rel-(2R,5R,6R,8S,9S,10R,18S,19R)-18,19-diacetoxy-18,19-epoxy-6-methoxy-2-(2-Epsilon-methylbutanoyloxy)cleroda-3,13(16),14-triene

ID: ALA458689

Chembl Id: CHEMBL458689

PubChem CID: 44584142

Max Phase: Preclinical

Molecular Formula: C30H44O8

Molecular Weight: 532.67

Molecule Type: Small molecule

Associated Items:

Names and Identifiers

Synonyms: Casearlucin E | CASEARLUCIN E|CHEMBL458689

Canonical SMILES:  C=CC(=C)CC[C@]1(C)[C@H]2C[C@@H](OC(=O)C(C)CC)C=C3[C@H](OC(C)=O)O[C@H](OC(C)=O)[C@@]32[C@H](OC)C[C@@H]1C

Standard InChI:  InChI=1S/C30H44O8/c1-10-17(3)12-13-29(8)19(5)14-25(34-9)30-23(27(35-20(6)31)38-28(30)36-21(7)32)15-22(16-24(29)30)37-26(33)18(4)11-2/h10,15,18-19,22,24-25,27-28H,1,3,11-14,16H2,2,4-9H3/t18?,19-,22-,24+,25+,27+,28-,29-,30-/m0/s1

Standard InChI Key:  PRXYABXGJNKXKE-ITLUKHRWSA-N

Alternative Forms

  1. Parent:

    ALA458689

    CASEARLUCIN E

Associated Targets(Human)

A2780 (11979 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SK-BR-3 (5175 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
PC-3 (62116 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HCT-116 (91556 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
LX-1 (17 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
K562 (73714 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
ABAE (10 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
HT-29 (80576 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: 532.67Molecular Weight (Monoisotopic): 532.3036AlogP: 5.27#Rotatable Bonds: 10
Polar Surface Area: 97.36Molecular Species: NEUTRALHBA: 8HBD:
#RO5 Violations: 2HBA (Lipinski): 8HBD (Lipinski): #RO5 Violations (Lipinski): 2
CX Acidic pKa: CX Basic pKa: CX LogP: 5.20CX LogD: 5.20
Aromatic Rings: Heavy Atoms: 38QED Weighted: 0.16Np Likeness Score: 3.40

References

1. Sai Prakash CV, Hoch JM, Kingston DG..  (2002)  Structure and stereochemistry of new cytotoxic clerodane diterpenoids from the bark of Casearia lucida from the Madagascar rainforest.,  65  (2): [PMID:11858738] [10.1021/np010405c]

Source