SCS-C003108
(2R,4R,5aS,7S,9aS)-7-bromo-2-(bromomethyl)-6,6,9a-trimethyl-3-methylidene-4,5,5a,7,8,9-hexahydrobenzo[b]oxepin-4-ol
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Chamigrane sesquiterpenoids
Chemical Structure
![Structure of (2R,4R,5aS,7S,9aS)-7-bromo-2-(bromomethyl)-6,6,9a-trimethyl-3-methylidene-4,5,5a,7,8,9-hexahydrobenzo[b]oxepin-4-ol](/scsmarinenp/static/images/structures/SCS-C003108.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:
10.1002/hlca.200800437
· Helvetica Chimica Acta
Drug-likeness (Lipinski Ro5)
Molecular Weight
396.2 Da
Threshold ≤ 500
ALogP
4.05
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:
C15H24Br2O2
Molecular Weight:
396.1630 Da
SMILES:
C=C1[C@H](O)C[C@H]2C(C)(C)[C@@H](Br)CC[C@]2(C)O[C@H]1CBr
InChIKey:
LWYFAEHJQSCFQJ-MCZMQQNQSA-N
InChI:
InChI=1S/C15H24Br2O2/c1-9-10(18)7-12-14(2,3)13(17)5-6-15(12,4)19-11(9)8-16/h10-13,18H,1,5-8H2,2-4H3/t10-,11+,12+,13+,15+/m1/s1
Calculated Properties
ALogP:
4.046 lipophilicity
TPSA:
29.46 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
2
Rotatable Bonds:
1
Ring Count:
2
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.8667 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003108
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.