Chrysanolide B

ID: ALA4460264

PubChem CID: 155528149

Max Phase: Preclinical

Molecular Formula: C15H22O4

Molecular Weight: 266.34

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=CC[C@@H]2[C@H]1[C@H]1OC(=O)[C@@H](C)[C@@H]1[C@H](O)C[C@@]2(C)O

Standard InChI:  InChI=1S/C15H22O4/c1-7-4-5-9-11(7)13-12(8(2)14(17)19-13)10(16)6-15(9,3)18/h4,8-13,16,18H,5-6H2,1-3H3/t8-,9+,10+,11-,12+,13+,15+/m0/s1

Standard InChI Key:  LPIKLQYERDVLLX-FNTRQBMGSA-N

Molfile:  

 
     RDKit          2D

 23 25  0  0  0  0  0  0  0  0999 V2000
    4.6762  -25.7291    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803  -26.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3859  -26.1300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3406  -29.1135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6844  -29.5881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0214  -29.1143    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0938  -28.3356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758  -28.3335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6034  -27.6958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4194  -26.8934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7651  -27.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9406  -26.8932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2368  -26.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6196  -27.0181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9462  -27.7731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6855  -30.4011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5494  -28.4738    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332  -26.0800    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5341  -28.4722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9061  -28.3334    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6803  -27.6235    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4509  -27.6937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1502  -29.3762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  6
  8  6  1  0
  4  7  1  0
  5  4  1  0
  6  5  1  0
  7  8  1  0
  8 11  1  0
  7  9  1  0
  9 10  1  0
 12  2  1  0
 10  2  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 11  1  0
  5 16  2  0
 11 17  1  6
 12 18  1  6
 15 19  1  0
  7 20  1  6
  8 21  1  1
  9 22  1  1
  4 23  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4460264

   ---

Molecule Features

Natural Product: Yes

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: 266.34

Molecular Weight (Monoisotopic): 266.1518

AlogP: 1.26

#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: ┄

CX Basic pKa: ┄

CX LogP: 0.49

CX LogD: 0.49

Aromatic Rings: ┄

Heavy Atoms: 19

QED Weighted: 0.51

Np Likeness Score: 3.45

References

1. Luo P, Cheng Y, Yin Z, Li C, Xu J, Gu Q..  (2019)  Monomeric and Dimeric Cytotoxic Guaianolide-Type Sesquiterpenoids from the Aerial Parts of Chrysanthemum indicum.,  82  (2): [PMID:30726671] [10.1021/acs.jnatprod.8b00863]

Source

Source(1):

• Scientific Literature