(6Z,9E)-zerumbone-2,3-epoxide

ID: ALA4641983

PubChem CID: 156017088

Max Phase: Preclinical

Molecular Formula: C15H22O2

Molecular Weight: 234.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C1=C/CC[C@@]2(C)O[C@@H]2CC(C)(C)/C=C/C1=O

Standard InChI:  InChI=1S/C15H22O2/c1-11-6-5-8-15(4)13(17-15)10-14(2,3)9-7-12(11)16/h6-7,9,13H,5,8,10H2,1-4H3/b9-7+,11-6-/t13-,15-/m1/s1

Standard InChI Key:  UXYYOHOTPOQJPD-JSNAJDLHSA-N

Molfile:  

 
     RDKit          2D

 18 19  0  0  0  0  0  0  0  0999 V2000
   16.9629   -6.0134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5509   -6.6655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5509   -5.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8457   -5.4356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8457   -7.0699    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8519   -7.8807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4413   -7.0718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1586   -5.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8360   -6.5358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0382   -6.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6174   -7.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8252   -4.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2598   -5.4418    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1467   -8.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4434   -7.8868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4470   -8.6969    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1404   -9.1047    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7330   -8.2875    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  4  1  0
  5  2  1  0
  2  3  2  0
  3  4  1  0
  5  6  1  0
  7 15  1  0
 14  6  1  0
  1  8  2  0
  8  9  1  0
  9  7  1  0
  9 10  1  0
  9 11  1  0
  4 12  2  0
  3 13  1  0
 15 14  1  0
 16 15  1  0
 14 16  1  0
 14 17  1  6
 15 18  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4641983

   ---

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 234.34

Molecular Weight (Monoisotopic): 234.1620

AlogP: 3.43

#Rotatable Bonds: ┄

Polar Surface Area: 29.60

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 3.67

CX LogD: 3.67

Aromatic Rings: ┄

Heavy Atoms: 17

QED Weighted: 0.60

Np Likeness Score: 3.14

References

1. Tan YP, Savchenko AI, Agnew-Francis KA, Boyle GM, Bernhardt PV, Fraser JA, Williams CM..  (2020)  Kalparinol, a Salvialane (Isodaucane) Sesquiterpenoid Derived from Native Australian Dysphania Species That Suggests a Putative Biogenetic Link to Zerumbone.,  83  (5): [PMID:32302147] [10.1021/acs.jnatprod.9b01039]

Source

Source(1):

• Scientific Literature