SCS-C005896
shanzhiside methyl ester
Pathway: Terpenoids
Superclass: Monoterpenoids
Class: Iridoids monoterpenoids
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
Scyphiphora hydrophyllacea
(NA)
Original source name: Scyphiphora hydrophyllacea Gaertn. F.
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Gentianales
Family
Rubiaceae
Genus
Scyphiphora
Species
Scyphiphora hydrophyllacea
South China Sea
DOI:
10.3390/molecules15042473
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
406.4 Da
Threshold ≤ 500
ALogP
-3.04
Threshold ≤ 5
H-Bond Donors
6
Threshold ≤ 5
H-Bond Acceptors
11
Threshold ≤ 10
2 violations (HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C17H26O11
Molecular Weight:
406.3840 Da
SMILES:
COC(=O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]2[C@@H]1[C@H](O)C[C@]2(C)O
InChIKey:
KKSYAZCUYVRKML-IRDZEPHTSA-N
InChI:
InChI=1S/C17H26O11/c1-17(24)3-7(19)9-6(14(23)25-2)5-26-15(10(9)17)28-16-13(22)12(21)11(20)8(4-18)27-16/h5,7-13,15-16,18-22,24H,3-4H2,1-2H3/t7-,8-,9+,10-,11-,12+,13-,15+,16+,17+/m1/s1
Calculated Properties
ALogP:
-3.036 lipophilicity
TPSA:
175.37 Ų polar surface area
H-Bond Donors:
6
H-Bond Acceptors:
11
Rotatable Bonds:
4
Ring Count:
3
(0 aromatic)
Chiral Centers:
10
Fsp³:
0.8235 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005896
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Monoterpenoids
NPClassifier Class:
Iridoids monoterpenoids
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.