SCS-C005841
agallochanin acid A
Pathway: Terpenoids
Superclass: Diterpenoids
Class: Secokaurane diterpenoids
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
Excoecaria agallocha
(mangrove plant)
Original source name: Excoecaria agallocha L.
Kingdom
Viridiplantae
Phylum
Streptophyta
Class
Magnoliopsida
Order
Malpighiales
Family
Euphorbiaceae
Genus
Excoecaria
Species
Excoecaria agallocha
Wenchang
DOI:
10.6023/cjoc202404024
· Chinese Journal of Organic Chemistry
Drug-likeness (Lipinski Ro5)
Molecular Weight
348.4 Da
Threshold ≤ 500
ALogP
3.24
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate
Chemical Properties
Molecular Formula:
C20H28O5
Molecular Weight:
348.4390 Da
SMILES:
C=C(CO)[C@H]1CC[C@]23C=C(C(=O)O)[C@H](CC[C@H]2[C@]1(C)CCC(=O)O)C3
InChIKey:
RMAYDBDCVFBJFC-YIVKGZRPSA-N
InChI:
InChI=1S/C20H28O5/c1-12(11-21)15-5-8-20-9-13(14(10-20)18(24)25)3-4-16(20)19(15,2)7-6-17(22)23/h10,13,15-16,21H,1,3-9,11H2,2H3,(H,22,23)(H,24,25)/t13-,15-,16+,19-,20+/m1/s1
Calculated Properties
ALogP:
3.243 lipophilicity
TPSA:
94.83 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
3
Rotatable Bonds:
6
Ring Count:
3
(0 aromatic)
Chiral Centers:
5
Fsp³:
0.7000 fraction sp³ carbon
Database Information
Compound ID:
SCS-C005841
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Diterpenoids
NPClassifier Class:
Secokaurane diterpenoids
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 |
|---|---|---|---|---|
| Anti-inflammatory | inhibition | NO production in LPS-induced BV-2 microglial cells | inhibition of NO production in LPS-induced BV-2 microglial cells) | 10.6023/cjoc202404024 Chinese Journal of Organic Chemistry |