(25R)-furost-5(6)-en-1beta,3beta,26-tetraol-1-O-alpha-L-rhamnopyranosyl-(1->2)-O-beta-D-xylopyranosyl-26-O-alpha-L-rhamnopyranoside

ID: ALA2349228

Chembl Id: CHEMBL2349228

PubChem CID: 71719607

Max Phase: Preclinical

Molecular Formula: C44H72O16

Molecular Weight: 857.04

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Vaviloside B1/B2 | Vaviloside B1/B2|CHEMBL2349228

Canonical SMILES:  C[C@H](CCC1O[C@H]2C[C@H]3[C@@H]4CC=C5C[C@@H](O)C[C@@H](O[C@@H]6OC[C@@H](O)[C@H](O)[C@H]6O[C@@H]6O[C@@H](C)[C@H](O)[C@@H](O)[C@H]6O)[C@]5(C)[C@H]4CC[C@]3(C)[C@H]2[C@@H]1C)CO[C@@H]1O[C@@H](C)[C@H](O)[C@@H](O)[C@H]1O

Standard InChI:  InChI=1S/C44H72O16/c1-18(16-54-40-37(52)35(50)32(47)20(3)56-40)7-10-28-19(2)31-29(58-28)15-26-24-9-8-22-13-23(45)14-30(44(22,6)25(24)11-12-43(26,31)5)59-42-39(34(49)27(46)17-55-42)60-41-38(53)36(51)33(48)21(4)57-41/h8,18-21,23-42,45-53H,7,9-17H2,1-6H3/t18-,19-,20+,21+,23-,24-,25+,26+,27-,28?,29+,30-,31+,32+,33+,34+,35-,36-,37-,38-,39-,40-,41+,42+,43+,44+/m1/s1

Standard InChI Key:  HODSCMMTIIGNHF-ZPZKZQHASA-N

Alternative Forms

  1. Parent:

Associated Targets(non-human)

WEHI-164 (110 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
J774 (3120 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: Small moleculeTopical: NoFirst In Class: NoBlack Box: No
Chirality: NoAvailability: NoProdrug: No

Drug Indications

MESH IDMESH Heading EFO IDsEFO TermsMax Phase for IndicationReferences

Mechanisms of Action

Mechanism of ActionAction Typetarget IDTarget NameTarget TypeTarget OrganismBinding Site NameReferences

Calculated Properties

Molecular Weight: 857.04Molecular Weight (Monoisotopic): 856.4820AlogP: 0.49#Rotatable Bonds: 10
Polar Surface Area: 246.68Molecular Species: NEUTRALHBA: 16HBD: 9
#RO5 Violations: 3HBA (Lipinski): 16HBD (Lipinski): 9#RO5 Violations (Lipinski): 3
CX Acidic pKa: 11.87CX Basic pKa: CX LogP: 0.41CX LogD: 0.41
Aromatic Rings: Heavy Atoms: 60QED Weighted: 0.14Np Likeness Score: 2.30

References

1. Zolfaghari B, Sadeghi M, Troiano R, Lanzotti V..  (2013)  Vavilosides A1/A2-B1/B2, new furostane glycosides from the bulbs of Allium vavilovii with cytotoxic activity.,  21  (7): [PMID:23415085] [10.1016/j.bmc.2013.01.031]

Source