SCS-C004962
phyllactone F
Pathway: Terpenoids
Superclass: Sesterterpenoids
Class: Scalarane sesterterpenoids
Glycoside
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
Carteriospongia foliascens
(Sponge)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Thorectidae
Genus
Phyllospongia
Species
Phyllospongia foliascens
South China Sea
DOI:
10.1021/np50089a007
· Journal of Natural Products
Drug-likeness (Lipinski Ro5)
Molecular Weight
556.8 Da
Threshold ≤ 500
ALogP
6.49
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C34H52O6
Molecular Weight:
556.7840 Da
SMILES:
CC[C@@]1(C)CCC[C@@]2(C)C1CC[C@]1(C)C2C[C@@H](OC(=O)CC(O)CC(C)C)[C@]2(C)C3=C(C=CC12)[C@](C)(O)OC3=O
InChIKey:
QQENMPBIFKODMD-OFJBDPOZSA-N
InChI:
InChI=1S/C34H52O6/c1-9-30(4)14-10-15-31(5)23(30)13-16-32(6)24-12-11-22-28(29(37)40-34(22,8)38)33(24,7)26(19-25(31)32)39-27(36)18-21(35)17-20(2)3/h11-12,20-21,23-26,35,38H,9-10,13-19H2,1-8H3/t21?,23?,24?,25?,26-,30+,31+,32+,33-,34-/m1/s1
Calculated Properties
ALogP:
6.492 lipophilicity
TPSA:
93.06 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
6
Rotatable Bonds:
6
Ring Count:
5
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.8235 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004962
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesterterpenoids
NPClassifier Class:
Scalarane sesterterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.