11beta,13-dihydrodesacylcynaropicrin 8-O-beta-D-glucoside

ID: ALA5191985

PubChem CID: 14138152

Max Phase: Preclinical

Molecular Formula: C21H30O9

Molecular Weight: 426.46

Names and Identifiers

Canonical SMILES:  C=C1[C@@H]2[C@H]3OC(=O)[C@@H](C)[C@@H]3[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC(=C)[C@@H]2C[C@@H]1O

Standard InChI:  InChI=1S/C21H30O9/c1-7-4-12(28-21-18(26)17(25)16(24)13(6-22)29-21)15-9(3)20(27)30-19(15)14-8(2)11(23)5-10(7)14/h9-19,21-26H,1-2,4-6H2,3H3/t9-,10-,11-,12-,13+,14-,15+,16+,17-,18+,19+,21+/m0/s1

Standard InChI Key:  FPYNOEOJFQHIMK-ARUCPLGTSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA5191985

   (3S,3aR,4S,6aR,8S,9aR,9bR)-8-hydroxy-3-methyl-6,9-dimethylidene-4-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3a,4,5,6a,7,8,9a,9b-octahydro-3H-azuleno[4,5-b]furan-2-one

Molecule Features

Natural Product: Yes

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: 426.46

Molecular Weight (Monoisotopic): 426.1890

AlogP: -1.14

#Rotatable Bonds: 3

Polar Surface Area: 145.91

Molecular Species: NEUTRAL

HBA: 9

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 9

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.21

CX Basic pKa: ┄

CX LogP: -1.41

CX LogD: -1.41

Aromatic Rings: ┄

Heavy Atoms: 30

QED Weighted: 0.28

Np Likeness Score: 3.28

References

1. Tanaka N, Yoshino Y, Nakano F, Kurimoto SI, Kawazoe K, Tsuji D, Itoh K, Li SL, Sun HD, Takaishi Y, Kashiwada Y..  (2022)  Lanicepines A and B, Sesquiterpenes with Amino Acid-Derived Substituents from the Flowering Aerial Parts of Saussurea laniceps.,  85  (4.0): [PMID:35179378] [10.1021/acs.jnatprod.1c01069]

Source

Source(1):

• Scientific Literature