Methyl 12-anabsinthinate

ID: ALA4646849

PubChem CID: 156020792

Max Phase: Preclinical

Molecular Formula: C31H42O6

Molecular Weight: 510.67

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  COC(=O)[C@@H](C)C1=CC2=C(C)[C@H]3[C@H]([C@@H]4CC5(C)O[C@@]6(C)CC[C@H]7[C@H](C)C(=O)O[C@@H]7C35[C@@H]46)[C@H]2[C@@](C)(O)CC1

Standard InChI:  InChI=1S/C31H42O6/c1-14(26(32)35-7)17-8-10-28(4,34)23-19(12-17)15(2)22-21(23)20-13-30(6)31(22)24(20)29(5,37-30)11-9-18-16(3)27(33)36-25(18)31/h12,14,16,18,20-25,34H,8-11,13H2,1-7H3/t14-,16-,18-,20-,21-,22-,23-,24-,25-,28-,29-,30?,31?/m0/s1

Standard InChI Key:  LRITZRIJFAZEOT-IZIVKRLGSA-N

Molfile:  

 
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M  END

Alternative Forms

1. Parent:

   

   ALA4646849

   ---

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: 510.67

Molecular Weight (Monoisotopic): 510.2981

AlogP: 4.60

#Rotatable Bonds: 2

Polar Surface Area: 82.06

Molecular Species: NEUTRAL

HBA: 6

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 6

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.94

CX LogD: 2.94

Aromatic Rings: ┄

Heavy Atoms: 37

QED Weighted: 0.55

Np Likeness Score: 2.65

References

1. Talmon M, Bosso L, Quaregna M, Lopatriello A, Rossi S, Gavioli D, Marotta P, Caprioglio D, Boldorini R, Miggiano R, Fresu LG, Pollastro F..  (2020)  Anti-inflammatory Activity of Absinthin and Derivatives in Human Bronchoepithelial Cells.,  83  (6): [PMID:32496797] [10.1021/acs.jnatprod.9b00685]

Source

Source(1):

• Scientific Literature