SCS-C004185
gemmacolide Y
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
699.1 Da
Threshold ≤ 500
ALogP
2.34
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
14
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C33H43ClO14
Molecular Weight:
699.1460 Da
SMILES:
C=C1[C@H]2O[C@]3([C@@H](C)C(=O)O[C@H]3[C@H]1Cl)[C@@H](OC(C)=O)[C@H]1[C@@]3(CO3)[C@H](OC(=O)CC(C)C)C[C@H](OC(C)=O)[C@]1(C)[C@@H](OC(C)=O)[C@@H]2OC(C)=O
InChIKey:
CECSTFVEQLNADX-NQVQZPQKSA-N
InChI:
InChI=1S/C33H43ClO14/c1-13(2)10-22(39)46-21-11-20(42-16(5)35)31(9)26(32(21)12-41-32)29(45-19(8)38)33-15(4)30(40)47-27(33)23(34)14(3)24(48-33)25(43-17(6)36)28(31)44-18(7)37/h13,15,20-21,23-29H,3,10-12H2,1-2,4-9H3/t15-,20-,21+,23-,24+,25+,26+,27-,28-,29-,31-,32+,33-/m0/s1
Calculated Properties
ALogP:
2.343 lipophilicity
TPSA:
179.56 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
14
Rotatable Bonds:
7
Ring Count:
5
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.7576 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004185
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.