ID: ALA2334103

Max Phase: Preclinical

Molecular Formula: C24H24O6

Molecular Weight: 408.45

Molecule Type: Small molecule

Representations

Synonyms (1): Rotenoisin A
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C(C)[C@H]1Cc2c(ccc3c2O[C@@H]2COc4cc(OC)c(OC)cc4[C@@H]2[C@@]32CO2)O1

Standard InChI:  InChI=1S/C24H24O6/c1-12(2)17-8-14-16(29-17)6-5-15-23(14)30-21-10-27-18-9-20(26-4)19(25-3)7-13(18)22(21)24(15)11-28-24/h5-7,9,17,21-22H,1,8,10-11H2,2-4H3/t17-,21-,22+,24-/m1/s1

Standard InChI Key:  JSZISECBWYAATI-RSZNVJGZSA-N

Molecule Features

Natural Product: No

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: 408.45

Molecular Weight (Monoisotopic): 408.1573

AlogP: 3.75

#Rotatable Bonds: 3

Polar Surface Area: 58.68

Molecular Species: NEUTRAL

HBA: 6

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 6

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 3.34

CX LogD: 3.34

Aromatic Rings: 2

Heavy Atoms: 30

QED Weighted: 0.57

Np Likeness Score: 1.90

References

1. Park CH, Chung BY, Lee SS, Bai HW, Cho JY, Jo C, Kim TH..  (2013)  Radiolytic transformation of rotenone with potential anti-adipogenic activity.,  23  (4): [PMID:23317572] [10.1016/j.bmcl.2012.12.003]

2. Cho HH, Park HS, Jang SH, Won C, Kim HD, Kim TH, Cho JH..  (2019)  Rotenoisin A is a novel anti-adipogenic compound.,  29  (1): [PMID:30446312] [10.1016/j.bmcl.2018.11.008]

Source

Source(1):

• Scientific Literature