SCS-C008221

ophiobolin analogue 19

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

384.6 Da

Threshold ≤ 500

ALogP

5.05

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H36O3

Molecular Weight:

384.5600 Da

SMILES:

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

InChIKey:

                        TXEVVAPERSDMTN-YZKHETKUSA-N
                        
                    

InChI:

InChI=1S/C25H36O3/c1-16(2)7-6-8-17(3)19-11-12-24(4)13-21-23(22(27)14-25(21,5)28)18(15-26)9-10-20(19)24/h6-9,15,17,19-21,23,28H,10-14H2,1-5H3/b8-6-,18-9?/t17-,19+,20-,21-,23+,24+,25+/m0/s1

Calculated Properties

ALogP:

5.053 lipophilicity

TPSA:

54.37 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.6800 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008221

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.

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