SCS-C005906
(+)-lariciresinol
Pathway: Shikimates and Phenylpropanoids
Superclass: Lignans
Class: Furanoid lignans
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
Aquilaria sinensis
(Chinese eaglewood)
Original source name: Aquilaria sinensis (Lour.) Gilg
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Malvales
Family
Thymelaeaceae
Genus
Aquilaria
Species
Aquilaria sinensis
South China Sea
DOI:
10.3390/molecules15064011
· Molecules
Drug-likeness (Lipinski Ro5)
Molecular Weight
360.4 Da
Threshold ≤ 500
ALogP
2.65
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H24O6
Molecular Weight:
360.4060 Da
SMILES:
COc1cc(C[C@@H]2CO[C@@H](c3ccc(O)c(OC)c3)[C@@H]2CO)ccc1O
InChIKey:
MHXCIKYXNYCMHY-SXGZJXTBSA-N
InChI:
InChI=1S/C20H24O6/c1-24-18-8-12(3-5-16(18)22)7-14-11-26-20(15(14)10-21)13-4-6-17(23)19(9-13)25-2/h3-6,8-9,14-15,20-23H,7,10-11H2,1-2H3/t14-,15-,20+/m1/s1
Calculated Properties
ALogP:
2.654 lipophilicity
TPSA:
88.38 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
6
Ring Count:
3
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.4000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005906
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Lignans
NPClassifier Class:
Furanoid lignans
Glycoside:
No
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 | SGC-7901 cell line | compound 3 showed cytotoxic activity against SGC-7901 and SMMC-7721 cell lines | 10.3390/molecules15064011 Molecules |
| Antitumor | IC50 | SMMC-7721 cell line | compound 3 showed cytotoxic activity against SGC-7901 and SMMC-7721 cell lines | 10.3390/molecules15064011 Molecules |