ID: ALA503654

Max Phase: Preclinical

Molecular Formula: C38H60O17

Molecular Weight: 788.88

Molecule Type: Small molecule

Representations

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]1O)C3

Standard InChI:  InChI=1S/C38H60O17/c1-16-12-37-10-6-20-35(3,8-5-9-36(20,4)34(49)54-32-29(48)26(45)24(43)19(14-40)52-32)21(37)7-11-38(16,15-37)55-33-30(27(46)22(41)17(2)50-33)53-31-28(47)25(44)23(42)18(13-39)51-31/h17-33,39-48H,1,5-15H2,2-4H3/t17-,18-,19-,20+,21+,22-,23-,24-,25+,26+,27+,28-,29-,30+,31+,32+,33+,35-,36-,37-,38+/m1/s1

Standard InChI Key:  LEBSTMQAJXQHTF-HUSZWEJMSA-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: 788.88

Molecular Weight (Monoisotopic): 788.3831

AlogP: -1.91

#Rotatable Bonds: 8

Polar Surface Area: 274.75

Molecular Species: NEUTRAL

HBA: 17

HBD: 10

#RO5 Violations: 3

HBA (Lipinski): 17

HBD (Lipinski): 10

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 11.85

CX Basic pKa:

CX LogP: -1.11

CX LogD: -1.11

Aromatic Rings: 0

Heavy Atoms: 55

QED Weighted: 0.07

Np Likeness Score: 2.12

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