ID: ALA3975994

Max Phase: Preclinical

Molecular Formula: C42H44O20

Molecular Weight: 868.79

Molecule Type: Small molecule

Representations

Canonical SMILES:  O=C(OC[C@H]1O[C@@H](Oc2cc(O)cc(O)c2)[C@H](O)[C@@H](O)[C@@H]1O)[C@H]1[C@H](c2ccc(O)cc2)[C@H](C(=O)OC[C@H]2O[C@@H](Oc3cc(O)cc(O)c3)[C@H](O)[C@@H](O)[C@@H]2O)[C@H]1c1ccc(O)cc1

Standard InChI:  InChI=1S/C42H44O20/c43-19-5-1-17(2-6-19)29-31(39(55)57-15-27-33(49)35(51)37(53)41(61-27)59-25-11-21(45)9-22(46)12-25)30(18-3-7-20(44)8-4-18)32(29)40(56)58-16-28-34(50)36(52)38(54)42(62-28)60-26-13-23(47)10-24(48)14-26/h1-14,27-38,41-54H,15-16H2/t27-,28-,29-,30-,31-,32-,33-,34-,35+,36+,37-,38-,41-,42-/m1/s1

Standard InChI Key:  KILTUIPEQSCVKN-JOBQEJRFSA-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: 868.79

Molecular Weight (Monoisotopic): 868.2426

AlogP: -0.11

#Rotatable Bonds: 12

Polar Surface Area: 332.28

Molecular Species: NEUTRAL

HBA: 20

HBD: 12

#RO5 Violations: 3

HBA (Lipinski): 20

HBD (Lipinski): 12

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 8.70

CX Basic pKa:

CX LogP: 1.38

CX LogD: 1.35

Aromatic Rings: 4

Heavy Atoms: 62

QED Weighted: 0.08

Np Likeness Score: 0.81

References

1. Zhang X, Chen C, Li Y, Chen D, Dong L, Na W, Wu C, Zhang J, Li Y..  (2016)  Tadehaginosides A-J, Phenylpropanoid Glucosides from Tadehagi triquetrum, Enhance Glucose Uptake via the Upregulation of PPARγ and GLUT-4 in C2C12 Myotubes.,  79  (5): [PMID:27100993] [10.1021/acs.jnatprod.5b00820]

Source

Source(1):

• Scientific Literature