(4S,5S,7R,8S,9S,10S,12R,13R,14S)-Kumulactone E

ID: ALA4524850

PubChem CID: 155538838

Max Phase: Preclinical

Molecular Formula: C21H28O6

Molecular Weight: 376.45

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC1=C[C@@H](C)[C@@H]2C[C@H]3OC(=O)C[C@H]4[C@@H](C)[C@@H](O)C(=O)[C@H]([C@@]2(C)C1=O)[C@@]34C

Standard InChI:  InChI=1S/C21H28O6/c1-9-6-13(26-5)19(25)21(4)11(9)7-14-20(3)12(8-15(22)27-14)10(2)16(23)17(24)18(20)21/h6,9-12,14,16,18,23H,7-8H2,1-5H3/t9-,10-,11+,12+,14-,16-,18+,20-,21+/m1/s1

Standard InChI Key:  METCZOHMWLJDQD-BZXQSCCHSA-N

Molfile:  

 
     RDKit          2D

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   15.0148  -17.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   16.4384  -18.3710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   17.8693  -18.3771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   18.5857  -17.1489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8863  -15.9024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   15.7271  -16.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2927  -17.1316    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2932  -16.3024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4304  -19.1939    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.8608  -19.2001    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7285  -19.6052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4326  -16.7169    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8608  -16.7254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1498  -17.9575    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5803  -17.9744    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   20.0054  -18.7966    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3130  -15.9081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  2  0
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  6  5  1  0
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  7  8  1  0
  8  9  1  0
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 11 12  1  0
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 13 14  1  0
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  1 16  1  0
 16 17  1  0
 16 18  1  6
 17 19  2  0
  5 20  2  0
  2 21  1  0
 21 22  1  0
  7 23  1  6
  9 24  1  1
  4 25  1  6
  6 26  1  1
 14 27  1  1
 13 28  1  6
 15 29  1  1
 11 30  2  0
  1 31  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4524850

   ---

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: 376.45

Molecular Weight (Monoisotopic): 376.1886

AlogP: 1.90

#Rotatable Bonds: 1

Polar Surface Area: 89.90

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.15

CX Basic pKa: ┄

CX LogP: 1.89

CX LogD: 1.89

Aromatic Rings: ┄

Heavy Atoms: 27

QED Weighted: 0.70

Np Likeness Score: 3.28

References

1. Zhao WY, Song XY, Zhao L, Zou CX, Zhou WY, Lin B, Yao GD, Huang XX, Song SJ..  (2019)  Quassinoids from Picrasma quassioides and Their Neuroprotective Effects.,  82  (4): [PMID:30917277] [10.1021/acs.jnatprod.8b00470]

Source

Source(1):

• Scientific Literature