Xylarenone D

ID: ALA1813184

Chembl Id: CHEMBL1813184

PubChem CID: 53360338

Max Phase: Preclinical

Molecular Formula: C26H40O7

Molecular Weight: 464.60

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Xylarenone D | Xylarenone D|CHEBI:69733|CHEMBL1813184|BDBM50448072|Q27138078

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

Alternative Forms

  1. Parent:

    ALA1813184

    XYLARENONE D

Associated Targets(Human)

PCSK7 Tchem Subtilisin/kexin type 7 (37 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MPO Tchem Myeloperoxidase (1002 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 464.60Molecular Weight (Monoisotopic): 464.2774AlogP: 2.72#Rotatable Bonds: 10
Polar Surface Area: 116.59Molecular Species: NEUTRALHBA: 7HBD: 3
#RO5 Violations: HBA (Lipinski): 7HBD (Lipinski): 3#RO5 Violations (Lipinski):
CX Acidic pKa: 11.62CX Basic pKa: CX LogP: 3.39CX LogD: 3.39
Aromatic Rings: Heavy Atoms: 33QED Weighted: 0.26Np 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