Tomenphantin A; (3aR,4S,9aR,10aS,10bS,E)-6-(hydroxymethyl)-9a-methyl-3-methylene-2-oxo-2,3,3a,4,5,8,9,9a,10a,10b-decahydrooxireno[2',3':9,10]-cyclodeca[1,2-b]furan-4-ylmethacrylate

ID: ALA4643869

Chembl Id: CHEMBL4643869

PubChem CID: 156017709

Max Phase: Preclinical

Molecular Formula: C19H24O6

Molecular Weight: 348.40

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(C)C(=O)O[C@H]1C/C(CO)=C/CC[C@@]2(C)O[C@H]2[C@H]2OC(=O)C(=C)[C@@H]21

Standard InChI:  InChI=1S/C19H24O6/c1-10(2)17(21)23-13-8-12(9-20)6-5-7-19(4)16(25-19)15-14(13)11(3)18(22)24-15/h6,13-16,20H,1,3,5,7-9H2,2,4H3/b12-6+/t13-,14+,15-,16-,19+/m0/s1

Standard InChI Key:  AFQQBXILQNQSCA-HLEMRYDMSA-N

Alternative Forms

1. Parent:

   

   ALA4643869

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Molecule Features

Natural Product: Yes

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Unknown

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 348.40

Molecular Weight (Monoisotopic): 348.1573

AlogP: 1.83

#Rotatable Bonds: 3

Polar Surface Area: 85.36

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.27

CX LogD: 2.27

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.36

Np Likeness Score: 3.46

References

1. García Manzano MF, Joray MB, Laiolo J, Palacios SM, Carpinella MC..  (2020)  Cytotoxic Activity of Germacrane-Type Sesquiterpene Lactones from Dimerostemma aspilioides.,  83  (6): [PMID:32496057] [10.1021/acs.jnatprod.0c00115]

Source

Source(1):

• Scientific Literature