(2S,3S,4S,5R)-3,4,5-trihydroxy-6-((3S,6aR,6bS,8aR,11S,14aR,14bR)-11-(methoxycarbonyl)-4,4,6a,6b,11,14b-hexamethyl-8a-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)carbonyl)-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicen-3-yloxy)tetrahydro-2H-pyran-2-carboxylic acid

ID: ALA2442202

Cas Number: 145826-48-8

PubChem CID: 24970649

Max Phase: Preclinical

Molecular Formula: C43H66O16

Molecular Weight: 838.99

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@]1(C)CC[C@]2(C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](C(=O)O)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C43H66O16/c1-38(2)23-10-13-42(6)24(40(23,4)12-11-25(38)57-35-31(50)28(47)29(48)32(58-35)33(51)52)9-8-20-21-18-39(3,36(53)55-7)14-16-43(21,17-15-41(20,42)5)37(54)59-34-30(49)27(46)26(45)22(19-44)56-34/h8,21-32,34-35,44-50H,9-19H2,1-7H3,(H,51,52)/t21-,22+,23-,24+,25-,26+,27-,28-,29-,30+,31+,32-,34-,35+,39-,40-,41+,42+,43-/m0/s1

Standard InChI Key:  MUEUOXPTUMGVJS-BQCKFNBUSA-N

Molfile:  

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M  END

Alternative Forms

1. Parent:

   

   ALA2442202

   Talinumoside I

Molecule Features

Natural Product: Yes

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

Calculated Properties

Molecular Weight: 838.99

Molecular Weight (Monoisotopic): 838.4351

AlogP: 1.56

#Rotatable Bonds: 7

Polar Surface Area: 259.20

Molecular Species: ACID

HBA: 15

HBD: 8

#RO5 Violations: 3

HBA (Lipinski): 16

HBD (Lipinski): 8

#RO5 Violations (Lipinski): 3

CX Acidic pKa: 3.59

CX Basic pKa: ┄

CX LogP: 2.21

CX LogD: -1.13

Aromatic Rings: ┄

Heavy Atoms: 59

QED Weighted: 0.10

Np Likeness Score: 2.56

References

1. Böttger S, Melzig MF..  (2013)  The influence of saponins on cell membrane cholesterol.,  21  (22): [PMID:24084294] [10.1016/j.bmc.2013.09.008]

Source

Source(1):

• Scientific Literature