SCS-C002949
(2S,3S,4R)-4-(4-hydroxy-3-methoxyphenyl)-7-methoxy-2,3-dimethyl-3,4-dihydro-1H-naphthalene-2,6-diol
Pathway: Shikimates and Phenylpropanoids
Superclass: Lignans
Class: Arylnaphthalene and aryltetralin lignans
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
Laguncularia racemosa
(NA)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Myrtales
Family
Combretaceae
Genus
Laguncularia
Species
Laguncularia racemosa
Hainan Island
DOI:
10.1016/j.phytochem.2009.11.008
· Phytochemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
344.4 Da
Threshold ≤ 500
ALogP
3.19
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H24O5
Molecular Weight:
344.4070 Da
SMILES:
COc1cc([C@@H]2c3cc(O)c(OC)cc3C[C@](C)(O)[C@H]2C)ccc1O
InChIKey:
PEDLAIQMBCAQMY-LDZBWSAGSA-N
InChI:
InChI=1S/C20H24O5/c1-11-19(12-5-6-15(21)17(7-12)24-3)14-9-16(22)18(25-4)8-13(14)10-20(11,2)23/h5-9,11,19,21-23H,10H2,1-4H3/t11-,19+,20-/m0/s1
Calculated Properties
ALogP:
3.190 lipophilicity
TPSA:
79.15 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
3
Ring Count:
3
(2 aromatic)
Chiral Centers:
3
Fsp³:
0.4000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C002949
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Lignans
NPClassifier Class:
Arylnaphthalene and aryltetralin lignans
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.