anadensin

ID: ALA1774428

Chembl Id: CHEMBL1774428

PubChem CID: 14707350

Max Phase: Preclinical

Molecular Formula: C20H32O2

Molecular Weight: 304.47

Molecule Type: Small molecule

Names and Identifiers

Synonyms: Anadensin | ANADENSIN|CHEBI:67830|CHEMBL1774428|Q27136306|(1R,3R,4S,8S,11S,12R)-3-hydroxy-1,4,8-trimethyl-12-propan-2-yltricyclo[9.3.0.03,7]tetradec-6-en-5-one

Canonical SMILES:  CC(C)[C@H]1CC[C@]2(C)C[C@]3(O)C(=CC(=O)[C@H]3C)[C@@H](C)CC[C@@H]12

Standard InChI:  InChI=1S/C20H32O2/c1-12(2)15-8-9-19(5)11-20(22)14(4)18(21)10-17(20)13(3)6-7-16(15)19/h10,12-16,22H,6-9,11H2,1-5H3/t13-,14+,15+,16-,19+,20+/m0/s1

Standard InChI Key:  JJHOOGDZTIBHQQ-CCOVMOLUSA-N

Alternative Forms

1. Parent:

   

   ALA1774428

   ANADENSIN

Molecule Features

Natural Product: Yes

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: 304.47

Molecular Weight (Monoisotopic): 304.2402

AlogP: 4.37

#Rotatable Bonds: 1

Polar Surface Area: 37.30

Molecular Species: NEUTRAL

HBA: 2

HBD: 1

#RO5 Violations: ┄

HBA (Lipinski): 2

HBD (Lipinski): 1

#RO5 Violations (Lipinski): ┄

CX Acidic pKa: 13.75

CX Basic pKa: ┄

CX LogP: 4.59

CX LogD: 4.59

Aromatic Rings: ┄

Heavy Atoms: 22

QED Weighted: 0.78

Np Likeness Score: 2.83

References

1. Gilabert M, Ramos AN, Schiavone MM, Arena ME, Bardón A..  (2011)  Bioactive sesqui- and diterpenoids from the Argentine liverwort Porella chilensis.,  74  (4): [PMID:21384863] [10.1021/np100472d]

2. Li RJ, Lin ZM, Kang YQ, Guo YX, Lv X, Zhou JC, Wang S, Lou HX..  (2014)  Cembrane-type diterpenoids from the Chinese liverworts Chandonanthus hirtellus and C. birmensis.,  77  (2): [PMID:24491225] [10.1021/np400936t]

3. Lin ZM, Guo YX, Wang SQ, Wang XN, Chang WQ, Zhou JC, Yuan H, Lou H..  (2014)  Diterpenoids from the Chinese liverwort Heteroscyphus tener and their antiproliferative effects.,  77  (6): [PMID:24940845] [10.1021/np5000507]

Source

Source(1):

• Scientific Literature