Rhamnoneuroside C

ID: ALA4753832

PubChem CID: 162653516

Max Phase: Preclinical

Molecular Formula: C35H32O15

Molecular Weight: 692.63

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  O=C1c2c(cc(O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)c3c2O[C@H](c2ccc(O)cc2)[C@H]3c2cc(O)cc(O)c2)O[C@H](c2ccc(O)c(O)c2)[C@H]1O

Standard InChI:  InChI=1S/C35H32O15/c36-12-23-27(42)29(44)31(46)35(49-23)48-21-11-22-26(28(43)30(45)33(47-22)14-3-6-19(40)20(41)9-14)34-25(21)24(15-7-17(38)10-18(39)8-15)32(50-34)13-1-4-16(37)5-2-13/h1-11,23-24,27,29-33,35-42,44-46H,12H2/t23-,24+,27-,29+,30+,31-,32-,33-,35-/m1/s1

Standard InChI Key:  KWRFGDXQINVWGK-YUHRYQBMSA-N

Molfile:  

 
     RDKit          2D

 50 56  0  0  0  0  0  0  0  0999 V2000
   32.7459   -4.7889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4773   -4.4111    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5111   -3.5903    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8152   -3.1466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0835   -3.5297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.0476   -4.3566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2426   -3.2087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2778   -2.3843    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.8504   -2.3224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3871   -3.0874    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.3184   -4.7424    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7140   -5.6133    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.4324   -6.0278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1442   -5.6148    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8574   -6.0222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8556   -6.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5692   -7.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2873   -6.8515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.2891   -6.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5727   -5.6051    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0037   -5.6157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7185   -6.0335    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4310   -5.6246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.4347   -4.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.7169   -4.3833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.0046   -4.7959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1428   -7.2653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4311   -6.8568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8183   -7.4113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1585   -8.1626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.9742   -8.0743    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.0151   -7.2437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7561   -6.4579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9505   -6.2845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3987   -6.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.6609   -7.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4654   -7.8559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7459   -8.8760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9191   -8.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5099   -9.5899    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9257  -10.3055    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7529  -10.2978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1607   -9.5846    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.5657   -8.0908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.0015   -7.2670    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   39.1512   -4.3870    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.1137   -8.3058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.6948   -5.5008    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5177  -11.0199    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.7165   -3.5583    0.0000 O   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
  3  7  1  1
  7  8  1  0
  4  9  1  6
  5 10  1  1
  6 11  1  6
  1 12  1  1
 13 28  2  0
 27 16  2  0
 15 14  2  0
 14 13  1  0
 15 16  1  0
 15 20  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 21  1  0
 19 21  1  6
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 27  1  0
 32 33  2  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 32  1  0
 29 32  1  1
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 38  1  0
 30 38  1  6
 17 44  2  0
 18 45  1  1
 24 46  1  0
 36 47  1  0
 34 48  1  0
 41 49  1  0
 25 50  1  0
 13 12  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA4753832

   ---

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: 692.63

Molecular Weight (Monoisotopic): 692.1741

AlogP: 1.34

#Rotatable Bonds: 6

Polar Surface Area: 256.29

Molecular Species: NEUTRAL

HBA: 15

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 15

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.90

CX Basic pKa: ┄

CX LogP: 1.46

CX LogD: 1.44

Aromatic Rings: 4

Heavy Atoms: 50

QED Weighted: 0.13

Np Likeness Score: 2.03

References

1. Cho HM,Lee YR,Lee BW,Zhang M,Ryu B,Nghiem DT,Pham HT,Oh WK.  (2020)  Phenolic Constituents of the Roots of Rhamnoneuron balansae with Senolytic Activity.,  83  (12): [PMID:33256407] [10.1021/acs.jnatprod.0c00885]

Source

Source(1):

• Scientific Literature