ID: ALA1933678

Max Phase: Preclinical

Molecular Formula: C13H16O9

Molecular Weight: 316.26

Molecule Type: Small molecule

Representations

Synonyms (1): Ginnalin B
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C13H16O9/c14-6-1-5(2-7(15)10(6)17)13(20)22-4-9-12(19)11(18)8(16)3-21-9/h1-2,8-9,11-12,14-19H,3-4H2/t8-,9+,11+,12+/m0/s1

Standard InChI Key:  NUVIRDWXIBOJTE-LUTQBAROSA-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: 316.26

Molecular Weight (Monoisotopic): 316.0794

AlogP: -1.56

#Rotatable Bonds: 3

Polar Surface Area: 156.91

Molecular Species: NEUTRAL

HBA: 9

HBD: 6

#RO5 Violations: 1

HBA (Lipinski): 9

HBD (Lipinski): 6

#RO5 Violations (Lipinski): 1

CX Acidic pKa: 8.11

CX Basic pKa:

CX LogP: -0.98

CX LogD: -1.06

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.29

Np Likeness Score: 1.52

References

1. Wan C, Yuan T, Li L, Kandhi V, Cech NB, Xie M, Seeram NP..  (2012)  Maplexins, new α-glucosidase inhibitors from red maple (Acer rubrum) stems.,  22  (1): [PMID:22079755] [10.1016/j.bmcl.2011.10.073]

2. Kato A, Koyama J, Shinzawa K, Imaeda S, Adachi I, Nash RJ, Fleet GWJ, Shintani M, Takeuchi C, Ishikawa F..  (2019)  Ginnalin B induces differentiation markers and modulates the proliferation/differentiation balance via the upregulation of NOTCH1 in human epidermal keratinocytes.,  27  (11): [PMID:31005366] [10.1016/j.bmc.2019.04.008]

Source

Source(1):

• Scientific Literature