ID: ALA252920

Max Phase: Preclinical

Molecular Formula: C26H32O8

Molecular Weight: 472.53

Molecule Type: Small molecule

Representations

Canonical SMILES:  COC(=O)[C@]12C(=O)[C@H](C)O[C@@H]3OC(=O)[C@](C)(C[C@H]4C(C)=C5CC(=O)OC(C)(C)C5=CC[C@@]41C)[C@@H]32

Standard InChI:  InChI=1S/C26H32O8/c1-12-14-10-17(27)34-23(3,4)15(14)8-9-25(6)16(12)11-24(5)18-20(33-21(24)29)32-13(2)19(28)26(18,25)22(30)31-7/h8,13,16,18,20H,9-11H2,1-7H3/t13-,16-,18+,20+,24+,25-,26-/m0/s1

Standard InChI Key:  XNTNCSKBTFROEZ-YAVZHVFSSA-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: 472.53

Molecular Weight (Monoisotopic): 472.2097

AlogP: 3.04

#Rotatable Bonds: 1

Polar Surface Area: 105.20

Molecular Species: NEUTRAL

HBA: 8

HBD: 0

#RO5 Violations: 0

HBA (Lipinski): 8

HBD (Lipinski): 0

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 2.88

CX LogD: 2.88

Aromatic Rings: 0

Heavy Atoms: 34

QED Weighted: 0.33

Np Likeness Score: 2.74

References

1. Stierle DB, Stierle AA, Patacini B..  (2007)  The berkeleyacetals, three meroterpenes from a deep water acid mine waste Penicillium.,  70  (11): [PMID:17970594] [10.1021/np070329z]

2. Hoang TPT, Roullier C, Boumard MC, Robiou du Pont T, Nazih H, Gallard JF, Pouchus YF, Beniddir MA, Grovel O..  (2018)  Metabolomics-Driven Discovery of Meroterpenoids from a Mussel-Derived Penicillium ubiquetum.,  81  (11): [PMID:30407813] [10.1021/acs.jnatprod.8b00569]

3. Huang ZH, Liang X, Li CJ, Gu Q, Ma X, Qi SH..  (2021)  Talaromynoids A-I, Highly Oxygenated Meroterpenoids from the Marine-Derived Fungus Talaromyces purpureogenus SCSIO 41517 and Their Lipid Accumulation Inhibitory Activities.,  84  (10.0): [PMID:34596414] [10.1021/acs.jnatprod.1c00681]

Source

Source(1):

• Scientific Literature