SCS-C005189
4β-acetoxy-9-deacetylstylatulide lactone
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Briarane diterpenoids
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
Briareum sp.
(NA)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Briareidae
Genus
Briareum
Species
NA
Nanwan, Pingtung
DOI:
10.1021/np960218s
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
508.6 Da
Threshold ≤ 500
ALogP
1.76
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C26H36O10
Molecular Weight:
508.5640 Da
SMILES:
CC(=O)O[C@H]1CC=C(C)[C@@H]2[C@@H](O)[C@@]3(O)[C@H](/C=C(/C)[C@H](OC(C)=O)C[C@@H](OC(C)=O)[C@@]12C)OC(=O)[C@@H]3C
InChIKey:
ICLRQQSDLHKALI-RMSZVCEZSA-N
InChI:
InChI=1S/C26H36O10/c1-12-8-9-19(34-16(5)28)25(7)20(35-17(6)29)11-18(33-15(4)27)13(2)10-21-26(32,23(30)22(12)25)14(3)24(31)36-21/h8,10,14,18-23,30,32H,9,11H2,1-7H3/b13-10-/t14-,18+,19-,20+,21-,22+,23+,25+,26-/m0/s1
Calculated Properties
ALogP:
1.758 lipophilicity
TPSA:
145.66 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
10
Rotatable Bonds:
3
Ring Count:
3
(0 aromatic)
Chiral Centers:
9
Fsp³:
0.6923 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005189
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Briarane diterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.