SCS-C007935

pyripyropene X

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

Chemical Structure

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Source Information

Aspergillus clavatonanicus (sponge-associated fungus)

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

South China Sea

DOI: 10.1021/acs.jnatprod.5c01575 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

425.5 Da

Threshold ≤ 500

ALogP

3.58

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H31NO5

Molecular Weight:

425.5250 Da

SMILES:

CC1(C)[C@@H](O)CC[C@]2(C)[C@H]3Cc4c(cc(-c5cccnc5)oc4=O)O[C@]3(C)[C@@H](O)C[C@@H]12

InChIKey:

                        XUAZTPHKKJEZTH-QFNYRDOESA-N
                        
                    

InChI:

InChI=1S/C25H31NO5/c1-23(2)18-12-21(28)25(4)19(24(18,3)8-7-20(23)27)10-15-17(31-25)11-16(30-22(15)29)14-6-5-9-26-13-14/h5-6,9,11,13,18-21,27-28H,7-8,10,12H2,1-4H3/t18-,19+,20-,21-,24-,25-/m0/s1

Calculated Properties

ALogP:

3.580 lipophilicity

TPSA:

92.79 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.6000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007935

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
Antifibrotic / Organ protection	inhibition	FN, α-SMA	10.0 μM	10.1021/acs.jnatprod.5c01575 Journal of Natural Products

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