Callicarpin E

ID: ALA4795801

PubChem CID: 162674386

Max Phase: Preclinical

Molecular Formula: C20H30O7

Molecular Weight: 382.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1CC[C@]2(C)[C@H](C[C@H](C(=O)O)[C@]2(C)O)[C@@]1(C)C[C@H](O)C1=CC(=O)OC1O

Standard InChI:  InChI=1S/C20H30O7/c1-10-5-6-19(3)14(8-12(16(23)24)20(19,4)26)18(10,2)9-13(21)11-7-15(22)27-17(11)25/h7,10,12-14,17,21,25-26H,5-6,8-9H2,1-4H3,(H,23,24)/t10-,12-,13+,14-,17?,18+,19-,20+/m1/s1

Standard InChI Key:  GMZBFSZCHUFEQU-MBOAGORKSA-N

Molfile:  

 
     RDKit          2D

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   20.4215  -12.9389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4257  -13.7561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1313  -13.3439    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4293  -15.3904    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1346  -14.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1346  -14.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7240  -14.9860    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7195  -14.1688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9410  -13.9206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4643  -14.5843    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9483  -15.2427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1272  -12.5267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1230  -11.7095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8369  -12.9317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7778  -11.2280    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5213  -10.4521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7041  -10.4562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4556  -11.2347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2204   -9.7976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5563  -11.4763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8430  -13.7615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7199  -15.8032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5012  -13.3763    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.6471  -14.5889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2346  -13.8834    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2424  -15.2988    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2382  -15.6463    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.9440  -16.0590    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  2  3  1  6
  8  2  1  0
  7  4  1  0
  4  5  1  0
  5  6  1  0
  6  2  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11  7  1  0
  1 12  1  0
 12 13  1  0
 12 14  1  1
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 13  2  0
 17 19  2  0
 15 20  1  0
  6 21  1  6
  7 22  1  6
  8 23  1  1
 10 24  1  1
 24 25  1  0
 24 26  2  0
 11 27  1  0
 11 28  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4795801

   ---

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: 382.45

Molecular Weight (Monoisotopic): 382.1992

AlogP: 1.45

#Rotatable Bonds: 4

Polar Surface Area: 124.29

Molecular Species: ACID

HBA: 6

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 4.34

CX Basic pKa: ┄

CX LogP: 1.55

CX LogD: -3.18

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.54

Np Likeness Score: 3.04

References

1. Pu DB,Zhang XJ,Bi DW,Gao JB,Yang Y,Li XL,Lin J,Li XN,Zhang RH,Xiao WL.  (2020)  Callicarpins, Two Classes of Rearranged ent-Clerodane Diterpenoids from Callicarpa Plants Blocking NLRP3 Inflammasome-Induced Pyroptosis.,  83  (7.0): [PMID:32628479] [10.1021/acs.jnatprod.0c00288]

Source

Source(1):

• Scientific Literature