SCS-C001163

maricaffeolylide A

Chemical Structure

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Source Information

Avicennia marina (mangrove fruit)

Kingdom Viridiplantae Phylum Streptophyta Class Magnoliopsida Order Lamiales Family Acanthaceae Genus Avicennia Species Avicennia marina

Beibu Gulf

DOI: 10.1515/znb-2014-0111 · Zeitschrift für Naturforschung B

Drug-likeness (Lipinski Ro5)

Molecular Weight

320.3 Da

Threshold ≤ 500

ALogP

2.39

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H20O6

Molecular Weight:

320.3410 Da

SMILES:

C[C@H]1CCC(=O)OC[C@@H](OC(=O)/C=C/c2ccc(O)c(O)c2)C1

InChIKey:

                        HNHPTZHAIBEYPE-WLRDWWDVSA-N
                        
                    

InChI:

InChI=1S/C17H20O6/c1-11-2-6-16(20)22-10-13(8-11)23-17(21)7-4-12-3-5-14(18)15(19)9-12/h3-5,7,9,11,13,18-19H,2,6,8,10H2,1H3/b7-4+/t11-,13-/m0/s1

Calculated Properties

ALogP:

2.386 lipophilicity

TPSA:

93.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4118 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001163

NPClassifier Pathway:

N/A

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

No classification

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

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
Antioxidant	EC50	—	24.0 μM	10.1515/znb-2014-0111 Zeitschrift für Naturforschung B

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