3-O-beta-D-galactopyranosyl-(1->2)-[beta-D-xylopyranosyl-(1->3)]-beta-D-glucuronopyranosyl quillaic acid 28-O-beta-D-glucopyranosyl-(1->3)-[beta-D-xylopyranosyl-(1->3)-beta-D-xylopyranosyl-(1->4)]-alpha-L-rhamnopyranosyl-(1->2)-beta-D-fucopyranosyl ester

ID: ALA2332788

PubChem CID: 71524842

Max Phase: Preclinical

Molecular Formula: C75H118O41

Molecular Weight: 1675.73

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C[C@@H]1O[C@@H](O[C@H]2[C@H](OC(=O)[C@]34CCC(C)(C)C[C@H]3C3=CC[C@@H]5[C@@]6(C)CC[C@H](O[C@@H]7O[C@H](C(=O)O)[C@@H](O)[C@H](O[C@@H]8OC[C@@H](O)[C@H](O)[C@H]8O)[C@H]7O[C@@H]7O[C@H](CO)[C@H](O)[C@H](O)[C@H]7O)[C@@](C)(C=O)[C@@H]6CC[C@@]5(C)[C@]3(C)C[C@H]4O)O[C@H](C)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O[C@@H]1OC[C@@H](O)[C@H](O[C@@H]2OC[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O

Standard InChI:  InChI=1S/C75H118O41/c1-25-38(83)45(90)58(114-66-52(97)56(112-64-48(93)43(88)41(86)32(19-76)106-64)53(26(2)105-66)109-63-51(96)54(31(81)23-103-63)110-61-46(91)39(84)29(79)21-101-61)67(104-25)116-69(100)75-16-15-70(3,4)17-28(75)27-9-10-35-71(5)13-12-37(72(6,24-78)34(71)11-14-73(35,7)74(27,8)18-36(75)82)108-68-59(115-65-49(94)44(89)42(87)33(20-77)107-65)55(50(95)57(113-68)60(98)99)111-62-47(92)40(85)30(80)22-102-62/h9,24-26,28-59,61-68,76-77,79-97H,10-23H2,1-8H3,(H,98,99)/t25-,26+,28+,29-,30-,31-,32-,33-,34-,35-,36-,37+,38-,39+,40+,41-,42+,43+,44+,45+,46-,47-,48-,49-,50+,51-,52-,53+,54+,55+,56+,57+,58-,59-,61+,62+,63+,64+,65+,66+,67+,68-,71+,72+,73-,74-,75-/m1/s1

Standard InChI Key:  YQQRAMCUZZWXAK-SJLUFGLYSA-N

Molfile:  

