ID: ALA561922

Max Phase: Preclinical

Molecular Formula: C20H34O

Molecular Weight: 290.49

Molecule Type: Small molecule

Representations

Synonyms (1): Manool
Synonyms from Alternative Forms(1):

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

Standard InChI:  InChI=1S/C20H34O/c1-7-19(5,21)14-11-16-15(2)9-10-17-18(3,4)12-8-13-20(16,17)6/h7,16-17,21H,1-2,8-14H2,3-6H3/t16-,17-,19+,20+/m0/s1

Standard InChI Key:  CECREIRZLPLYDM-RAUXBKROSA-N

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

Properties

Molecular Weight: 290.49

Molecular Weight (Monoisotopic): 290.2610

AlogP: 5.50

#Rotatable Bonds: 4

Polar Surface Area: 20.23

Molecular Species: NEUTRAL

HBA: 1

HBD: 1

#RO5 Violations: 1

HBA (Lipinski): 1

HBD (Lipinski): 1

#RO5 Violations (Lipinski): 1

CX Acidic pKa:

CX Basic pKa:

CX LogP: 5.30

CX LogD: 5.30

Aromatic Rings: 0

Heavy Atoms: 21

QED Weighted: 0.68

Np Likeness Score: 3.23

References

1. Li YL, Yang XW, Li SM, Shen YH, Zeng HW, Liu XH, Tang J, Zhang WD..  (2009)  Terpenoid constituents of Abies chensiensis with potential anti-inflammatory activity.,  72  (6): [PMID:19435338] [10.1021/np800790h]

2. Yang XW, Feng L, Li SM, Liu XH, Li YL, Wu L, Shen YH, Tian JM, Zhang X, Liu XR, Wang N, Liu Y, Zhang WD..  (2010)  Isolation, structure, and bioactivities of abiesadines A-Y, 25 new diterpenes from Abies georgei Orr.,  18  (2): [PMID:20022253] [10.1016/j.bmc.2009.11.055]

3. Brunhofer G, Fallarero A, Karlsson D, Batista-Gonzalez A, Shinde P, Gopi Mohan C, Vuorela P..  (2012)  Exploration of natural compounds as sources of new bifunctional scaffolds targeting cholinesterases and beta amyloid aggregation: the case of chelerythrine.,  20  (22): [PMID:23062825] [10.1016/j.bmc.2012.09.040]

4. Bisio A, Schito AM, Pedrelli F, Danton O, Reinhardt JK, Poli G, Tuccinardi T, Bürgi T, De Riccardis F, Giacomini M, Calzia D, Panfoli I, Schito GC, Hamburger M, De Tommasi N..  (2020)  Antibacterial and ATP Synthesis Modulating Compounds from Salvia tingitana.,  83  (4): [PMID:32182064] [10.1021/acs.jnatprod.9b01024]

Source

Source(1):

• Scientific Literature