vitalboside A

ID: ALA2047219

Chembl Id: CHEMBL2047219

PubChem CID: 9986341

Max Phase: Preclinical

Molecular Formula: C36H58O8

Molecular Weight: 618.85

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Vitalboside A | Vitalboside A|SCHEMBL3003182|CHEMBL2047219|CHEBI:182952|BDBM50235147|C22130|(4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-2,2,6a,6b,9,9,12a-heptamethyl-10-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylic acid

Canonical SMILES:  CC1(C)CC[C@]2(C(=O)O)CC[C@]3(C)C(=CC[C@@H]4[C@@]5(C)CC[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](O)[C@H]6O)C(C)(C)[C@@H]5CC[C@]43C)[C@@H]2C1

Standard InChI:  InChI=1S/C36H58O8/c1-31(2)14-16-36(30(41)42)17-15-34(6)20(21(36)18-31)8-9-24-33(5)12-11-25(32(3,4)23(33)10-13-35(24,34)7)44-29-28(40)27(39)26(38)22(19-37)43-29/h8,21-29,37-40H,9-19H2,1-7H3,(H,41,42)/t21-,22+,23-,24+,25-,26+,27-,28+,29-,33-,34+,35+,36-/m0/s1

Standard InChI Key:  ZNFRITHWVZXJRK-YHFBEQRYSA-N

Alternative Forms

  1. Parent:

    ALA2047219

    VITALBOSIDE A

Associated Targets(Human)

F3 Tclin Coagulation factor III (225 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Mast cell (119 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: YesOral: 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: 618.85Molecular Weight (Monoisotopic): 618.4132AlogP: 5.06#Rotatable Bonds: 4
Polar Surface Area: 136.68Molecular Species: ACIDHBA: 7HBD: 5
#RO5 Violations: 2HBA (Lipinski): 8HBD (Lipinski): 5#RO5 Violations (Lipinski): 2
CX Acidic pKa: 4.74CX Basic pKa: CX LogP: 4.82CX LogD: 2.22
Aromatic Rings: Heavy Atoms: 44QED Weighted: 0.22Np Likeness Score: 3.17

References

1. Kakuta K, Baba M, Ito S, Kinoshita K, Koyama K, Takahashi K..  (2012)  New triterpenoid saponins from cacti and anti-type I allergy activity of saponins from cactus.,  22  (14): [PMID:22704889] [10.1016/j.bmcl.2012.05.058]
2. Wang WW, Xu SH, Zhao YZ, Zhang C, Zhang YY, Yu BY, Zhang J..  (2017)  Microbial hydroxylation and glycosylation of pentacyclic triterpenes as inhibitors on tissue factor procoagulant activity.,  27  (4): [PMID:28109788] [10.1016/j.bmcl.2016.12.066]

Source