SCS-C000927
guaiane-type sesquiterpenoid
Pathway: Terpenoids
Superclass: Sesquiterpenoids
Class: Eudesmane sesquiterpenoids | Guaiane sesquiterpenoids
Glycoside
Chemical Structure
Loading 3D structure...
3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Echinogorgia sassapo
(gorgonian)
Original source name: Echinogorgia sassapo reticulata
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Plexauridae
Genus
Echinogorgia
Species
Echinogorgia sassapo
Weizhou Island
DOI:
10.1016/j.bse.2014.06.010
· Biochemical Systematics and Ecology
Drug-likeness (Lipinski Ro5)
Molecular Weight
260.3 Da
Threshold ≤ 500
ALogP
3.13
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C16H20O3
Molecular Weight:
260.3330 Da
SMILES:
C=C1C[C@]2(OC)OC(=O)C(C)=C2C[C@@H]2C(=C)CC[C@H]12
InChIKey:
NXCFHBUZQKUKJH-IOASZLSFSA-N
InChI:
InChI=1S/C16H20O3/c1-9-5-6-12-10(2)8-16(18-4)14(7-13(9)12)11(3)15(17)19-16/h12-13H,1-2,5-8H2,3-4H3/t12-,13-,16+/m1/s1
Calculated Properties
ALogP:
3.135 lipophilicity
TPSA:
35.53 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
3
Rotatable Bonds:
1
Ring Count:
3
(0 aromatic)
Chiral Centers:
3
Fsp³:
0.5625 fraction sp³ carbon
Database Information
Compound ID:
SCS-C000927
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Eudesmane sesquiterpenoids
Guaiane sesquiterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.