SCS-C004169
gemmacolide W
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
Beihai
DOI:
10.1016/j.bmcl.2012.05.001
· Bioorganic & Medicinal Chemistry Letters
Drug-likeness (Lipinski Ro5)
Molecular Weight
780.9 Da
Threshold ≤ 500
ALogP
2.92
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
16
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C39H56O16
Molecular Weight:
780.8610 Da
SMILES:
C=C1[C@H](OC(=O)CC(C)C)C[C@H](OC(C)=O)[C@@]2(C)[C@@H](OC(C)=O)[C@@H](OC(=O)CC(C)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:
HAQFNJWVRKXESN-PMJYWUNRSA-N
InChI:
InChI=1S/C39H56O16/c1-17(2)13-28(44)53-26-15-27(49-22(8)40)37(12)31(35(52-25(11)43)39(47)21(7)36(46)55-32(39)20(6)19(26)5)38(16-48-38)34(51-24(10)42)30(33(37)50-23(9)41)54-29(45)14-18(3)4/h17-18,20-21,26-27,30-35,47H,5,13-16H2,1-4,6-12H3/t20-,21-,26+,27-,30+,31+,32-,33-,34+,35-,37+,38-,39-/m0/s1
Calculated Properties
ALogP:
2.923 lipophilicity
TPSA:
216.86 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
16
Rotatable Bonds:
10
Ring Count:
4
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.7692 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004169
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.