2,3,4,6-Tetra-O-acetyl-alpha-D-mannopyranosyl-16-oxo-ent-beyeran-19-oate

ID: ALA4451528

PubChem CID: 155522417

Max Phase: Preclinical

Molecular Formula: C34H48O12

Molecular Weight: 648.75

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC(=O)OC[C@H]1O[C@H](OC(=O)[C@]2(C)CCC[C@@]3(C)[C@@H]4CC[C@@]5(C)C[C@]4(CC[C@@H]32)CC5=O)[C@@H](OC(C)=O)[C@@H](OC(C)=O)[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C34H48O12/c1-18(35)41-16-22-26(42-19(2)36)27(43-20(3)37)28(44-21(4)38)29(45-22)46-30(40)33(7)12-8-11-32(6)23(33)10-14-34-15-25(39)31(5,17-34)13-9-24(32)34/h22-24,26-29H,8-17H2,1-7H3/t22-,23+,24+,26-,27+,28+,29-,31+,32-,33-,34+/m1/s1

Standard InChI Key:  BRNIPNUYNALOJP-YLEJBIQESA-N

Molfile:  

 
     RDKit          2D

 48 52  0  0  0  0  0  0  0  0999 V2000
   25.0928   -7.0770    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9100   -7.0792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3164   -6.3751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9139   -5.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6862   -6.3681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0967   -5.6616    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3276   -4.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3177   -7.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1336   -6.3773    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.6823   -7.7835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6922   -4.9515    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8760   -4.9485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4715   -4.2469    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0667   -4.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7740   -3.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7740   -3.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4752   -2.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1764   -3.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1729   -3.8424    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8708   -4.2518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5767   -3.8484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8778   -2.6257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5802   -3.0402    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.2921   -2.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3037   -1.8275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5971   -1.4088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8831   -1.8108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8765   -2.3979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3606   -3.2481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1691   -2.2163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4164   -1.0228    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.6835   -2.2984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1649   -4.6555    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.8707   -3.4421    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   23.4670   -5.6560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1447   -4.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5584   -4.2650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5482   -5.6804    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.5402   -7.0861    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.3574   -7.0884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1297   -7.7927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9081   -8.4946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3158   -9.2029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0910   -8.4936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8651   -7.7813    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4545   -8.4879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6373   -8.4856    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8612   -9.1967    0.0000 C   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  1
  2  8  1  6
  3  9  1  1
  1 10  1  1
  6 11  1  6
 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
  7 36  1  0
 36 37  1  0
 36 38  2  0
  9 39  1  0
 39 40  1  0
 39 41  2  0
  8 42  1  0
 42 43  1  0
 42 44  2  0
 10 45  1  0
 45 46  1  0
 46 47  2  0
 46 48  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4451528

   ---

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: 648.75

Molecular Weight (Monoisotopic): 648.3146

AlogP: 3.98

#Rotatable Bonds: 7

Polar Surface Area: 157.80

Molecular Species: NEUTRAL

HBA: 12

HBD: ┄

#RO5 Violations: 2

HBA (Lipinski): 12

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 2

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.00

CX LogD: 4.00

Aromatic Rings: ┄

Heavy Atoms: 46

QED Weighted: 0.29

Np Likeness Score: 2.19

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