Paraconiothin A; 8-O-acetylphomenol, 8-acetoxy-6,7-epoxy-12-hydroxyeremophila-9,11(13)-diene

ID: ALA4555929

Chembl Id: CHEMBL4555929

PubChem CID: 155557338

Max Phase: Preclinical

Molecular Formula: C17H24O4

Molecular Weight: 292.38

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  C=C(CO)[C@]12O[C@H]1[C@]1(C)C(=C[C@H]2OC(C)=O)CCC[C@H]1C

Standard InChI:  InChI=1S/C17H24O4/c1-10-6-5-7-13-8-14(20-12(3)19)17(11(2)9-18)15(21-17)16(10,13)4/h8,10,14-15,18H,2,5-7,9H2,1,3-4H3/t10-,14-,15+,16+,17-/m1/s1

Standard InChI Key:  JEYIQUJYAGZFQI-GKWWCQFESA-N

Alternative Forms

1. Parent:

   

   ALA4555929

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Molecule Features

Natural Product: No

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: 292.38

Molecular Weight (Monoisotopic): 292.1675

AlogP: 2.37

#Rotatable Bonds: 3

Polar Surface Area: 59.06

Molecular Species: NEUTRAL

HBA: 4

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 4

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 1.84

CX LogD: 1.84

Aromatic Rings: ┄

Heavy Atoms: 21

QED Weighted: 0.49

Np Likeness Score: 2.93

References

1. Nakashima KI, Tomida J, Hirai T, Kawamura Y, Inoue M..  (2019)  Paraconiothins A-J: Sesquiterpenoids from the Endophytic Fungus Paraconiothyrium brasiliense ECN258.,  82  (12): [PMID:31815465] [10.1021/acs.jnatprod.9b00638]

Source

Source(1):

• Scientific Literature