SCS-C006062

fusaproliferin

Pathway: Terpenoids Superclass: Diterpenoids Class: Cembrane diterpenoids | Dolabellane diterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Arthrinium sp. SCSIO 41221 (sponge-derived fungus)

Original source name: Arthrinium sp. SCSIO41221

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Amphisphaeriales Family Apiosporaceae Genus Arthrinium Species NA

Offshore Hainan Island · 18°13'50.2"N, 109°37'15.8"E

DOI: 10.3390/molecules28217246 · Molecules

Drug-likeness (Lipinski Ro5)

Molecular Weight

444.6 Da

Threshold ≤ 500

ALogP

5.76

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H40O5

Molecular Weight:

444.6120 Da

SMILES:

CC(=O)OC[C@@H](C)C1=C(O)C(=O)[C@@]2(C)C/C=C(\C)CC/C=C(\C)CC[C@H](O)/C(C)=C/C[C@H]12

InChIKey:

                        VRGWBRLULZUWAJ-UEWDWXLZSA-N
                        
                    

InChI:

InChI=1S/C27H40O5/c1-17-8-7-9-18(2)14-15-27(6)22(12-11-19(3)23(29)13-10-17)24(25(30)26(27)31)20(4)16-32-21(5)28/h8,11,14,20,22-23,29-30H,7,9-10,12-13,15-16H2,1-6H3/b17-8+,18-14+,19-11+/t20-,22-,23+,27+/m1/s1

Calculated Properties

ALogP:

5.757 lipophilicity

TPSA:

83.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (0 aromatic)

Chiral Centers:

Fsp³:

0.6296 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006062

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Cembrane diterpenoids Dolabellane diterpenoids

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
Antitumor	—	human cancer cells MDAMB-231	All of the compounds were evaluated for their cytotoxic activities against the human cancer cells MDAMB-231, C4-2B, MGC803, MDA-MB-468, and A549 using the CCK-8 method, but they exhibited no inhibitory activities at 5 μM.	10.3390/molecules28217246 Molecules
Receptor / Signaling modulation	docking score	HIF-1α (PDB: 3KCX)	-5.875	10.3390/molecules28217246 Molecules
Antitumor	docking score	UQCRB (PDB: 3BCC)	-8.886	10.3390/molecules28217246 Molecules

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