SCS-C005985
variegatuside 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
Stichopus horrens
(sea cucumber)
Original source name: Stichopus variegates Semper
Kingdom
Metazoa
Phylum
Echinodermata
Class
Holothuroidea
Order
Aspidochirotida
Family
Stichopodidae
Genus
Stichopus
Species
Stichopus horrens
South China Sea
DOI:
10.3390/md12042004
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
1073.2 Da
Threshold ≤ 500
ALogP
-0.81
Threshold ≤ 5
H-Bond Donors
11
Threshold ≤ 5
H-Bond Acceptors
22
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C53H84O22
Molecular Weight:
1073.2330 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)[C@@H]7CC[C@]89C(=O)O[C@@](C)(C[C@H](O)C=C(C)C)[C@H]8CC[C@@]9(C)C7=CC[C@H]6C5(C)C)OC[C@@H](O)[C@@H]4O)O[C@@H]3CO)OC[C@H]2O)O[C@H](CO)[C@H]1O
InChIKey:
NKUSANRLXZROQN-OJTCXXIXSA-N
InChI:
InChI=1S/C53H84O22/c1-23(2)17-24(56)18-52(7)32-12-15-51(6)26-9-10-31-49(3,4)33(13-14-50(31,5)25(26)11-16-53(32,51)48(65)75-52)71-47-43(34(59)27(57)21-68-47)74-45-37(62)36(61)41(30(20-55)70-45)73-44-38(63)40(28(58)22-67-44)72-46-39(64)42(66-8)35(60)29(19-54)69-46/h9,17,24-25,27-47,54-64H,10-16,18-22H2,1-8H3/t24-,25-,27-,28-,29-,30-,31+,32-,33+,34+,35-,36-,37-,38-,39-,40+,41-,42+,43-,44+,45+,46+,47+,50-,51+,52+,53-/m1/s1
Calculated Properties
ALogP:
-0.806 lipophilicity
TPSA:
331.90 Ų polar surface area
H-Bond Donors:
11
H-Bond Acceptors:
22
Rotatable Bonds:
14
Ring Count:
9
(0 aromatic)
Chiral Centers:
27
Fsp³:
0.9057 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005985
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 |
|---|---|---|---|---|
| Antifungal | MC80 | in vitro assay against six fungal strains | — Structured numeric value is not available in this record; see the primary reference. | 10.3390/md12042004 Marine Drugs |