SCS-C004328

chartarlactam J

Pathway: Terpenoids Superclass: Meroterpenoids | Sesquiterpenoids Class: Drimane sesquiterpenoids | Spriromeroterpenoids | Tetraketide meroterpenoids

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Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

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

2.51

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

InChIKey:

                        RUBLIKRGQGISNL-IDWWFARSSA-N
                        
                    

InChI:

InChI=1S/C23H31NO5/c1-11-5-6-17-21(2,3)19(27)16(26)9-22(17,4)23(11)8-13-15(25)7-12-14(18(13)29-23)10-24-20(12)28/h7,11,16-17,19,25-27H,5-6,8-10H2,1-4H3,(H,24,28)/t11-,16+,17+,19-,22+,23-/m1/s1

Calculated Properties

ALogP:

2.513 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-C004328

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids Sesquiterpenoids

NPClassifier Class:

Drimane sesquiterpenoids Spriromeroterpenoids Tetraketide meroterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24812

Biological Activity Data

No bioactivity data available for this compound.

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