SCS-C002793
13-α-acetoxy-3-deacetylpraelolide
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
Junceella fragilis
(sea whip gorgonian coral)
Kingdom
Metazoa
Phylum
Cnidaria
Class
Anthozoa
Order
Scleralcyonacea
Family
Ellisellidae
Genus
Junceella
Species
Junceella fragilis
Hainan Island
DOI:
10.1002/cbdv.201700053
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
615.0 Da
Threshold ≤ 500
ALogP
0.75
Threshold ≤ 5
H-Bond Donors
1
Threshold ≤ 5
H-Bond Acceptors
13
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C28H35ClO13
Molecular Weight:
615.0280 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[C@H](OC(C)=O)[C@H](OC(C)=O)[C@]1(C)[C@@H](OC(C)=O)[C@@H]2O
InChIKey:
OJLVWPVUHLDJRY-XWDVKFQDSA-N
InChI:
InChI=1S/C28H35ClO13/c1-10-17(29)22-28(11(2)25(35)41-22)24(40-15(6)33)20-26(7,23(39-14(5)32)18(34)19(10)42-28)21(38-13(4)31)16(37-12(3)30)8-27(20)9-36-27/h11,16-24,34H,1,8-9H2,2-7H3/t11-,16-,17-,18+,19+,20+,21-,22-,23-,24-,26+,27-,28-/m0/s1
Calculated Properties
ALogP:
0.746 lipophilicity
TPSA:
173.49 Ų polar surface area
H-Bond Donors:
1
H-Bond Acceptors:
13
Rotatable Bonds:
4
Ring Count:
5
(0 aromatic)
Chiral Centers:
13
Fsp³:
0.7500 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002793
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.