SCS-C008384
(1S,2S,3S,6S,13S)-6-hydroxy-1,3,13-trimethyl-4,5-dioxatricyclo[7.4.0.0^{2,6}]tridec-9-ene-3-carbaldehyde
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Nardosinane sesquiterpenoids
Chemical Structure
![Structure of (1S,2S,3S,6S,13S)-6-hydroxy-1,3,13-trimethyl-4,5-dioxatricyclo[7.4.0.0^{2,6}]tridec-9-ene-3-carbaldehyde](/scsmarinenp/static/images/structures/SCS-C008384.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
Lemnalia flava
(soft coral)
Original source name: Lemnalia flava | L. flava
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Nephtheidae
Genus
Lemnalia
Species
Lemnalia flava
South China Sea
· -15 m
DOI:
10.1021/acs.joc.8b02912
· The Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
266.3 Da
Threshold ≤ 500
ALogP
2.37
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:
C15H22O4
Molecular Weight:
266.3370 Da
SMILES:
C[C@H]1CCC=C2CC[C@]3(O)OO[C@](C)(C=O)[C@@H]3[C@@]21C
InChIKey:
XGWXGPXLJKXRRK-NBRWMIFNSA-N
InChI:
InChI=1S/C15H22O4/c1-10-5-4-6-11-7-8-15(17)12(14(10,11)3)13(2,9-16)18-19-15/h6,9-10,12,17H,4-5,7-8H2,1-3H3/t10-,12+,13+,14+,15-/m0/s1
Calculated Properties
ALogP:
2.367 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:
5
Fsp³:
0.8000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C008384
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Nardosinane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.