SCS-C001020
spongiolide A
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)
Kingdom
Metazoa
Phylum
Porifera
Class
Demospongiae
Order
Dictyoceratida
Family
Spongiidae
Genus
Spongia
Species
Spongia officinalis
Weizhou Island
Master's thesis, 2018.
Drug-likeness (Lipinski Ro5)
Molecular Weight
546.2 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:
546.2121 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-SDJAXVEPSA-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-C001020
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.