     RDKit          2D

125137  0  0  0  0  0  0  0  0999 V2000
   16.5011   -4.2970    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1983   -4.7193    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9104   -4.3257    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9278   -3.5083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2270   -3.0862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5087   -3.4814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2430   -2.2691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072   -3.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6435   -3.1139    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9585   -1.8745    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6531   -2.2983    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3665   -1.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3867   -1.0898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6873   -0.6653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9677   -1.0580    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3429   -3.5365    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3228   -4.3514    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0181   -4.7739    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7362   -4.3830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7545   -3.5651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6098   -4.7483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3449   -2.7247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4715   -3.1731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4340   -4.8083    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0644   -2.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0454   -3.1491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7815   -1.9401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1037   -0.6978    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7061    0.1537    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.2673   -0.6370    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7973   -3.8810    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.5232   -2.6702    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.6316   -3.9243    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7868   -4.7000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9786   -7.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9786   -6.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6863   -6.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6863   -7.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1611   -8.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2157   -8.6137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3982   -7.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1100   -7.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8218   -7.5708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8218   -6.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8218   -5.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5337   -6.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5337   -7.1622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2455   -6.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9573   -6.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9573   -5.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6651   -5.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6651   -5.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6651   -4.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9573   -3.8769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4826   -3.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4279   -3.2468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2455   -4.2855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2455   -5.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2455   -5.9282    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5337   -5.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8218   -5.1069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1100   -5.5196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1100   -6.3409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3982   -6.7495    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3982   -5.9282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1100   -7.1622    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.3751   -5.5206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6651   -6.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2686   -7.9825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4398   -9.3838    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9573   -7.1622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5601   -7.5752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5636   -6.7574    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8592   -6.3502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1498   -6.7566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1494   -7.5747    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8583   -7.9865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8598   -8.8036    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4410   -7.9822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4429   -6.3466    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8608   -5.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5693   -5.1258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1538   -5.1230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1529   -9.2136    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4440   -8.8054    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7392   -9.2119    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7366  -10.0294    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4449  -10.4388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1559  -10.0307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7339   -7.5725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7367   -6.7562    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0337   -6.3466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3230   -6.7506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3197   -7.5687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0272   -7.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0258   -8.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6100   -7.9738    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6175   -6.3382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8638  -10.4389    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4437  -11.2560    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0281  -10.4367    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9213   -9.2093    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5149   -8.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0818   -5.9310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0759   -6.7460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7785   -7.1563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4897   -6.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4937   -5.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7866   -5.5200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2038   -5.5305    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1948   -7.1660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7734   -7.9735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8201   -6.9927    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1529   -8.3961    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5236   -7.3609    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   22.1695   -3.5981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1411   -4.4152    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.8344   -4.8483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5562   -4.4644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5562   -3.6474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8344   -3.2142    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8413   -2.3971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2674   -3.2448    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2567   -4.8852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1695   -2.7806    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  1  6  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  6  8  1  6
  4  9  1  0
 10  7  1  1
 10 11  1  0
 10 15  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 16  9  1  1
 16 17  1  0
 16 26  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 26  1  0
  3 21  1  6
 26 22  1  6
 20 23  1  1
 19 24  1  6
 12 25  1  1
 25 27  1  0
 13 28  1  6
 14 29  1  1
 15 30  1  6
  1 31  1  6
  5 32  1  1
  4 33  1  6
  1 34  1  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  1  6
 38 40  1  0
 38 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  1
 44 46  1  0
 46 47  1  6
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  1
 50 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 54 56  1  0
 54 57  1  0
 57 58  1  0
 58 59  1  1
 50 58  1  0
 58 60  1  0
 46 60  1  0
 60 61  2  0
 61 62  1  0
 62 63  1  0
 44 63  1  0
 63 64  1  0
 37 64  1  0
 41 64  1  0
 64 65  1  1
 63 66  1  6
 51 67  1  0
 51 68  2  0
 35 69  1  1
 39 70  2  0
 49 71  1  6
 72 69  1  1
 72 73  1  0
 72 77  1  0
 73 74  1  0
 74 75  1  0
 75 76  1  0
 76 77  1  0
 77 78  1  6
 76 79  1  1
 75 80  1  6
 74 81  1  1
 81 82  2  0
 81 83  1  0
 84 78  1  0
 84 85  1  0
 84 89  1  0
 85 86  1  0
 86 87  1  0
 87 88  1  0
 88 89  1  0
 90 79  1  0
 90 91  1  0
 90 95  1  0
 91 92  1  0
 92 93  1  0
 93 94  1  0
 94 95  1  0
 95 96  1  6
 94 97  1  1
 93 98  1  6
 89 99  1  6
 88100  1  1
 87101  1  1
 86102  1  1
102103  1  0
104 67  1  1
104105  1  0
104109  1  0
105106  1  0
106107  1  0
107108  1  0
108109  1  0
109 34  1  6
108110  1  1
107111  1  6
106112  1  1
 41113  1  6
 84114  1  6
 90115  1  6
 23116  1  0
116117  1  0
117118  1  0
118119  1  0
119120  1  0
120121  1  0
121116  1  0
121122  1  6
120123  1  1
119124  1  6
116125  1  6
M  END

Alternative Forms

1. Parent:

   

   ALA2332788

   (2S,3S,4S,5R,6R)-6-[[(3S,4S,4aR,6aR,6bS,8R,8aR,12aS,14aR,14bR)-8a-[(2S,3R,4S,5S,6R)-3-[(2S,3R,4S,5S,6S)-5-[(2S,3R,4S,5R)-3,5-dihydroxy-4-[(2S,3R,4S,5R)-3,4,5-trihydroxyoxan-2-yl]oxyoxan-2-yl]oxy-3-hydroxy-6-methyl-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(h

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: 1675.73

Molecular Weight (Monoisotopic): 1674.7149

AlogP: ┄

#Rotatable Bonds: ┄

Polar Surface Area: ┄

Molecular Species: ┄

HBA: ┄

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): ┄

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: ┄

CX LogD: ┄

Aromatic Rings: ┄

Heavy Atoms: ┄

QED Weighted: ┄

Np Likeness Score: ┄

References

1. Arslan I, Celik A, Melzig MF..  (2013)  Nebulosides A-B, novel triterpene saponins from under-ground parts of Gypsophila arrostii Guss. var. nebulosa.,  21  (5): [PMID:23352756] [10.1016/j.bmc.2012.12.036]

Source

Source(1):

• Scientific Literature