Polystachyne B

ID: ALA4174625

PubChem CID: 145949769

Max Phase: Preclinical

Molecular Formula: C20H22O6

Molecular Weight: 358.39

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C[C@@H]1[C@H]2C[C@@]34COC(=O)[C@H]3C[C@H]3O[C@H]3[C@H]4[C@@]13C[C@H](c1ccoc1)O[C@H]3O2

Standard InChI:  InChI=1S/C20H22O6/c1-9-13-5-19-8-23-17(21)11(19)4-12-15(24-12)16(19)20(9)6-14(26-18(20)25-13)10-2-3-22-7-10/h2-3,7,9,11-16,18H,4-6,8H2,1H3/t9-,11-,12-,13-,14-,15-,16-,18-,19-,20-/m1/s1

Standard InChI Key:  CYIQXXCGDFOHBI-UGOFSEKNSA-N

Molfile:  

     RDKit          2D

 32 38  0  0  0  0  0  0  0  0999 V2000
   13.6364  -13.2199    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3498  -12.8055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1736  -12.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3485  -11.9163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0172  -12.6742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5006  -14.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9180  -13.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6282  -14.8720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3461  -14.4674    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3497  -13.6428    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0550  -14.0467    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0977  -13.1881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1447  -12.5857    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9143  -14.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2149  -14.8688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2355  -15.6634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0444  -15.8671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3107  -15.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4707  -15.2943    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6925  -12.8036    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9125  -11.1778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2574  -10.3915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6167   -9.8165    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8739  -10.2525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0551  -11.0916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6168  -16.1612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9482  -15.0635    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5006  -13.6366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2092  -13.2179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4923  -12.8136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6804  -13.4145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.2012  -12.3721    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  1  5  1  1
 28  6  1  0
  6 15  1  0
  7 29  1  0
  7 14  1  0
  7  1  1  0
 14  8  1  0
  8  9  1  0
  9 10  1  0
 10  1  1  0
  9 11  1  0
  2 11  1  0
 10 12  1  6
  2 13  1  6
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 14 18  1  6
 15 19  1  6
  7 20  1  6
  4 21  1  6
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 21  1  0
 16 26  2  0
  9 27  1  1
 29 28  1  0
 30 29  1  0
 28 30  1  0
 28 31  1  6
 29 32  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA4174625

   ---

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: 358.39

Molecular Weight (Monoisotopic): 358.1416

AlogP: 2.44

#Rotatable Bonds: 1

Polar Surface Area: 70.43

Molecular Species: NEUTRAL

HBA: 6

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.53

CX LogD: 1.53

Aromatic Rings: 1

Heavy Atoms: 26

QED Weighted: 0.57

Np Likeness Score: 3.50

References

1. Bautista E, Ortiz-Pastrana N, Pastor-Palacios G, Montoya-Contreras A, Toscano RA, Morales-Jiménez J, Salazar-Olivo LA, Ortega A..  (2017)  neo-Clerodane Diterpenoids from Salvia polystachya Stimulate the Expression of Extracellular Matrix Components in Human Dermal Fibroblasts.,  80  (11): [PMID:29135252] [10.1021/acs.jnatprod.7b00591]

Source

Source(1):

• Scientific Literature