SCS-C004688
aplysiol A
Pathway: Terpenoids
Superclass: Polyethers
Class: Oxasqualenoids
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
Aplysia dactylomela
(NA)
Kingdom
Metazoa
Phylum
Mollusca
Class
Gastropoda
Order
Aplysiida
Family
Aplysiidae
Genus
Aplysia
Species
Aplysia dactylomela
South China Sea
DOI:
10.1016/j.tet.2007.07.055
· Tetrahedron
Drug-likeness (Lipinski Ro5)
Molecular Weight
621.6 Da
Threshold ≤ 500
ALogP
4.15
Threshold ≤ 5
H-Bond Donors
4
Threshold ≤ 5
H-Bond Acceptors
8
Threshold ≤ 10
1 violation (MW) — borderline drug-like
Chemical Properties
Molecular Formula:
C30H53BrO8
Molecular Weight:
621.6500 Da
SMILES:
CC(C)(O)[C@@H]1O[C@@](C)([C@@H](O)CC[C@](C)(O)[C@H]2CC[C@H]3O[C@@H]([C@]4(C)CC[C@@H](Br)C(C)(C)O4)CC[C@]3(C)O2)C[C@@H]1O
InChIKey:
WMQSTAGWZIVTEI-UMPSJSFSSA-N
InChI:
InChI=1S/C30H53BrO8/c1-25(2,34)24-18(32)17-30(8,38-24)20(33)12-14-27(5,35)21-9-10-22-28(6,37-21)16-13-23(36-22)29(7)15-11-19(31)26(3,4)39-29/h18-24,32-35H,9-17H2,1-8H3/t18-,19+,20-,21+,22+,23+,24+,27-,28-,29-,30+/m0/s1
Calculated Properties
ALogP:
4.154 lipophilicity
TPSA:
117.84 Ų polar surface area
H-Bond Donors:
4
H-Bond Acceptors:
8
Rotatable Bonds:
7
Ring Count:
4
(0 aromatic)
Chiral Centers:
11
Fsp³:
1.0000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004688
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Polyethers
NPClassifier Class:
Oxasqualenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.