SCS-C004189
gemmacolide V
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
Dichotella gemmacea
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Ellisellidae
Genus
Dichotella
Species
Dichotella gemmacea
Beihai
DOI:
10.1016/j.bmcl.2012.05.001
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
638.7 Da
Threshold ≤ 500
ALogP
1.33
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C31H42O14
Molecular Weight:
638.6630 Da
SMILES:
C=C1[C@H](OC(C)=O)C[C@H](OC(C)=O)[C@@]2(C)[C@@H](OC(C)=O)C[C@@H](OC(C)=O)[C@]3(CO3)[C@@H]2[C@H](OC(C)=O)[C@]2(O)[C@@H](C)C(=O)O[C@H]2[C@H]1C
InChIKey:
JEUTWZVIPZYJFC-SPVSHBQCSA-N
InChI:
InChI=1S/C31H42O14/c1-13-14(2)26-31(38,15(3)28(37)45-26)27(44-20(8)36)25-29(9,22(41-17(5)33)10-21(13)40-16(4)32)23(42-18(6)34)11-24(43-19(7)35)30(25)12-39-30/h14-15,21-27,38H,1,10-12H2,2-9H3/t14-,15-,21+,22-,23-,24+,25+,26-,27-,29-,30+,31-/m0/s1
Calculated Properties
ALogP:
1.329 lipophilicity
TPSA:
190.56 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
14
Rotatable Bonds:
5
Ring Count:
4
(0 aromatic)
Chiral Centers:
12
Fsp³:
0.7419 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004189
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.