SCS-C004819
gemmacolide S
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:
10.1021/np200330c
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
864.9 Da
Threshold ≤ 500
ALogP
3.02
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
18
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C43H60O18
Molecular Weight:
864.9350 Da
SMILES:
CC(=O)O[C@@H]1[C@H](OC(=O)CC(C)C)[C@H](OC(C)=O)[C@]2(C)[C@@H](OC(=O)COC(=O)CC(C)C)/C=C\C(COC(=O)CC(C)C)=C/[C@@H]3OC(=O)[C@H](C)[C@@]3(O)[C@@H](OC(C)=O)[C@H]2[C@@]12CO2
InChIKey:
JYULKBGVVJTFBO-YMXKAFBTSA-N
InChI:
InChI=1S/C43H60O18/c1-21(2)14-31(47)53-18-28-12-13-29(59-34(50)19-54-32(48)15-22(3)4)41(11)36(39(58-27(10)46)43(52)24(7)40(51)60-30(43)17-28)42(20-55-42)38(57-26(9)45)35(37(41)56-25(8)44)61-33(49)16-23(5)6/h12-13,17,21-24,29-30,35-39,52H,14-16,18-20H2,1-11H3/b13-12-,28-17+/t24-,29-,30-,35+,36+,37-,38+,39-,41+,42-,43-/m0/s1
Calculated Properties
ALogP:
3.024 lipophilicity
TPSA:
243.16 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
18
Rotatable Bonds:
15
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
0.7209 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004819
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.