SCS-C006969

acrechalasin D

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Source Information

Acremonium implicatum (NA)

Original source name: Acremonium implicatum | A. implicatum

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Sarocladiaceae Genus Sarocladium Species Sarocladium implicatum

Nansha Islands · 9°39′29.75" N, 112°59′09.84" E

DOI: 10.1016/j.phytochem.2025.114655 · Phytochemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

451.6 Da

Threshold ≤ 500

ALogP

3.90

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H37NO4

Molecular Weight:

451.6070 Da

SMILES:

CC1=C(C)[C@H]2[C@H](Cc3ccc(O)cc3)NC(=O)[C@]23[C@H](O)/C=C/[C@@H](C)C[C@@H](C)C/C=C/[C@H]3[C@@H]1O

InChIKey:

                        FRGQAECGHOETER-MUUNQFLWSA-N
                        
                    

InChI:

InChI=1S/C28H37NO4/c1-16-6-5-7-22-26(32)19(4)18(3)25-23(15-20-9-11-21(30)12-10-20)29-27(33)28(22,25)24(31)13-8-17(2)14-16/h5,7-13,16-17,22-26,30-32H,6,14-15H2,1-4H3,(H,29,33)/b7-5+,13-8+/t16-,17+,22-,23-,24+,25-,26+,28+/m0/s1

Calculated Properties

ALogP:

3.902 lipophilicity

TPSA:

89.79 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.5357 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006969

NPClassifier Pathway:

Alkaloids

NPClassifier Superclass:

Pseudoalkaloids

NPClassifier Class:

Cytochalasan alkaloids

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
Anti-inflammatory	IC50	nitric oxide production	— Structured numeric value is not available in this record; see the primary reference.	10.1016/j.phytochem.2025.114655 Phytochemistry
Anti-inflammatory	—	iNOS	10.0 μM	10.1016/j.phytochem.2025.114655 Phytochemistry

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