SCS-C004336

chartarlactam C

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Spriromeroterpenoids | Tetraketide meroterpenoids

Chemical Structure

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Source Information

Stachybotrys chartarum (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Stachybotryaceae Genus Stachybotrys Species Stachybotrys chartarum

Weizhou Island

DOI: 10.1021/np400824u · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

401.5 Da

Threshold ≤ 500

ALogP

2.52

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H31NO5

Molecular Weight:

401.5030 Da

SMILES:

C[C@@H]1CC[C@H]2[C@](C)(CO)[C@H](O)CC[C@]2(C)[C@@]12Cc1c(O)cc3c(c1O2)CNC3=O

InChIKey:

                        UKFJJQFTYRFTPB-MLQVOUEBSA-N
                        
                    

InChI:

InChI=1S/C23H31NO5/c1-12-4-5-17-21(2,11-25)18(27)6-7-22(17,3)23(12)9-14-16(26)8-13-15(19(14)29-23)10-24-20(13)28/h8,12,17-18,25-27H,4-7,9-11H2,1-3H3,(H,24,28)/t12-,17+,18-,21+,22+,23-/m1/s1

Calculated Properties

ALogP:

2.515 lipophilicity

TPSA:

99.02 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.6957 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004336

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Spriromeroterpenoids Tetraketide meroterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24805

Biological Activity Data

No bioactivity data available for this compound.

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