ID: ALA465808

Max Phase: Preclinical

Molecular Formula: C20H16O5

Molecular Weight: 336.34

Molecule Type: Small molecule

Representations

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

Canonical SMILES:  CC1(C)C=Cc2c(cc(O)c3c(=O)cc(-c4ccc(O)cc4)oc23)O1

Standard InChI:  InChI=1S/C20H16O5/c1-20(2)8-7-13-17(25-20)10-15(23)18-14(22)9-16(24-19(13)18)11-3-5-12(21)6-4-11/h3-10,21,23H,1-2H3

Standard InChI Key:  YEUHAZULDUVZLA-UHFFFAOYSA-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: 336.34

Molecular Weight (Monoisotopic): 336.0998

AlogP: 4.06

#Rotatable Bonds: 1

Polar Surface Area: 79.90

Molecular Species: NEUTRAL

HBA: 5

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 5

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 7.56

CX Basic pKa:

CX LogP: 3.91

CX LogD: 3.68

Aromatic Rings: 3

Heavy Atoms: 25

QED Weighted: 0.70

Np Likeness Score: 2.29

References

1. Máximo P, Lourenço A, Feio SS, Roseiro JC..  (2002)  Flavonoids from Ulex airensis and Ulex europaeus ssp. europaeus.,  65  (2): [PMID:11858751] [10.1021/np010147j]

2. Fomani M, Ngeufa Happi E, Nouga Bisoue A, Ndom JC, Kamdem Waffo AF, Sewald N, Wansi JD..  (2016)  Oxidative burst inhibition, cytotoxicity and antibacterial acriquinoline alkaloids from Citrus reticulate (Blanco).,  26  (2): [PMID:26711890] [10.1016/j.bmcl.2015.12.028]

3. Chang FR, Li PS, Huang Liu R, Hu HC, Hwang TL, Lee JC, Chen SL, Wu YC, Cheng YB..  (2018)  Bioactive Phenolic Components from the Twigs of Atalantia buxifolia.,  81  (7): [PMID:29975532] [10.1021/acs.jnatprod.7b00938]

4. Owor RO, Bedane KG, Zühlke S, Derese S, Ong'amo GO, Ndakala A, Spiteller M..  (2020)  Anti-inflammatory Flavanones and Flavones from Tephrosia linearis.,  83  (4): [PMID:32155073] [10.1021/acs.jnatprod.9b00922]

Source

Source(1):

• Scientific Literature