SCS-C004230
spongiolide B
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Spongiane diterpenoids
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
Spongia officinalis
(Spongia officinalis var. ceylonica)
Original source name: Spongia (Spongia) officinalis
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Spongiidae
Genus
Spongia
Species
Spongia officinalis
Weizhou Island
DOI:
10.1016/j.fitote.2018.02.010
· Fitoterapia
Drug-likeness (Lipinski Ro5)
Molecular Weight
546.6 Da
Threshold ≤ 500
ALogP
2.70
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C28H34O11
Molecular Weight:
546.5690 Da
SMILES:
CC(=O)OC[C@@]12CC[C@@H]3[C@](C)(C=C(OC(C)=O)C(=O)[C@]3(C)COC(C)=O)[C@H]1CCC1=C2[C@@H](OC(C)=O)OC1=O
InChIKey:
SSPYDQRYTJHQKE-OVGAWJJASA-N
InChI:
InChI=1S/C28H34O11/c1-14(29)35-12-27(6)20-9-10-28(13-36-15(2)30)21(26(20,5)11-19(23(27)33)37-16(3)31)8-7-18-22(28)25(38-17(4)32)39-24(18)34/h11,20-21,25H,7-10,12-13H2,1-6H3/t20-,21-,25+,26+,27-,28+/m1/s1
Calculated Properties
ALogP:
2.704 lipophilicity
TPSA:
148.57 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
11
Rotatable Bonds:
6
Ring Count:
4
(0 aromatic)
Chiral Centers:
6
Fsp³:
0.6429 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004230
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Spongiane diterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.