SCS-C007480

renieramycin J

Pathway: Alkaloids Superclass: Tyrosine alkaloids Class: Tetrahydroisoquinoline alkaloids

Chemical Structure

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Source Information

Jorunna funebris (nudibranch)

Original source name: Jorunna funebris | Xestospongia sp.

Kingdom Metazoa Phylum Mollusca Class Gastropoda Order Nudibranchia Family Discodorididae Genus Jorunna Species Jorunna funebris

South China Sea · 10 m

DOI: 10.4155/fmc.15.169 · Future Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

584.6 Da

Threshold ≤ 500

ALogP

1.46

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C30H36N2O10

Molecular Weight:

584.6220 Da

SMILES:

C/C=C(/C)C(=O)OC[C@H]1C2=C(C[C@H]3[C@H]4c5c(O)c(OC)c(C)c(O)c5[C@H](O)[C@@H]([C@H](O)N13)N4C)C(=O)C(C)=C(OC)C2=O

InChIKey:

                        SKXSGLVROQRUTK-IGJCFTIESA-N
                        
                    

InChI:

InChI=1S/C30H36N2O10/c1-8-11(2)30(39)42-10-16-17-14(22(33)12(3)27(40-6)25(17)36)9-15-20-18-19(23(34)13(4)28(41-7)26(18)37)24(35)21(31(20)5)29(38)32(15)16/h8,15-16,20-21,24,29,34-35,37-38H,9-10H2,1-7H3/b11-8-/t15-,16-,20-,21-,24-,29-/m0/s1

Calculated Properties

ALogP:

1.456 lipophilicity

TPSA:

166.30 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007480

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Tyrosine alkaloids

NPClassifier Class:

Tetrahydroisoquinoline alkaloids

Glycoside:

NPClassifier Status:

Classified

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
Anti-inflammatory	IC50	NF-κB signaling pathway	7.1 μM	10.4155/fmc.15.169 Future Medicinal Chemistry
Antitumor	IC50	A549 and HL-60 tumor cell lines	> 100.0 μM	10.4155/fmc.15.169 Future Medicinal Chemistry

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