Isocochlioquinone G

ID: ALA4471972

PubChem CID: 145721080

Max Phase: Preclinical

Molecular Formula: C28H40O7

Molecular Weight: 488.62

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC[C@@H](C)C(=O)[C@@H](C)c1cc(O)c2c(c1O)O[C@]1(C)CC[C@H]3O[C@@H](C(C)(C)O)CC[C@]3(C)[C@H]1C2=O

Standard InChI:  InChI=1S/C28H40O7/c1-8-14(2)21(30)15(3)16-13-17(29)20-23(32)25-27(6)11-9-18(26(4,5)33)34-19(27)10-12-28(25,7)35-24(20)22(16)31/h13-15,18-19,25,29,31,33H,8-12H2,1-7H3/t14-,15+,18-,19-,25-,27+,28-/m1/s1

Standard InChI Key:  NZUVNIFDHVYNAE-FZEPAZPCSA-N

Molfile:  

 
     RDKit          2D

 37 40  0  0  0  0  0  0  0  0999 V2000
   12.9719  -27.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9719  -27.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6772  -28.3953    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6772  -26.7610    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3824  -27.1737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3790  -27.9909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0810  -28.4002    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7911  -27.9968    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0880  -26.7658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7946  -27.1845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5065  -26.7841    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0933  -25.9468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8114  -25.5448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5155  -25.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2301  -25.5668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2419  -24.7468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5331  -24.3275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8214  -24.7290    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9319  -25.9855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1182  -24.3126    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9546  -24.3470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6572  -24.7644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9648  -23.5299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6776  -23.1302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2623  -23.1125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3801  -23.5476    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6878  -22.3130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4005  -21.9133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3897  -25.5312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7866  -26.3647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3751  -26.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3710  -28.8039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0809  -27.5823    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2648  -28.4005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5565  -27.9929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2660  -29.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5521  -28.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  4  1  0
  2  3  1  0
  3  6  1  0
  5  4  1  0
  5  6  1  0
  5  9  1  0
  6  7  1  0
  7  8  1  0
  8 10  1  0
  9 10  1  0
  9 12  1  0
 10 11  1  0
 11 14  1  0
 13 12  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 13  1  0
 15 19  1  0
 18 20  1  0
 16 21  1  0
 21 22  1  1
 21 23  1  0
 23 24  1  0
 23 25  2  0
 24 26  1  1
 24 27  1  0
 27 28  1  0
 12 29  2  0
 10 30  1  1
  5 31  1  1
  6 32  1  6
  9 33  1  6
  2 34  1  1
 34 35  1  0
 34 36  1  0
 34 37  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4471972

   ---

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: 488.62

Molecular Weight (Monoisotopic): 488.2774

AlogP: 4.89

#Rotatable Bonds: 5

Polar Surface Area: 113.29

Molecular Species: NEUTRAL

HBA: 7

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 9.05

CX Basic pKa: ┄

CX LogP: 5.33

CX LogD: 5.32

Aromatic Rings: 1

Heavy Atoms: 35

QED Weighted: 0.51

Np Likeness Score: 2.26

References

1. Long Y, Tang T, Wang LY, He B, Gao K..  (2019)  Absolute Configuration and Biological Activities of Meroterpenoids from an Endophytic Fungus of Lycium barbarum.,  82  (8): [PMID:31397570] [10.1021/acs.jnatprod.9b00288]

Source

Source(1):

• Scientific Literature