SCS-C005454

5-[(1S,3R)-3-hydroxy-1,3-dimethyl-2-methylidenecyclopentyl]-2-methylphenol

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Laurane sesquiterpenoids

Chemical Structure

Structure of 5-[(1S,3R)-3-hydroxy-1,3-dimethyl-2-methylidenecyclopentyl]-2-methylphenol

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Laurencia tristicha (NA)

Kingdom NA Phylum Rhodophyta Class Florideophyceae Order Ceramiales Family Rhodomelaceae Genus Laurencia Species Laurencia tristicha

Guangdong coast

DOI: 10.1021/np050096g · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

232.3 Da

Threshold ≤ 500

ALogP

3.06

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C15H20O2

Molecular Weight:

232.3230 Da

SMILES:

C=C1[C@](C)(O)CC[C@@]1(C)c1ccc(C)c(O)c1

InChIKey:

                        UKENRQMAJOZKQQ-HUUCEWRRSA-N
                        
                    

InChI:

InChI=1S/C15H20O2/c1-10-5-6-12(9-13(10)16)14(3)7-8-15(4,17)11(14)2/h5-6,9,16-17H,2,7-8H2,1,3-4H3/t14-,15-/m1/s1

Calculated Properties

ALogP:

3.059 lipophilicity

TPSA:

40.46 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005454

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Laurane sesquiterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD14897

Biological Activity Data

No bioactivity data available for this compound.

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