2-O-Acetylaltersolanol B

ID: ALA3335038

PubChem CID: 118714200

Max Phase: Preclinical

Molecular Formula: C18H18O7

Molecular Weight: 346.34

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1cc(O)c2c(c1)C(=O)C1=C(C[C@@H](OC(C)=O)[C@@](C)(O)C1)C2=O

Standard InChI:  InChI=1S/C18H18O7/c1-8(19)25-14-6-10-12(7-18(14,2)23)16(21)11-4-9(24-3)5-13(20)15(11)17(10)22/h4-5,14,20,23H,6-7H2,1-3H3/t14-,18+/m1/s1

Standard InChI Key:  PRZYHPLIQBYLCZ-KDOFPFPSSA-N

Molfile:  

     RDKit          2D

 25 27  0  0  0  0  0  0  0  0999 V2000
   12.0777   -3.8715    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0765   -4.6954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7884   -5.1066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7867   -3.4604    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4991   -3.8678    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5025   -4.6975    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2186   -5.1071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2119   -3.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6502   -5.1057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3703   -4.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3692   -3.8601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6481   -3.4431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9316   -3.8650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9338   -4.6933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2090   -2.6262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2207   -5.9286    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0817   -5.1023    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7722   -3.1453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1872   -3.8590    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3660   -3.4608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3658   -2.6392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7870   -5.9282    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0816   -5.9239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7931   -6.3348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3701   -6.3346    0.0000 O   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  2  0
  8 15  2  0
  7 16  2  0
 10 17  1  6
 11 18  1  1
 11 19  1  0
  1 20  1  0
 20 21  1  0
  3 22  1  0
 17 23  1  0
 23 24  1  0
 23 25  2  0
M  END

Alternative Forms

1. Parent:

   

   ALA3335038

   ---

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: 346.34

Molecular Weight (Monoisotopic): 346.1053

AlogP: 1.55

#Rotatable Bonds: 2

Polar Surface Area: 110.13

Molecular Species: NEUTRAL

HBA: 7

HBD: 2

#RO5 Violations: ┄

HBA (Lipinski): 7

HBD (Lipinski): 2

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 8.17

CX Basic pKa: ┄

CX LogP: 1.16

CX LogD: 1.09

Aromatic Rings: 1

Heavy Atoms: 25

QED Weighted: 0.78

Np Likeness Score: 2.27

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