SCS-C002760

21-deoxyophiobolin K

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Ophiobolane sesterterpenoids

Chemical Structure

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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 ustus (NA)

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

Wenchang

DOI: 10.1021/acs.jnatprod.7b00335 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

370.6 Da

Threshold ≤ 500

ALogP

5.87

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H38O2

Molecular Weight:

370.5770 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)=C\C[C@@H]12

InChIKey:

                        PNRUVGYCBDDNBW-SUQFGPGISA-N
                        
                    

InChI:

InChI=1S/C25H38O2/c1-16(2)8-7-9-17(3)19-12-13-24(5)14-21-23(18(4)10-11-20(19)24)22(26)15-25(21,6)27/h7-10,17,19-21,23,27H,11-15H2,1-6H3/b9-7-,18-10-/t17-,19+,20-,21-,23+,24+,25+/m0/s1

Calculated Properties

ALogP:

5.874 lipophilicity

TPSA:

37.30 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7200 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002760

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 CMNPD: CMNPD30840

Biological Activity Data

No bioactivity data available for this compound.

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