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  3. 4-bromo-2-[(1R,3R)-3-hydroxy-1,3-dimethyl-2-methylidenecyclopentyl]-5-methylphenol

SCS-C005199

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

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Laurane sesquiterpenoids
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Chemical Structure

Structure of 4-bromo-2-[(1R,3R)-3-hydroxy-1,3-dimethyl-2-methylidenecyclopentyl]-5-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
Shanwei
DOI: 10.1080/14786410802019309  · Natural Product Research

Drug-likeness (Lipinski Ro5)

Molecular Weight
311.2 Da
Threshold ≤ 500
ALogP
3.82
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C15H19BrO2
Molecular Weight:
311.2190 Da
SMILES:
C=C1[C@](C)(O)CC[C@@]1(C)c1cc(Br)c(C)cc1O
InChIKey:
NUAGYDHKVAQHQM-HUUCEWRRSA-N
InChI:
InChI=1S/C15H19BrO2/c1-9-7-13(17)11(8-12(9)16)14(3)5-6-15(4,18)10(14)2/h7-8,17-18H,2,5-6H2,1,3-4H3/t14-,15-/m1/s1
Calculated Properties
ALogP:
3.822 lipophilicity
TPSA:
40.46 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
2
Rotatable Bonds:
1
Ring Count:
2 (1 aromatic)
Chiral Centers:
2
Fsp³:
0.4667 fraction sp³ carbon

Database Information

Compound ID:
SCS-C005199
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Laurane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD17817

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged