(+)-1(10)-aristolen-2-one

ID: ALA2333552

Cas Number: 28398-06-3

PubChem CID: 71717616

Max Phase: Preclinical

Molecular Formula: C15H22O

Molecular Weight: 218.34

Molecule Type: Small molecule

This compound is available for customization.

Associated Items:

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC(=O)C=C2CC[C@@H]3[C@@H](C3(C)C)[C@]21C

Standard InChI:  InChI=1S/C15H22O/c1-9-7-11(16)8-10-5-6-12-13(14(12,2)3)15(9,10)4/h8-9,12-13H,5-7H2,1-4H3/t9-,12-,13+,15+/m1/s1

Standard InChI Key:  OHIBAYUTHVYXER-JWFUOXDNSA-N

Molfile:  

     RDKit          2D

 18 20  0  0  0  0  0  0  0  0999 V2000
   35.6738   -9.2984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9598   -8.8850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9588   -9.7100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1164   -7.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1164   -8.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8299   -8.4634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8299   -6.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5434   -7.2274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5399   -8.0541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9720   -7.2335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2572   -6.8149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.3992   -6.8162    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8308   -9.2901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5319   -8.8767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9684   -8.0602    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2507   -8.4688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7656   -8.2712    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   34.2458   -7.6408    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  4  5  1  0
  4  7  1  0
  5  6  1  0
  6  9  1  0
  8  7  2  0
  8  9  1  0
  8 11  1  0
  9 16  1  0
 15 10  1  0
 10 11  1  0
  4 12  2  0
  6 13  1  6
  9 14  1  6
 16 15  1  0
  2 16  1  0
 15  2  1  0
 15 17  1  6
 16 18  1  6
M  END

Alternative Forms

  1. Parent:

Associated Targets(Human)

MAPK3 Tchem Mitogen-activated protein kinase; ERK1/ERK2 (651 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK8 Tchem c-Jun N-terminal kinase, JNK (688 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
MAPK13 Tchem MAP kinase p38 (1586 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: 218.34Molecular Weight (Monoisotopic): 218.1671AlogP: 3.59#Rotatable Bonds:
Polar Surface Area: 17.07Molecular Species: NEUTRALHBA: 1HBD:
#RO5 Violations: HBA (Lipinski): 1HBD (Lipinski): #RO5 Violations (Lipinski):
CX Acidic pKa: CX Basic pKa: CX LogP: 3.28CX LogD: 3.28
Aromatic Rings: Heavy Atoms: 16QED Weighted: 0.61Np Likeness Score: 3.06

References

1. Cheng ZB, Shao WW, Liu YN, Liao Q, Lin TT, Shen XY, Yin S..  (2013)  Extracellular signal-regulated kinases (ERK) inhibitors from Aristolochia yunnanensis.,  76  (4): [PMID:23570615] [10.1021/np300887d]

Source