SCS-C008211

asperophiobolin B

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Ophiobolane sesterterpenoids

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

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

397.6 Da

Threshold ≤ 500

ALogP

4.02

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H35NO3

Molecular Weight:

397.5590 Da

SMILES:

CC(C)=C/C=C\[C@H](C)[C@H]1CC[C@]2(C)C[C@H]3[C@@H]4/C(=C\C=C12)C(=O)N[C@]4(O)C[C@@]3(C)O

InChIKey:

                        XLWSRBGCDBHJIY-OAAWIFEUSA-N
                        
                    

InChI:

InChI=1S/C25H35NO3/c1-15(2)7-6-8-16(3)17-11-12-23(4)13-20-21-18(9-10-19(17)23)22(27)26-25(21,29)14-24(20,5)28/h6-10,16-17,20-21,28-29H,11-14H2,1-5H3,(H,26,27)/b8-6-,18-9+,19-10?/t16-,17+,20-,21-,23+,24+,25-/m0/s1

Calculated Properties

ALogP:

4.023 lipophilicity

TPSA:

69.56 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.6400 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008211

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

No bioactivity data available for this compound.

Back to Compounds