13-epi-sclareol

ID: ALA464176

Chembl Id: CHEMBL464176

PubChem CID: 7093249

Max Phase: Preclinical

Molecular Formula: C20H36O2

Molecular Weight: 308.51

Molecule Type: Small molecule

Names and Identifiers

Synonyms: 13-Epi-Sclareol | 13-Epi-Scloreol | 13-epi-sclareol|13-Epi-Scloreol|13-Episclareol (6CI)|MLS001048997|CHEMBL464176|SCHEMBL5704187|DTXSID50109996|AKOS024282461|CCG-208512|NCGC00017226-02|NCGC00142459-01|2-((3S)-3-hydroxy-3-methylpent-4-enyl)(1S,6S,2R,3R)-1,3,7,7-tetramethylbicyclo [4.4.0]decan-3-ol|SMR000387011|SR-01000758218|SR-01000758218-3

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

Standard InChI:  InChI=1S/C20H36O2/c1-7-18(4,21)13-9-16-19(5)12-8-11-17(2,3)15(19)10-14-20(16,6)22/h7,15-16,21-22H,1,8-14H2,2-6H3/t15-,16+,18+,19-,20+/m0/s1

Standard InChI Key:  XVULBTBTFGYVRC-GRLGQGAKSA-N

Alternative Forms

1. Parent:

   

   ALA464176

   2-((3S)-3-hydroxy-3-methylpent-4-enyl)(1S,6S,2R,3R)-1,3,7,7-tetramethylbicyclo [4.4.0]decan-3-ol

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: 308.51

Molecular Weight (Monoisotopic): 308.2715

AlogP: 4.70

#Rotatable Bonds: 4

Polar Surface Area: 40.46

Molecular Species: NEUTRAL

HBA: 2

HBD: 2

#RO5 Violations: 0

HBA (Lipinski): 2

HBD (Lipinski): 2

#RO5 Violations (Lipinski): 0

CX Acidic pKa:

CX Basic pKa:

CX LogP: 4.34

CX LogD: 4.34

Aromatic Rings: 0

Heavy Atoms: 22

QED Weighted: 0.74

Np Likeness Score: 3.07

References

1. Lee SO, Choi SZ, Choi SU, Lee KC, Chin YW, Kim J, Kim YC, Lee KR..  (2005)  Labdane diterpenes from Aster spathulifolius and their cytotoxic effects on human cancer cell lines.,  68  (10): [PMID:16252909] [10.1021/np058044e]

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. PubChem BioAssay data set, 

4. PubChem BioAssay data set, 

5. PubChem BioAssay data set, 

6. 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(2):

• Scientific Literature
• PubChem BioAssays