2-O-Acetylaltersolanol L

ID: ALA3335043

PubChem CID: 118714205

Max Phase: Preclinical

Molecular Formula: C18H22O8

Molecular Weight: 366.37

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)[C@H](O)[C@@H]1[C@H](C[C@@H](OC(C)=O)[C@@](C)(O)[C@@H]1O)C2=O

Standard InChI:  InChI=1S/C18H22O8/c1-7(19)26-12-6-10-14(17(23)18(12,2)24)16(22)9-4-8(25-3)5-11(20)13(9)15(10)21/h4-5,10,12,14,16-17,20,22-24H,6H2,1-3H3/t10-,12+,14-,16-,17+,18+/m0/s1

Standard InChI Key:  JOCYAISYJVQQMF-LGYFHBSQSA-N

Molfile:  

     RDKit          2D

 28 30  0  0  0  0  0  0  0  0999 V2000
   19.5342   -2.3693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5330   -3.1932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2449   -3.6044    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2431   -1.9582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9555   -2.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9590   -3.1953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6752   -3.6049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6684   -1.9456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1066   -3.6035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8267   -3.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8256   -2.3579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1045   -1.9409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3881   -2.3628    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3902   -3.1911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6655   -1.1240    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6773   -4.4265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1013   -1.1194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5382   -3.6001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2286   -1.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6436   -2.3569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8226   -1.9587    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8224   -1.1371    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2434   -4.4260    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5381   -4.4216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2495   -4.8326    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8265   -4.8325    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3881   -1.5378    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.3902   -4.0161    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  6  2  0
  5  4  2  0
  4  1  1  0
  5  6  1  0
  5  8  1  0
  6  7  1  0
  7 14  1  0
 13  8  1  0
 13 12  1  0
 14  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 14 13  1  0
  8 15  1  6
  7 16  2  0
 12 17  1  1
 10 18  1  6
 11 19  1  1
 11 20  1  0
  1 21  1  0
 21 22  1  0
  3 23  1  0
 18 24  1  0
 24 25  1  0
 24 26  2  0
 13 27  1  6
 14 28  1  1
M  END

Alternative Forms

1. Parent:

   

   ALA3335043

   ---

Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 366.37

Molecular Weight (Monoisotopic): 366.1315

AlogP: 0.31

#Rotatable Bonds: 2

Polar Surface Area: 133.52

Molecular Species: NEUTRAL

HBA: 8

HBD: 4

#RO5 Violations: ┄

HBA (Lipinski): 8

HBD (Lipinski): 4

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.49

CX Basic pKa: ┄

CX LogP: -0.20

CX LogD: -0.23

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.55

Np Likeness Score: 2.53

References

1. Zhou XM, Zheng CJ, Chen GY, Song XP, Han CR, Li GN, Fu YH, Chen WH, Niu ZG..  (2014)  Bioactive anthraquinone derivatives from the mangrove-derived fungus Stemphylium sp. 33231.,  77  (9): [PMID:25136754] [10.1021/np500340y]

Source

Source(1):

• Scientific Literature