incensol acetate

ID: ALA3979367

Chembl Id: CHEMBL3979367

Cas Number: 34701-53-6

PubChem CID: 53386731

Max Phase: Preclinical

Molecular Formula: C22H36O3

Molecular Weight: 348.53

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  CC(=O)O[C@H]1CC/C(C)=C/CC/C(C)=C/C[C@]2(C(C)C)CC[C@@]1(C)O2

Standard InChI:  InChI=1S/C22H36O3/c1-16(2)22-13-12-18(4)9-7-8-17(3)10-11-20(24-19(5)23)21(6,25-22)14-15-22/h8,12,16,20H,7,9-11,13-15H2,1-6H3/b17-8+,18-12+/t20-,21+,22+/m0/s1

Standard InChI Key:  HVBACKJYWZTKCA-XSLBTUIJSA-N

Alternative Forms

1. Parent:

   

   ALA3979367

   [(1R,2S,5E,9E,12S)-1,5,9-trimethyl-12-propan-2-yl-15-oxabicyclo[10.2.1]pentadeca-5,9-dien-2-yl] acetate

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: 348.53

Molecular Weight (Monoisotopic): 348.2664

AlogP: 5.74

#Rotatable Bonds: 2

Polar Surface Area: 35.53

Molecular Species: NEUTRAL

HBA: 3

HBD: ┄

#RO5 Violations: 1

HBA (Lipinski): 3

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 5.19

CX LogD: 5.19

Aromatic Rings: ┄

Heavy Atoms: 25

QED Weighted: 0.47

Np Likeness Score: 2.90

References

1. Pollastro F, Golin S, Chianese G, Putra MY, Schiano Moriello A, De Petrocellis L, García V, Munoz E, Taglialatela-Scafati O, Appendino G..  (2016)  Neuroactive and Anti-inflammatory Frankincense Cembranes: A Structure-Activity Study.,  79  (7): [PMID:27352042] [10.1021/acs.jnatprod.6b00141]

Source

Source(1):

• Scientific Literature