SCS-C007152
ShFS (fucan sulfate from Stichopus herrmanni)
Pathway: Carbohydrates
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
Stichopus herrmanni
(sea cucumber)
Original source name: Stichopus herrmanni (S. herrmanni)
Kingdom
Metazoa
Phylum
Echinodermata
Class
Holothuroidea
Order
Aspidochirotida
Family
Stichopodidae
Genus
Stichopus
Species
Stichopus herrmanni
South China Sea
DOI:
10.1016/j.carbpol.2020.117513
· Carbohydrate Polymers
Drug-likeness (Lipinski Ro5)
Molecular Weight
762.6 Da
Threshold ≤ 500
ALogP
-15.02
Threshold ≤ 5
H-Bond Donors
5
Threshold ≤ 5
H-Bond Acceptors
22
Threshold ≤ 10
2 violations (MW, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C18H29Na3O22S3
Molecular Weight:
762.5790 Da
SMILES:
C[C@@H]1O[C@H](O[C@@H]2[C@H](O)[C@H](C)O[C@H](O[C@@H]3[C@H](O)[C@H](C)O[C@@H](O)[C@H]3OS(=O)(=O)[O-])[C@H]2OS(=O)(=O)[O-])[C@@H](OS(=O)(=O)[O-])[C@H](O)[C@@H]1O.[Na+].[Na+].[Na+]
InChIKey:
IQMJPHOEQJTTFL-BWEDPOMJSA-K
InChI:
InChI=1S/C18H32O22S3.3Na/c1-4-7(19)10(22)13(38-41(24,25)26)17(34-4)37-12-9(21)6(3)35-18(15(12)40-43(30,31)32)36-11-8(20)5(2)33-16(23)14(11)39-42(27,28)29;;;/h4-23H,1-3H3,(H,24,25,26)(H,27,28,29)(H,30,31,32);;;/q;3*+1/p-3/t4-,5-,6-,7+,8+,9+,10+,11+,12+,13-,14-,15-,16+,17+,18+;;;/m0.../s1
Calculated Properties
ALogP:
-15.025 lipophilicity
TPSA:
346.59 Ų polar surface area
H-Bond Donors:
5
H-Bond Acceptors:
22
Rotatable Bonds:
10
Ring Count:
3
(0 aromatic)
Chiral Centers:
15
Fsp³:
1.0000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007152
NPClassifier Pathway:
Carbohydrates
NPClassifier Superclass:
N/A
NPClassifier Class:
N/A
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
Activity values are displayed only when a quantitative or clearly reported result is available.
Tested organisms, cell lines and molecular targets are shown under Target / model.
| Activity | Assay | Target / model | Result | Reference |
|---|---|---|---|---|
| Cardiovascular / Hemostasis | doubling concentration | intrinsic coagulation pathway | 17.17 μg/mL | 10.1016/j.carbpol.2020.117513 Carbohydrate Polymers |
| Cardiovascular / Hemostasis | IC50 | thrombin (IIa) | — Structured numeric value is not available in this record; see the primary reference. | 10.1016/j.carbpol.2020.117513 Carbohydrate Polymers |
| Cardiovascular / Hemostasis | IC50 | thrombin (IIa) | 6368.79 ng/mL | 10.1016/j.carbpol.2020.117513 Carbohydrate Polymers |