SCS-C006429

chevalone J

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Triketide meroterpenoids

Chemical Structure

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Source Information

Aspergillus hiratsukae SCSIO 7S2001 (SCSIO 7S2001)

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

South China Sea

DOI: 10.3390/md20010071 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

504.6 Da

Threshold ≤ 500

ALogP

3.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C28H40O8

Molecular Weight:

504.6200 Da

SMILES:

CC(=O)O[C@H]1C[C@@H](O)[C@@]2(C)[C@@H](CC[C@]3(C)[C@@H]2[C@@H](O)C[C@]2(C)Oc4cc(C)oc(=O)c4[C@@H](O)[C@@H]32)C1(C)C

InChIKey:

                        CCUZNWQOGYEFIK-HWROTGKKSA-N
                        
                    

InChI:

InChI=1S/C28H40O8/c1-13-10-16-20(24(33)34-13)21(32)23-26(5)9-8-17-25(3,4)19(35-14(2)29)11-18(31)28(17,7)22(26)15(30)12-27(23,6)36-16/h10,15,17-19,21-23,30-32H,8-9,11-12H2,1-7H3/t15-,17-,18+,19-,21+,22-,23-,26+,27-,28+/m0/s1

Calculated Properties

ALogP:

3.275 lipophilicity

TPSA:

126.43 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.7857 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006429

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Triketide meroterpenoids

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
Antibacterial	MIC	methicillin-resistant Staphylococcus aureus	12.5 μg/mL	10.3390/md20010071 Marine Drugs

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