Oridonin

ID: ALA5279222

Max Phase: Preclinical

Molecular Formula: C20H28O5

Molecular Weight: 348.44

Names and Identifiers

Canonical SMILES:  C=C1C(=O)C23C(CCC1[C@@H]2O)[C@@]12CO[C@]3(O)CC1C(C)(C)CC[C@@H]2O

Standard InChI:  InChI=1S/C20H28O5/c1-10-11-4-5-12-18-9-25-19(24,20(12,15(10)22)16(11)23)8-13(18)17(2,3)7-6-14(18)21/h11-14,16,21,23-24H,1,4-9H2,2-3H3/t11?,12?,13?,14-,16-,18-,19+,20?/m0/s1

Standard InChI Key:  VPZCKRKZFRCZMX-DGMFSNLVSA-N

Molfile:  

 
     RDKit          2D

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   -2.5421    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276    0.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131   -0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276   -1.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5421   -0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987   -1.0857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157   -0.6732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987    0.5642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157    0.1517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    0.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987    1.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3157    1.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2410   -1.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4158   -1.8017    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1131    0.9769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8276    1.3895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4961   -0.2826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -1.0859    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0302    1.3892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449    0.9765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0304   -0.2608    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4430   -0.9755    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5421    1.1901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7449    0.1515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  1  6  1  0
  4  7  1  0
  8  7  1  0
  3  9  1  0
 10  9  1  0
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  9 12  1  0
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  5 14  1  0
  5 15  1  0
  3 16  1  6
  2 17  1  6
 16 18  1  0
  8 18  1  0
  8 19  1  6
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 11 20  1  0
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 10 22  1  0
 22 23  2  0
 21 24  2  0
 11 25  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA5279222

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type:

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.44

Molecular Weight (Monoisotopic): 348.1937

AlogP: 1.40

#Rotatable Bonds: ┄

Polar Surface Area: 86.99

Molecular Species: NEUTRAL

HBA: 5

HBD: 3

#RO5 Violations: ┄

HBA (Lipinski): 5

HBD (Lipinski): 3

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 11.39

CX Basic pKa: ┄

CX LogP: 1.31

CX LogD: 1.31

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.58

Np Likeness Score: 3.89

References

1. Yin L, Liu P, Jin Y, Ning Z, Yang Y, Gao H..  (2022)  Ferroptosis-related small-molecule compounds in cancer therapy: Strategies and applications.,  244  [PMID:36332549] [10.1016/j.ejmech.2022.114861]

Source

Source(1):

• Scientific Literature