ID: ALA501040

Max Phase: Preclinical

Molecular Formula: C44H70O22

Molecular Weight: 951.02

Molecule Type: Small molecule

Representations

Synonyms (1): Rebaudioside C
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]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]2CC[C@]1(O[C@@H]1O[C@H](C)[C@@H](O)[C@H](O)[C@@H]1O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O)C3

Standard InChI:  InChI=1S/C44H70O22/c1-17-12-43-10-6-22-41(3,8-5-9-42(22,4)40(58)65-37-32(56)29(53)26(50)20(14-46)61-37)23(43)7-11-44(17,16-43)66-39-35(30(54)24(48)18(2)59-39)64-38-33(57)34(27(51)21(15-47)62-38)63-36-31(55)28(52)25(49)19(13-45)60-36/h18-39,45-57H,1,5-16H2,2-4H3/t18-,19-,20-,21-,22+,23+,24-,25-,26-,27-,28+,29+,30+,31-,32-,33-,34+,35+,36+,37+,38+,39+,41-,42-,43-,44+/m1/s1

Standard InChI Key:  QQTFOVGHROHUAS-ICZSXHKCSA-N

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: 951.02

Molecular Weight (Monoisotopic): 950.4359

AlogP: -4.09

#Rotatable Bonds: 11

Polar Surface Area: 353.90

Molecular Species: NEUTRAL

HBA: 22

HBD: 13

#RO5 Violations: 3

HBA (Lipinski): 22

HBD (Lipinski): 13

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.79

CX Basic pKa:

CX LogP: -2.89

CX LogD: -2.89

Aromatic Rings: 0

Heavy Atoms: 66

QED Weighted: 0.05

Np Likeness Score: 1.84

References

1. Takasaki M, Konoshima T, Kozuka M, Tokuda H, Takayasu J, Nishino H, Miyakoshi M, Mizutani K, Lee KH..  (2009)  Cancer preventive agents. Part 8: Chemopreventive effects of stevioside and related compounds.,  17  (2): [PMID:19131254] [10.1016/j.bmc.2008.11.077]

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