SCS-C003190
(1S,1'S,2'R,3R,6S)-2'-bromo-1-chloro-3',3',6-trimethyl-5'-methylidenespiro[7-oxabicyclo[4.1.0]heptane-3,4'-cyclohexane]-1'-ol
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Chamigrane sesquiterpenoids
Chemical Structure
![Structure of (1S,1'S,2'R,3R,6S)-2'-bromo-1-chloro-3',3',6-trimethyl-5'-methylidenespiro[7-oxabicyclo[4.1.0]heptane-3,4'-cyclohexane]-1'-ol](/scsmarinenp/static/images/structures/SCS-C003190.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 mariannensis
(marine red alga)
Kingdom
NA
Phylum
Rhodophyta
Class
Florideophyceae
Order
Ceramiales
Family
Rhodomelaceae
Genus
Laurencia
Species
Laurencia mariannensis
Hainan Island
DOI:
10.1021/np070378b
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
349.7 Da
Threshold ≤ 500
ALogP
3.99
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
2
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H22BrClO2
Molecular Weight:
349.6960 Da
SMILES:
C=C1C[C@H](O)[C@H](Br)C(C)(C)[C@@]12CC[C@]1(C)O[C@]1(Cl)C2
InChIKey:
QHRFNRBIVPGTIX-XSXPHNMFSA-N
InChI:
InChI=1S/C15H22BrClO2/c1-9-7-10(18)11(16)12(2,3)14(9)6-5-13(4)15(17,8-14)19-13/h10-11,18H,1,5-8H2,2-4H3/t10-,11-,13-,14+,15+/m0/s1
Calculated Properties
ALogP:
3.991 lipophilicity
TPSA:
32.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
0
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.8667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003190
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Chamigrane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.