SCS-C003903

insulicolide C

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Drimane sesquiterpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus ochraceus (fungus)

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

Xisha Islands

DOI: 10.1021/acs.jnatprod.7b00698 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

457.5 Da

Threshold ≤ 500

ALogP

3.61

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C24H27NO8

Molecular Weight:

457.4790 Da

SMILES:

CC(=O)OC[C@@]1(C)CCC[C@]2(C)[C@H]3COC(=O)C3=C[C@@H](OC(=O)c3ccc([N+](=O)[O-])cc3)[C@@H]12

InChIKey:

                        SGOUSTXCSCZUBQ-ABPIBVIQSA-N
                        
                    

InChI:

InChI=1S/C24H27NO8/c1-14(26)32-13-23(2)9-4-10-24(3)18-12-31-22(28)17(18)11-19(20(23)24)33-21(27)15-5-7-16(8-6-15)25(29)30/h5-8,11,18-20H,4,9-10,12-13H2,1-3H3/t18-,19+,20-,23+,24+/m0/s1

Calculated Properties

ALogP:

3.609 lipophilicity

TPSA:

122.04 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.5417 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003903

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Drimane sesquiterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD30333

Biological Activity Data

No bioactivity data available for this compound.

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