SCS-C005079
gyrosanin A
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Cembrane diterpenoids | Norcembrane diterpenoids
Chemical Structure
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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
Sinularia gyrosa
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Malacalcyonacea
Family
Sinulariidae
Genus
Sinularia
Species
Sinularia gyrosa
Dongsha Atoll
DOI:
10.1016/j.bmc.2010.04.012
· Bioorganic & Medicinal Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
396.4 Da
Threshold ≤ 500
ALogP
0.47
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H28O8
Molecular Weight:
396.4360 Da
SMILES:
C=C(C)[C@@H]1CC(=O)C[C@H]2O[C@@](C)(CC2=O)C[C@@H](O)[C@@H]2O[C@@]2(C(=O)OC)[C@@H](O)C1
InChIKey:
LQKBZDWBXWSEMX-HZQHDYPZSA-N
InChI:
InChI=1S/C20H28O8/c1-10(2)11-5-12(21)7-15-13(22)8-19(3,27-15)9-14(23)17-20(28-17,16(24)6-11)18(25)26-4/h11,14-17,23-24H,1,5-9H2,2-4H3/t11-,14-,15-,16+,17+,19+,20+/m1/s1
Calculated Properties
ALogP:
0.471 lipophilicity
TPSA:
122.66 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
8
Rotatable Bonds:
2
Ring Count:
3
(0 aromatic)
Chiral Centers:
7
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005079
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Cembrane diterpenoids
Norcembrane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.