ID: ALA1813184

Max Phase: Preclinical

Molecular Formula: C26H40O7

Molecular Weight: 464.60

Molecule Type: Small molecule

Representations

Synonyms (1): Xylarenone D
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C26H40O7/c1-7-15(2)10-16(3)12-25(31,14-28)23(30)32-20-9-8-17(4)24(6)19(20)11-21(29)26(18(5)13-27)22(24)33-26/h11,15-17,20,22,27-28,31H,5,7-10,12-14H2,1-4,6H3/t15?,16?,17-,20+,22+,24+,25?,26-/m0/s1

Standard InChI Key:  CDUXJTBXTOQGFF-GKKXYILRSA-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: 464.60

Molecular Weight (Monoisotopic): 464.2774

AlogP: 2.72

#Rotatable Bonds: 10

Polar Surface Area: 116.59

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: 0

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): 0

CX Acidic pKa: 11.62

CX Basic pKa:

CX LogP: 3.39

CX LogD: 3.39

Aromatic Rings: 0

Heavy Atoms: 33

QED Weighted: 0.26

Np Likeness Score: 3.01

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