SCS-C002916
3-[(2R,3aS,5S,7aS)-5-bromo-4,4,7a-trimethyl-2,3,3a,5,6,7-hexahydro-1-benzofuran-2-yl]-4-hydroxy-2H-furan-5-one
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Farnesane sesquiterpenoids
Chemical Structure
![Structure of 3-[(2R,3aS,5S,7aS)-5-bromo-4,4,7a-trimethyl-2,3,3a,5,6,7-hexahydro-1-benzofuran-2-yl]-4-hydroxy-2H-furan-5-one](/scsmarinenp/static/images/structures/SCS-C002916.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 saitoi
(NA)
Kingdom
NA
Phylum
Rhodophyta
Class
Florideophyceae
Order
Ceramiales
Family
Rhodomelaceae
Genus
Laurencia
Species
Laurencia saitoi
Hainan Island
DOI:
10.1039/c005001f
· Natural Product Reports
Drug-likeness (Lipinski Ro5)
Molecular Weight
345.2 Da
Threshold ≤ 500
ALogP
3.10
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C15H21BrO4
Molecular Weight:
345.2330 Da
SMILES:
CC1(C)[C@@H](Br)CC[C@]2(C)O[C@@H](C3=C(O)C(=O)OC3)C[C@@H]12
InChIKey:
VBNSOLWVHSCXLZ-LMCGPQHNSA-N
InChI:
InChI=1S/C15H21BrO4/c1-14(2)10-6-9(8-7-19-13(18)12(8)17)20-15(10,3)5-4-11(14)16/h9-11,17H,4-7H2,1-3H3/t9-,10+,11+,15+/m1/s1
Calculated Properties
ALogP:
3.103 lipophilicity
TPSA:
55.76 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
4
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
4
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002916
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Farnesane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.