SCS-C008217

asperophiobolin J

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Ophiobolane sesterterpenoids

Chemical Structure

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Source Information

Aspergillus sp. ZJ-68 (coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.9b00462 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

418.6 Da

Threshold ≤ 500

ALogP

3.22

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H38O5

Molecular Weight:

418.5740 Da

SMILES:

C[C@@H](/C=C\[C@@H](O)C(C)(C)O)[C@H]1CC[C@]2(C)C[C@H]3[C@@H](C(=O)C[C@@]3(C)O)/C(C=O)=C\C[C@@H]12

InChIKey:

                        ULZUWKJCVZFDGB-NFBYXIKBSA-N
                        
                    

InChI:

InChI=1S/C25H38O5/c1-15(6-9-21(28)23(2,3)29)17-10-11-24(4)12-19-22(20(27)13-25(19,5)30)16(14-26)7-8-18(17)24/h6-7,9,14-15,17-19,21-22,28-30H,8,10-13H2,1-5H3/b9-6-,16-7-/t15-,17+,18-,19-,21+,22-,24+,25+/m0/s1

Calculated Properties

ALogP:

3.218 lipophilicity

TPSA:

94.83 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008217

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesterterpenoids

NPClassifier Class:

Ophiobolane sesterterpenoids

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	IC??	nitric oxide production	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.9b00462 Journal of Natural Products

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