23+/m1/s1

Standard InChI Key:  UGWAFWFSLCHCJD-UVPQXQFPSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4860632

   (2S,3R,4S)-3-ethenyl-4-[2-(3,4,5-trihydroxybenzoyl)oxyethyl]-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4-dihydro-2H-pyran-5-carboxylic acid

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: 528.46

Molecular Weight (Monoisotopic): 528.1479

AlogP: -1.09

#Rotatable Bonds: 9

Polar Surface Area: 232.90

Molecular Species: ACID

HBA: 13

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 14

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.76

CX Basic pKa: ┄

CX LogP: -0.44

CX LogD: -3.80

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.11

Np Likeness Score: 2.16

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