SCS-C003189
scyphiphin D
Pathway: Terpenoids
Superclass: Monoterpenoids
Class: Iridoids monoterpenoids
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
Scyphiphora hydrophyllacea
(NA)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Gentianales
Family
Rubiaceae
Genus
Scyphiphora
Species
Scyphiphora hydrophyllacea
Hainan Island
DOI:
10.1080/10286020.2010.522181
· Journal of Asian Natural Products Research
Drug-likeness (Lipinski Ro5)
Molecular Weight
730.7 Da
Threshold ≤ 500
ALogP
-4.16
Threshold ≤ 5
H-Bond Donors
10
Threshold ≤ 5
H-Bond Acceptors
18
Threshold ≤ 10
3 violations (MW, HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C32H42O19
Molecular Weight:
730.6690 Da
SMILES:
O=C(O)C1=CO[C@@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@@H]2C(COC(=O)C3=CO[C@@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)[C@@H]4C(CO)=CC[C@H]34)=CC[C@H]12
InChIKey:
GNZMAPXPPORUIU-YGMSYUBSSA-N
InChI:
InChI=1S/C32H42O19/c33-5-11-1-3-14-16(10-47-29(19(11)14)50-31-25(40)23(38)21(36)17(6-34)48-31)28(44)45-8-12-2-4-13-15(27(42)43)9-46-30(20(12)13)51-32-26(41)24(39)22(37)18(7-35)49-32/h1-2,9-10,13-14,17-26,29-41H,3-8H2,(H,42,43)/t13-,14-,17-,18-,19-,20-,21-,22-,23+,24+,25-,26-,29+,30+,31+,32+/m1/s1
Calculated Properties
ALogP:
-4.155 lipophilicity
TPSA:
301.05 Ų polar surface area
H-Bond Donors:
10
H-Bond Acceptors:
18
Rotatable Bonds:
11
Ring Count:
6
(0 aromatic)
Chiral Centers:
16
Fsp³:
0.6875 fraction sp³ carbon
Database Information
Compound ID:
SCS-C003189
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.