SCS-C006158

asperchalasine A

Pathway: Alkaloids Superclass: Pseudoalkaloids Class: Cytochalasan alkaloids

Chemical Structure

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Download: SDF SMILES

Source Information

Mycosphaerella sp. (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Mycosphaerellales Family Mycosphaerellaceae Genus Mycosphaerella Species Mycosphaerella sp.

South China Sea

DOI: 10.3390/md17080483 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

977.2 Da

Threshold ≤ 500

ALogP

4.63

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C57H72N2O12

Molecular Weight:

977.2050 Da

SMILES:

CC1=C[C@@H]2/C=C(/C)CC[C@@H](O)C(=O)[C@@H]3[C@@H](C(=O)[C@]24C(=O)N[C@@H](CC(C)C)[C@@H]4[C@@H]1C)C12C(=O)C3(O)C(=O)C(C)=C1[C@H]1OC2[C@@H]2C(=O)[C@@]34C(=O)N[C@@H](CC(C)C)[C@@H]3[C@H](C)C(C)=C[C@@H]4/C=C(\C)CC[C@@H](O)C(=O)[C@@H]12

InChIKey:

                        WZPVZBFPCVUUFN-WECZRMPWSA-N
                        
                    

InChI:

InChI=1S/C57H72N2O12/c1-22(2)16-33-39-28(9)26(7)20-31-18-24(5)12-14-35(60)44(62)37-38(48(65)54(31,39)52(68)58-33)50-56-41(46(37)71-50)30(11)47(64)57(70,51(56)67)42-43(56)49(66)55-32(19-25(6)13-15-36(61)45(42)63)21-27(8)29(10)40(55)34(17-23(3)4)59-53(55)69/h18-23,28-29,31-40,42-43,46,50,60-61,70H,12-17H2,1-11H3,(H,58,68)(H,59,69)/b24-18+,25-19-/t28-,29-,31+,32+,33+,34+,35-,36-,37+,38+,39+,40+,42+,43+,46+,50?,54+,55+,56?,57?/m1/s1

Calculated Properties

ALogP:

4.629 lipophilicity

TPSA:

230.54 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

10 (0 aromatic)

Chiral Centers:

Fsp³:

0.6842 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006158

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
Enzyme inhibition	IC50	α-glucosidase	15.7 μM	10.3390/md17080483 Marine Drugs

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