8alpha-hydroxyachillin

ID: ALA2270093

PubChem CID: 811517

Max Phase: Preclinical

Molecular Formula: C15H18O4

Molecular Weight: 262.30

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC1=CC(=O)C2=C(C)C[C@H](O)[C@H]3[C@H](OC(=O)[C@@H]3C)[C@@H]12

Standard InChI:  InChI=1S/C15H18O4/c1-6-4-10(17)13-8(3)15(18)19-14(13)12-7(2)5-9(16)11(6)12/h5,8,10,12-14,17H,4H2,1-3H3/t8-,10+,12+,13+,14-/m1/s1

Standard InChI Key:  YMUOZXZDDBRJEP-GXTNAYEGSA-N

Molfile:  

     RDKit          2D

 19 21  0  0  0  0  0  0  0  0999 V2000
    5.4095   -8.5272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0272   -9.0658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7195   -7.7793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7305   -8.6339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5373   -7.8358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0296   -7.1868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8469   -7.1634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3656   -7.8013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6621   -6.4664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2018   -8.6043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4712   -8.9673    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5966   -9.7827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4100   -9.9166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7827   -9.1843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7718  -10.6430    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5877   -9.0624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2884   -7.0819    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9599   -9.8834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1592   -7.6064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  4  2  1  1
  5  3  1  0
  3  1  1  0
  4  5  1  0
  5  6  2  0
  4 11  1  0
  6  7  1  0
  7  8  1  0
 10  8  1  6
  6  9  1  0
 10 11  1  0
 11 12  1  6
 12 13  1  0
 13 14  1  0
 10 14  1  0
 13 15  2  0
 14 16  1  1
  3 17  2  0
  2 18  1  0
  8 19  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2270093

   8ALPHA-HYDROXYACHILLIN

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

Calculated Properties

Molecular Weight: 262.30

Molecular Weight (Monoisotopic): 262.1205

AlogP: 1.39

#Rotatable Bonds: ┄

Polar Surface Area: 63.60

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.12

CX LogD: 1.12

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.67

Np Likeness Score: 3.03

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