Taichunin C

ID: ALA4463468

PubChem CID: 155529852

Max Phase: Preclinical

Molecular Formula: C25H36O10

Molecular Weight: 496.55

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C[C@@]1(C)CCC2=C(C(=O)O[C@]23CCCC(C)(C)[C@@H]3C(=O)O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]1O

Standard InChI:  InChI=1S/C25H36O10/c1-5-24(4)10-7-12-14(19(24)30)20(31)35-25(12)9-6-8-23(2,3)18(25)21(32)34-22-17(29)16(28)15(27)13(11-26)33-22/h5,13,15-19,22,26-30H,1,6-11H2,2-4H3/t13-,15-,16+,17-,18+,19+,22+,24+,25-/m1/s1

Standard InChI Key:  IFADJUITQGOIEZ-ISLOUNIRSA-N

Molfile:  

 
     RDKit          2D

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    5.0904  -16.9697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3734  -16.5777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    7.1845  -15.6948    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.4038  -18.2011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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  2  1  1  1
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  3  4  1  6
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  5  7  1  0
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  7  9  1  0
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  2 10  1  0
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 18 17  1  0
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 23 21  1  6
 22 23  1  0
 26 23  1  0
 23 24  1  0
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 26 27  2  0
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 33 34  2  0
 28 35  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA4463468

   ---

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: 496.55

Molecular Weight (Monoisotopic): 496.2308

AlogP: 0.09

#Rotatable Bonds: 4

Polar Surface Area: 162.98

Molecular Species: NEUTRAL

HBA: 10

HBD: 5

#RO5 Violations: ┄

HBA (Lipinski): 10

HBD (Lipinski): 5

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 12.18

CX Basic pKa: ┄

CX LogP: 0.67

CX LogD: 0.67

Aromatic Rings: ┄

Heavy Atoms: 35

QED Weighted: 0.27

Np Likeness Score: 2.53

References

1. Kato H, Sebe M, Nagaki M, Eguchi K, Kagiyama I, Hitora Y, Frisvad JC, Williams RM, Tsukamoto S..  (2019)  Taichunins A-D, Norditerpenes from Aspergillus taichungensis (IBT 19404).,  82  (5): [PMID:30995043] [10.1021/acs.jnatprod.8b01032]

Source

Source(1):

• Scientific Literature