Petasin

ID: ALA3291073

Chembl Id: CHEMBL3291073

Cas Number: 26577-85-5

PubChem CID: 5281526

Max Phase: Preclinical

Molecular Formula: C20H28O3

Molecular Weight: 316.44

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  C=C(C)[C@@H]1C[C@@]2(C)C(=CC1=O)CC[C@@H](OC(=O)/C(C)=C\C)[C@@H]2C

Standard InChI:  InChI=1S/C20H28O3/c1-7-13(4)19(22)23-18-9-8-15-10-17(21)16(12(2)3)11-20(15,6)14(18)5/h7,10,14,16,18H,2,8-9,11H2,1,3-6H3/b13-7-/t14-,16-,18+,20+/m0/s1

Standard InChI Key:  ISTBXSFGFOYLTM-NZEDGPFZSA-N

Alternative Forms

1. Parent:

   

   ALA3291073

   Petasin

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 316.44

Molecular Weight (Monoisotopic): 316.2038

AlogP: 4.39

#Rotatable Bonds: 3

Polar Surface Area: 43.37

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 4.86

CX LogD: 4.86

Aromatic Rings: ┄

Heavy Atoms: 23

QED Weighted: 0.44

Np Likeness Score: 3.12

References

1. Adachi Y, Kanbayashi Y, Harata I, Ubagai R, Takimoto T, Suzuki K, Miwa T, Noguchi Y..  (2014)  Petasin activates AMP-activated protein kinase and modulates glucose metabolism.,  77  (6): [PMID:24871354] [10.1021/np400867m]

2. Ye Y, Dawa D, Liu GH, Zhao M, Tseden D, Gu YC, Ding LS, Cao ZX, Zhou Y..  (2018)  Antiproliferative Sesquiterpenoids from Ligularia rumicifolia with Diverse Skeletons.,  81  (9): [PMID:30212198] [10.1021/acs.jnatprod.8b00197]

Source

Source(1):

• Scientific Literature