beta-D-Glucopyranosyl-16-oxo-ent-beyeran-19-oate

ID: ALA4591332

PubChem CID: 155568419

Max Phase: Preclinical

Molecular Formula: C26H40O8

Molecular Weight: 480.60

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@]12CC[C@@H]3[C@@](CC[C@H]4[C@@]3(C)CCC[C@@]4(C)C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)(CC1=O)C2

Standard InChI:  InChI=1S/C26H40O8/c1-23-9-5-16-24(2)7-4-8-25(3,15(24)6-10-26(16,13-23)11-17(23)28)22(32)34-21-20(31)19(30)18(29)14(12-27)33-21/h14-16,18-21,27,29-31H,4-13H2,1-3H3/t14-,15+,16+,18-,19+,20-,21+,23+,24-,25-,26+/m1/s1

Standard InChI Key:  MXPANPFFHMVCBQ-ZYBRQBKGSA-N

Molfile:  

 
     RDKit          2D

 36 40  0  0  0  0  0  0  0  0999 V2000
    5.1418  -18.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9590  -18.9615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3654  -18.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9629  -17.5510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7351  -18.2504    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1457  -17.5438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3765  -16.8462    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3666  -19.6698    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1826  -18.2596    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7312  -19.6658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7412  -16.8338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9250  -16.8308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5205  -16.1292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1157  -16.8282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230  -14.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8230  -15.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5242  -14.5031    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2253  -14.9117    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2219  -15.7247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9198  -16.1340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6257  -15.7307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9267  -14.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6292  -14.9225    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3411  -14.5262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3526  -13.7098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6461  -13.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9321  -13.6930    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9255  -14.2802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4096  -15.1304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2180  -14.0986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4654  -12.9051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7325  -14.1807    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2139  -16.5378    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9197  -15.3244    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5159  -17.5383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9141  -19.6636    0.0000 O   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  6  1  0
  1  5  1  0
  5  6  1  0
  4  7  1  6
  2  8  1  6
  3  9  1  1
  1 10  1  1
  6 11  1  1
 13 12  1  6
 14 13  1  0
 15 16  1  0
 15 17  1  0
 16 13  1  0
 13 19  1  0
 18 17  1  0
 18 19  1  0
 18 22  1  0
 19 20  1  0
 20 21  1  0
 21 23  1  0
 22 23  1  0
 22 27  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 25 28  1  0
 23 29  1  6
 29 28  1  0
 18 30  1  6
 25 31  1  1
 28 32  2  0
 19 33  1  1
 22 34  1  1
 12 35  2  0
 12 11  1  0
 10 36  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4591332

   ---

Molecule Features

Natural Product: Yes

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: 480.60

Molecular Weight (Monoisotopic): 480.2723

AlogP: 1.70

#Rotatable Bonds: 3

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: 12.20

CX Basic pKa: ┄

CX LogP: 2.23

CX LogD: 2.23

Aromatic Rings: ┄

Heavy Atoms: 34

QED Weighted: 0.45

Np Likeness Score: 2.88

References

1. Sharipova RR, Belenok MG, Garifullin BF, Sapunova AS, Voloshina AD, Andreeva OV, Strobykina IY, Skvortsova PV, Zuev YF, Kataev VE..  (2019)  Synthesis and anti-cancer activities of glycosides and glycoconjugates of diterpenoid isosteviol.,  10  (8): [PMID:31673312] [10.1039/C9MD00242A]

Source

Source(1):

• Scientific Literature