Xylarenone C

ID: ALA1813183

Chembl Id: CHEMBL1813183

PubChem CID: 53344593

Max Phase: Preclinical

Molecular Formula: C26H40O5

Molecular Weight: 432.60

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Xylarenone C | Xylarenone C, (rel)-|CHEMBL1813183|CHEBI:69732|BDBM50349829|Q27138077

Canonical SMILES:  C=C(CO)[C@@]12O[C@@H]1[C@@]1(C)C(=CC2=O)[C@H](OC(=O)C(C)CC(C)CC(C)CC)CC[C@@H]1C

Standard InChI:  InChI=1S/C26H40O5/c1-8-15(2)11-16(3)12-17(4)23(29)30-21-10-9-18(5)25(7)20(21)13-22(28)26(19(6)14-27)24(25)31-26/h13,15-18,21,24,27H,6,8-12,14H2,1-5,7H3/t15?,16?,17?,18-,21+,24+,25+,26-/m0/s1

Standard InChI Key:  CVLZBOJHINAXHY-VAXWEKKDSA-N

Alternative Forms

1. Parent:

   

   ALA1813183

   XYLARENONE C

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: 432.60

Molecular Weight (Monoisotopic): 432.2876

AlogP: 4.63

#Rotatable Bonds: 9

Polar Surface Area: 76.13

Molecular Species: NEUTRAL

HBA: 5

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.42

CX LogD: 5.42

Aromatic Rings: ┄

Heavy Atoms: 31

QED Weighted: 0.33

Np Likeness Score: 2.94

References

1. de Oliveira CM, Silva GH, Regasini LO, Flausino O, López SN, Abissi BM, Berlinck RG, Sette LD, Bonugli-Santos RC, Rodrigues A, Bolzani Vda S, Araujo AR..  (2011)  Xylarenones C-E from an endophytic fungus isolated from Alibertia macrophylla.,  74  (6): [PMID:21510613] [10.1021/np1005983]

2. Gubiani JR, Zeraik ML, Oliveira CM, Ximenes VF, Nogueira CR, Fonseca LM, Silva DH, Bolzani VS, Araujo AR..  (2014)  Biologically active eremophilane-type sesquiterpenes from Camarops sp., an endophytic fungus isolated from Alibertia macrophylla.,  77  (3): [PMID:24588269] [10.1021/np400825s]

Source

Source(1):

• Scientific Literature