Dehydrohispanolone

ID: ALA4753179

Chembl Id: CHEMBL4753179

Cas Number: 82462-67-7

PubChem CID: 10402561

Max Phase: Preclinical

Molecular Formula: C20H28O2

Molecular Weight: 300.44

Molecule Type: Unknown

Names and Identifiers

Canonical SMILES:  CC1=C(CCc2ccoc2)[C@@]2(C)CCCC(C)(C)[C@@H]2CC1=O

Standard InChI:  InChI=1S/C20H28O2/c1-14-16(7-6-15-8-11-22-13-15)20(4)10-5-9-19(2,3)18(20)12-17(14)21/h8,11,13,18H,5-7,9-10,12H2,1-4H3/t18-,20+/m0/s1

Standard InChI Key:  DGCSFZBBNZMTAQ-AZUAARDMSA-N

Alternative Forms

1. Parent:

   

   ALA4753179

   Hispanone

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: 300.44

Molecular Weight (Monoisotopic): 300.2089

AlogP: 5.33

#Rotatable Bonds: 3

Polar Surface Area: 30.21

Molecular Species: NEUTRAL

HBA: 2

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 2

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.17

CX LogD: 5.17

Aromatic Rings: 1

Heavy Atoms: 22

QED Weighted: 0.75

Np Likeness Score: 2.67

References

1. González-Cofrade L,Oramas-Royo S,Cuadrado I,Amesty Á,Hortelano S,Estevez-Braun A,de Las Heras B.  (2020)  Dehydrohispanolone Derivatives Attenuate the Inflammatory Response through the Modulation of Inflammasome Activation.,  83  (7.0): [PMID:32584575] [10.1021/acs.jnatprod.0c00200]

2. Marco JL.  (2020)  Isolation, reactivity, pharmacological activities and total synthesis of hispanolone and structurally related diterpenes from Labiatae plants.,  30  (21): [PMID:32818604] [10.1016/j.bmcl.2020.127498]

Source

Source(1):

• Scientific Literature