4'''-methylamentoflavone

ID: ALA220745

Chembl Id: CHEMBL220745

Max Phase: Preclinical

Molecular Formula: C31H20O10

Molecular Weight: 552.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(-c2cc(=O)c3c(O)cc(O)c(-c4cc(-c5cc(=O)c6c(O)cc(O)cc6o5)ccc4O)c3o2)cc1

Standard InChI:  InChI=1S/C31H20O10/c1-39-17-5-2-14(3-6-17)25-13-24(38)30-22(36)11-21(35)28(31(30)41-25)18-8-15(4-7-19(18)33)26-12-23(37)29-20(34)9-16(32)10-27(29)40-26/h2-13,32-36H,1H3

Standard InChI Key:  RBTRUVNXLDXHBJ-UHFFFAOYSA-N

Alternative Forms

1. Parent:

   

   ALA220745

   PODOCARPUSFLAVONE A

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

Calculated Properties

Molecular Weight: 552.49

Molecular Weight (Monoisotopic): 552.1056

AlogP: 5.44

#Rotatable Bonds: 4

Polar Surface Area: 170.80

Molecular Species: ACID

HBA: 10

HBD: 5

#RO5 Violations: 2

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 6.09

CX Basic pKa: ┄

CX LogP: 5.23

CX LogD: 3.11

Aromatic Rings: 6

Heavy Atoms: 41

QED Weighted: 0.19

Np Likeness Score: 1.12

References

1. Zeng GZ, Tan NH, Hao XJ, Mu QZ, Li RT..  (2006)  Natural inhibitors targeting osteoclast-mediated bone resorption.,  16  (24): [PMID:17027271] [10.1016/j.bmcl.2006.09.042]

2. Sun CM, Syu WJ, Huang YT, Chen CC, Ou JC..  (1997)  Selective cytotoxicity of ginkgetin from Selaginella moellendorffii.,  60  (4): [PMID:9134745] [10.1021/np960608e]

3. Sasaki H, Miki K, Kinoshita K, Koyama K, Juliawaty LD, Achmad SA, Hakim EH, Kaneda M, Takahashi K..  (2010)  beta-Secretase (BACE-1) inhibitory effect of biflavonoids.,  20  (15): [PMID:20598535] [10.1016/j.bmcl.2010.06.021]

4. Zhao S, Ling J, Li Z, Wang S, Hu J, Wang N..  (2015)  Nine new diterpenes from the leaves of plantation-grown Cunninghamia lanceolata.,  25  (7): [PMID:25736997] [10.1016/j.bmcl.2015.02.026]

5. Sasaki H, Kitoh Y, Tsukada M, Miki K, Koyama K, Juliawaty LD, Hakim EH, Takahashi K, Kinoshita K..  (2015)  Inhibitory activities of biflavonoids against amyloid-β peptide 42 cytotoxicity in PC-12 cells.,  25  (14): [PMID:26004578] [10.1016/j.bmcl.2015.04.106]

6. Niu W, Wu P, Chen F, Wang J, Shang X, Xu C..  (2017)  Discovery of selective cystathionine β-synthase inhibitors by high-throughput screening with a fluorescent thiol probe.,  8  (1): [PMID:30108705] [10.1039/C6MD00493H]

7. Sirimangkalakitti N, Juliawaty LD, Hakim EH, Waliana I, Saito N, Koyama K, Kinoshita K..  (2019)  Naturally occurring biflavonoids with amyloid β aggregation inhibitory activity for development of anti-Alzheimer agents.,  29  (15): [PMID:31138471] [10.1016/j.bmcl.2019.05.020]

8. Xie Y, Zhou X, Li J, Yao XC, Liu WL, Xu PS, Tan GS..  (2022)  Cytotoxic effects of the biflavonoids isolated from Selaginella trichoclada on MCF-7 cells and its potential mechanism.,  56  [PMID:34875389] [10.1016/j.bmcl.2021.128486]

9. Nascimento IJDS, Santos-Júnior PFDS, Aquino TM, Araújo-Júnior JX, Silva-Júnior EFD..  (2021)  Insights on Dengue and Zika NS5 RNA-dependent RNA polymerase (RdRp) inhibitors.,  224  [PMID:34274831] [10.1016/j.ejmech.2021.113698]

Source

Source(1):

• Scientific Literature