ID: ALA252348

Max Phase: Preclinical

Molecular Formula: C33H42O4

Molecular Weight: 502.70

Molecule Type: Small molecule

Representations

Synonyms (1): 7-Epiclusianone
Synonyms from Alternative Forms(1):

Canonical SMILES:  CC(C)=CC[C@H]1C[C@]2(CC=C(C)C)C(=O)C(C(=O)c3ccccc3)=C(O)[C@](CC=C(C)C)(C2=O)C1(C)C

Standard InChI:  InChI=1S/C33H42O4/c1-21(2)14-15-25-20-32(18-16-22(3)4)28(35)26(27(34)24-12-10-9-11-13-24)29(36)33(30(32)37,31(25,7)8)19-17-23(5)6/h9-14,16-17,25,36H,15,18-20H2,1-8H3/t25-,32+,33+/m0/s1

Standard InChI Key:  LTDDHUQIMJCFPX-YMHHMKOLSA-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: 502.70

Molecular Weight (Monoisotopic): 502.3083

AlogP: 7.92

#Rotatable Bonds: 8

Polar Surface Area: 71.44

Molecular Species: ACID

HBA: 4

HBD: 1

#RO5 Violations: 2

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 2

CX Acidic pKa: 3.52

CX Basic pKa:

CX LogP: 8.19

CX LogD: 4.82

Aromatic Rings: 1

Heavy Atoms: 37

QED Weighted: 0.17

Np Likeness Score: 2.06

References

1. Xiao ZY, Mu Q, Shiu WK, Zeng YH, Gibbons S..  (2007)  Polyisoprenylated benzoylphloroglucinol derivatives from Hypericum sampsonii.,  70  (11): [PMID:18038963] [10.1021/np0704147]

2. Alves TM, Alves R, Romanha AJ, Zani CL, dos Santos MH, Nagem TJ..  (1999)  Biological activities of 7-epiclusianone.,  62  (2): [PMID:10075791] [10.1021/np9803833]

3. Tanaka N, Takaishi Y, Shikishima Y, Nakanishi Y, Bastow K, Lee KH, Honda G, Ito M, Takeda Y, Kodzhimatov OK, Ashurmetov O..  (2004)  Prenylated benzophenones and xanthones from Hypericum scabrum.,  67  (11): [PMID:15568778] [10.1021/np040024+]

Source

Source(1):

• Scientific Literature