Basimarol A

ID: ALA4574233

Chembl Id: CHEMBL4574233

PubChem CID: 155563920

Max Phase: Preclinical

Molecular Formula: C26H38O9

Molecular Weight: 494.58

Molecule Type: Unknown

Associated Items:

Names and Identifiers

Canonical SMILES:  C=C[C@]1(C)C[C@]2(O)[C@H](OC(C)=O)C(=O)[C@H]3C(C)(C)CC[C@H](O)[C@]3(COC(C)=O)[C@H]2C[C@@H]1OC(C)=O

Standard InChI:  InChI=1S/C26H38O9/c1-8-24(7)12-26(32)17(11-19(24)34-15(3)28)25(13-33-14(2)27)18(30)9-10-23(5,6)21(25)20(31)22(26)35-16(4)29/h8,17-19,21-22,30,32H,1,9-13H2,2-7H3/t17-,18+,19+,21+,22-,24-,25+,26-/m1/s1

Standard InChI Key:  COVQRUPFGNAUEG-RMFCYRHZSA-N

Alternative Forms

  1. Parent:

    ALA4574233

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Associated Targets(Human)

MCF7 (126967 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-MEL-28 (48833 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
NFF (353 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Associated Targets(non-human)

Dengue virus (413 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID

Molecule Features

Natural Product: NoOral: NoChemical Probe: NoParenteral: No
Molecule Type: UnknownTopical: 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: 494.58Molecular Weight (Monoisotopic): 494.2516AlogP: 2.11#Rotatable Bonds: 5
Polar Surface Area: 136.43Molecular Species: NEUTRALHBA: 9HBD: 2
#RO5 Violations: HBA (Lipinski): 9HBD (Lipinski): 2#RO5 Violations (Lipinski):
CX Acidic pKa: 13.33CX Basic pKa: CX LogP: 1.14CX LogD: 1.14
Aromatic Rings: Heavy Atoms: 35QED Weighted: 0.33Np Likeness Score: 2.49

References

1. Tan YP, Xue Y, Savchenko AI, Houston SD, Modhiran N, McMillan CLD, Boyle GM, Bernhardt PV, Young PR, Watterson D, Williams CM..  (2019)  Basimarols A, B, and C, Highly Oxygenated Pimarane Diterpenoids from Basilicum polystachyon.,  82  (10): [PMID:31553187] [10.1021/acs.jnatprod.9b00522]

Source