Helicascolide B

ID: ALA4548829

PubChem CID: 14376453

Max Phase: Preclinical

Molecular Formula: C12H20O3

Molecular Weight: 212.29

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C/C=C(\C)[C@@H]1OC(=O)C(C)(C)[C@H](O)[C@H]1C

Standard InChI:  InChI=1S/C12H20O3/c1-6-7(2)9-8(3)10(13)12(4,5)11(14)15-9/h6,8-10,13H,1-5H3/b7-6+/t8-,9-,10+/m0/s1

Standard InChI Key:  TXJOTIFCEKOXSM-PUAHGDKPSA-N

Molfile:  

 
     RDKit          2D

 15 15  0  0  0  0  0  0  0  0999 V2000
    2.8150  -18.6271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6400  -18.6314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2332  -17.9142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6400  -19.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526  -19.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0652  -19.4564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0652  -18.6314    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526  -18.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526  -20.6918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7797  -19.8719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7785  -20.6970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4953  -19.4584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2097  -19.8740    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9256  -19.8719    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3526  -17.3959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0
  3  2  1  0
  2  4  1  0
  2  8  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  5  9  1  6
  6 10  1  1
 10 11  1  0
 10 12  2  0
 12 13  1  0
  4 14  1  1
  8 15  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA4548829

   (4R,5R,6R)-6-[(E)-but-2-en-2-yl]-4-hydroxy-3,3,5-trimethyloxan-2-one

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: 212.29

Molecular Weight (Monoisotopic): 212.1412

AlogP: 1.90

#Rotatable Bonds: 1

Polar Surface Area: 46.53

Molecular Species: NEUTRAL

HBA: 3

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.29

CX LogD: 2.29

Aromatic Rings: ┄

Heavy Atoms: 15

QED Weighted: 0.53

Np Likeness Score: 2.14

References

1. Liao HX, Zheng CJ, Huang GL, Mei RQ, Nong XH, Shao TM, Chen GY, Wang CY..  (2019)  Bioactive Polyketide Derivatives from the Mangrove-Derived Fungus Daldinia eschscholtzii HJ004.,  82  (8): [PMID:31373815] [10.1021/acs.jnatprod.9b00241]

Source

Source(1):

• Scientific Literature