SCS-C004170
marinoid M
Pathway: Shikimates and Phenylpropanoids
Superclass: Phenylpropanoids (C6-C3)
Class: Cinnamic acids and derivatives
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
Avicennia marina
(mangrove fruit)
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Lamiales
Family
Acanthaceae
Genus
Avicennia
Species
Avicennia marina
Beihai
DOI:
10.3390/md12084353
· Marine Drugs
Drug-likeness (Lipinski Ro5)
Molecular Weight
472.4 Da
Threshold ≤ 500
ALogP
-3.13
Threshold ≤ 5
H-Bond Donors
7
Threshold ≤ 5
H-Bond Acceptors
12
Threshold ≤ 10
2 violations (HBD, HBA) — not drug-like by Ro5
Chemical Properties
Molecular Formula:
C21H28O12
Molecular Weight:
472.4430 Da
SMILES:
O=C(/C=C/c1ccccc1)O[C@@H]1O[C@H](CO)[C@@H](O)[C@H](O[C@@H]2O[C@H](CO)[C@@H](O)[C@H](O)[C@H]2O)[C@H]1O
InChIKey:
ICUAMHMRYBDBEP-BDIOTYLNSA-N
InChI:
InChI=1S/C21H28O12/c22-8-11-14(25)16(27)17(28)20(30-11)33-19-15(26)12(9-23)31-21(18(19)29)32-13(24)7-6-10-4-2-1-3-5-10/h1-7,11-12,14-23,25-29H,8-9H2/b7-6+/t11-,12-,14-,15-,16+,17-,18-,19+,20+,21+/m1/s1
Calculated Properties
ALogP:
-3.133 lipophilicity
TPSA:
195.60 Ų polar surface area
H-Bond Donors:
7
H-Bond Acceptors:
12
Rotatable Bonds:
7
Ring Count:
3
(1 aromatic)
Chiral Centers:
10
Fsp³:
0.5714 fraction sp³ carbon
Database Information
Compound ID:
SCS-C004170
NPClassifier Pathway:
Shikimates and Phenylpropanoids
NPClassifier Superclass:
Phenylpropanoids (C6-C3)
NPClassifier Class:
Cinnamic acids and derivatives
Glycoside:
Yes
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.