5alpha-hydroxyisozaluzanin C

ID: ALA2268503

PubChem CID: 15039561

Max Phase: Preclinical

Molecular Formula: C15H18O4

Molecular Weight: 262.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C1C(=O)O[C@H]2[C@H]1CCC(=C)[C@@H]1C[C@@H](O)C(=C)[C@@]12O

Standard InChI:  InChI=1S/C15H18O4/c1-7-4-5-10-8(2)14(17)19-13(10)15(18)9(3)12(16)6-11(7)15/h10-13,16,18H,1-6H2/t10-,11-,12+,13-,15+/m0/s1

Standard InChI Key:  HMESILYTXGPCSC-DKBOKBLXSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
   18.3941  -10.8082    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0153  -11.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7067  -10.0586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7157  -10.9111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5191  -10.1170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0178   -9.4678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8346   -9.4456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3552  -10.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6472   -8.7440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9516  -12.1497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1901  -10.8822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4586  -11.2488    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5823  -12.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3940  -12.1958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7694  -11.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7600  -12.9219    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9246  -11.6932    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5866  -11.4646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5991  -10.9973    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  4  1  0
  5  3  1  1
  3  1  1  0
  4  5  1  0
  5  6  1  0
  4 12  1  0
  6  7  1  0
  7  8  1  0
 11  8  1  1
  6  9  2  0
  2 10  2  0
 11 12  1  0
 12 13  1  6
 13 14  1  0
 14 15  1  0
 11 15  1  0
 14 16  2  0
  4 17  1  6
 15 18  2  0
  1 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2268503

   5ALPHA-HYDROXYISOZALUZANIN C

Molecule Features

Natural Product: No

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: 262.30

Molecular Weight (Monoisotopic): 262.1205

AlogP: 1.10

#Rotatable Bonds: ┄

Polar Surface Area: 66.76

Molecular Species: NEUTRAL

HBA: 4

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.92

CX Basic pKa: ┄

CX LogP: 1.00

CX LogD: 1.00

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.39

Np Likeness Score: 3.42

References

1. Macías FA, Galindo JC, Castellano D, Velasco RF..  (2000)  Sesquiterpene lactones with potential use as natural herbicide models. 2. guaianolides.,  48  (11): [PMID:11087474] [10.1021/jf0005364]

Source

Source(1):

• Scientific Literature