ID: ALA2368344

Max Phase: Preclinical

Molecular Formula: C38H59NaO18

Molecular Weight: 804.88

Molecule Type: Small molecule

Representations

Synonyms (1): Rebaudioside B
Synonyms from Alternative Forms(1):

Canonical SMILES:  C=C1C[C@@]23CC[C@H]4[C@@](C)(CCC[C@@]4(C)C(=O)[O-])[C@@H]2CC[C@]1(O[C@@H]1O[C@@H](CO)[C@@H](O[C@@H]2O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]2O)[C@H](O)[C@@H]1O[C@@H]1O[C@@H](CO)[C@@H](O)[C@H](O)[C@@H]1O)C3.[Na+]

Standard InChI:  InChI=1S/C38H60O18.Na/c1-16-11-37-9-5-20-35(2,7-4-8-36(20,3)34(49)50)21(37)6-10-38(16,15-37)56-33-30(55-32-27(47)25(45)23(43)18(13-40)52-32)28(48)29(19(14-41)53-33)54-31-26(46)24(44)22(42)17(12-39)51-31;/h17-33,39-48H,1,4-15H2,2-3H3,(H,49,50);/q;+1/p-1/t17-,18-,19-,20-,21-,22+,23+,24-,25-,26-,27-,28-,29+,30-,31-,32-,33-,35+,36+,37+,38-;/m0./s1

Standard InChI Key:  YILGKTWKKDLHAF-DUXFSIBLSA-M

Molecule Features

Natural Product: No

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

Properties

Molecular Weight: 804.88

Molecular Weight (Monoisotopic): 804.3780

AlogP: -2.37

#Rotatable Bonds: 10

Polar Surface Area: 294.98

Molecular Species: ACID

HBA: 17

HBD: 11

#RO5 Violations: 3

HBA (Lipinski): 18

HBD (Lipinski): 11

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 4.59

CX Basic pKa:

CX LogP: -1.66

CX LogD: -4.40

Aromatic Rings: 0

Heavy Atoms: 56

QED Weighted: 0.08

Np Likeness Score: 1.89

References

1. DuBois GE, Stephenson RA..  (1985)  Diterpenoid sweeteners. Synthesis and sensory evaluation of stevioside analogues with improved organoleptic properties.,  28  (1): [PMID:3965718] [10.1021/jm00379a017]

2. Ibrahim MA, Rodenburg DL, Alves K, Fronczek FR, McChesney JD, Wu C, Nettles BJ, Venkataraman SK, Jaksch F..  (2014)  Minor diterpene glycosides from the leaves of Stevia rebaudiana.,  77  (5): [PMID:24758242] [10.1021/np4009656]

Source

Source(1):

• Scientific Literature