ID: ALA485808

Max Phase: Preclinical

Molecular Formula: C19H22O7

Molecular Weight: 362.38

Molecule Type: Small molecule

Representations

Synonyms (1): Janerin
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(CO)C(=O)O[C@H]1CC(=C)[C@@H]2C[C@H](O)[C@]3(CO3)[C@@H]2[C@H]2OC(=O)C(=C)[C@@H]21

Standard InChI:  InChI=1S/C19H22O7/c1-8-4-12(25-17(22)9(2)6-20)14-10(3)18(23)26-16(14)15-11(8)5-13(21)19(15)7-24-19/h11-16,20-21H,1-7H2/t11-,12-,13-,14+,15-,16-,19+/m0/s1

Standard InChI Key:  HEJVISJCOQSDIH-URUZQALBSA-N

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Properties

Molecular Weight: 362.38

Molecular Weight (Monoisotopic): 362.1366

AlogP: 0.27

#Rotatable Bonds: 3

Polar Surface Area: 105.59

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 13.85

CX Basic pKa:

CX LogP: 0.31

CX LogD: 0.31

Aromatic Rings: 0

Heavy Atoms: 26

QED Weighted: 0.32

Np Likeness Score: 3.74

References

1. Bruno M, Rosselli S, Maggio A, Raccuglia RA, Bastow KF, Lee KH..  (2005)  Cytotoxic activity of some natural and synthetic guaianolides.,  68  (7): [PMID:16038545] [10.1021/np0500575]

2. Cis J, Nowak G, Kisiel W.  (2006)  Antifeedant properties and chemotaxonomic implications of sesquiterpene lactones and syringin from Rhaponticum pulchrum,  34  (12): [10.1016/j.bse.2006.05.019]

Source

Source(1):

• Scientific Literature