SCS-C007498
arguside C
Pathway: Terpenoids
Superclass: Triterpenoids
Class: Lanostane, Tirucallane and Euphane triterpenoids
Glycoside
Chemical Structure
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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.
Source Information
Bohadschia argus
(sea cucumber)
Original source name: Bohadschia argus Jaeger
Kingdom
Metazoa
Phylum
Echinodermata
Class
Holothuroidea
Order
Aspidochirotida
Family
Holothuriidae
Genus
Bohadschia
Species
Bohadschia argus
South China Sea
· 3-30 m
DOI:
10.1002/cbdv.200890115
· Chemistry & Biodiversity
Drug-likeness (Lipinski Ro5)
Molecular Weight
1443.6 Da
Threshold ≤ 500
ALogP
-5.06
Threshold ≤ 5
H-Bond Donors
17
Threshold ≤ 5
H-Bond Acceptors
33
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C67H110O33
Molecular Weight:
1443.5840 Da
SMILES:
CO[C@@H]1[C@@H](O)[C@H](O[C@@H]2[C@@H](O)[C@H](O[C@H]3[C@H](O)[C@@H](O)[C@H](O[C@H]4[C@H](O[C@H]5CC[C@]6(C)C7=C[C@H](O)[C@]89C(=O)O[C@@](C)(CCCC(C)C)[C@H]8CC[C@@]9(C)[C@@H]7CC[C@@H]6C5(C)C)OC[C@@H](O[C@@H]5O[C@H](CO)[C@@H](O)[C@H](O[C@@H]6O[C@H](CO)[C@@H](O)[C@H](OC)[C@H]6O)[C@H]5O)[C@@H]4O)O[C@@H]3CO)O[C@H](CO)[C@H]2O)O[C@H](CO)[C@H]1O
InChIKey:
QWPAJFDQSRGEFG-JYBHEXRBSA-N
InChI:
InChI=1S/C67H110O33/c1-26(2)11-10-16-66(7)36-14-18-65(6)27-12-13-35-63(3,4)38(15-17-64(35,5)28(27)19-37(73)67(36,65)62(85)100-66)95-61-55(43(78)34(25-88-61)94-57-48(83)53(41(76)31(22-70)89-57)97-58-46(81)51(86-8)39(74)29(20-68)90-58)99-56-45(80)44(79)50(33(24-72)93-56)96-60-49(84)54(42(77)32(23-71)92-60)98-59-47(82)52(87-9)40(75)30(21-69)91-59/h19,26-27,29-61,68-84H,10-18,20-25H2,1-9H3/t27-,29-,30-,31-,32-,33-,34-,35-,36-,37+,38+,39-,40-,41-,42-,43+,44-,45-,46-,47-,48-,49-,50-,51+,52+,53+,54+,55-,56+,57+,58+,59+,60+,61+,64-,65+,66+,67+/m1/s1
Calculated Properties
ALogP:
-5.062 lipophilicity
TPSA:
499.43 Ų polar surface area
H-Bond Donors:
17
H-Bond Acceptors:
33
Rotatable Bonds:
23
Ring Count:
11
(0 aromatic)
Chiral Centers:
38
Fsp³:
0.9552 fraction sp³ carbon
Database Information
Compound ID:
SCS-C007498
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Triterpenoids
NPClassifier Class:
Lanostane, Tirucallane and Euphane triterpenoids
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 |
|---|---|---|---|---|
| Antitumor | IC50 | A549 | 0.53 μg/ml | 10.1002/cbdv.200890115 Chemistry & Biodiversity |
| Antitumor | IC50 | HCT-116 | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.200890115 Chemistry & Biodiversity |
| Antitumor | IC50 | HepG2 | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.200890115 Chemistry & Biodiversity |
| Antitumor | IC50 | MCF-7 | — Structured numeric value is not available in this record; see the primary reference. | 10.1002/cbdv.200890115 Chemistry & Biodiversity |