SCS-C004398
gemmacolide AS
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Briarane 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
Dichotella gemmacea
(gorgonian)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Ellisellidae
Genus
Dichotella
Species
Dichotella gemmacea
South China Sea
DOI:
10.3390/md12126178
· Marine Drugs; RSC Advances
Drug-likeness (Lipinski Ro5)
Molecular Weight
706.8 Da
Threshold ≤ 500
ALogP
2.91
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:
C36H50O14
Molecular Weight:
706.7820 Da
SMILES:
CC(=O)O[C@H]1/C=C\C(COC(=O)CC(C)C)=C/[C@@H]2OC(=O)[C@H](C)[C@@]2(O)[C@@H](OC(C)=O)[C@H]2[C@@]3(CO3)[C@H](OC(C)=O)C[C@H](OC(=O)CC(C)C)[C@]12C
InChIKey:
NFTUAMISFLCLDT-FQGMVDKISA-N
InChI:
InChI=1S/C36H50O14/c1-18(2)12-29(40)44-16-24-10-11-25(46-21(6)37)34(9)26(49-30(41)13-19(3)4)15-27(47-22(7)38)35(17-45-35)31(34)32(48-23(8)39)36(43)20(5)33(42)50-28(36)14-24/h10-11,14,18-20,25-28,31-32,43H,12-13,15-17H2,1-9H3/b11-10-,24-14+/t20-,25-,26-,27+,28-,31+,32-,34-,35+,36-/m0/s1
Calculated Properties
ALogP:
2.913 lipophilicity
TPSA:
190.56 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
14
Rotatable Bonds:
10
Ring Count:
4
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.7222 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004398
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.