SCS-C005461
(1S,9R)-4-bromo-1,5,9-trimethyl-12-methylidene-8-oxatricyclo[7.2.1.02,7]dodeca-2,4,6-triene
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Laurane sesquiterpenoids
Chemical Structure
![Structure of (1S,9R)-4-bromo-1,5,9-trimethyl-12-methylidene-8-oxatricyclo[7.2.1.02,7]dodeca-2,4,6-triene](/scsmarinenp/static/images/structures/SCS-C005461.png)
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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.
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
293.2 Da
Threshold ≤ 500
ALogP
4.52
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
1
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H17BrO
Molecular Weight:
293.2040 Da
SMILES:
C=C1[C@@]2(C)CC[C@]1(C)c1cc(Br)c(C)cc1O2
InChIKey:
ZGUGMAZHVHIKQT-LSDHHAIUSA-N
InChI:
InChI=1S/C15H17BrO/c1-9-7-13-11(8-12(9)16)14(3)5-6-15(4,17-13)10(14)2/h7-8H,2,5-6H2,1,3-4H3/t14-,15+/m0/s1
Calculated Properties
ALogP:
4.516 lipophilicity
TPSA:
9.23 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
1
Rotatable Bonds:
0
Ring Count:
3
(1 aromatic)
Chiral Centers:
2
Fsp³:
0.4667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005461
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Laurane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.