SCS-C003566

tricycloalternarene B

Pathway: Terpenoids Superclass: Meroterpenoids Class: Miscellaneous meroterpenoids | Prenyl quinone meroterpenoids

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.

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Source Information

Alternaria sp. (mangrove endophytic fungus)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Pleosporaceae Genus Alternaria Species NA

Sanya

DOI: 10.1021/np4005757 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

378.5 Da

Threshold ≤ 500

ALogP

3.29

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H34O5

Molecular Weight:

378.5090 Da

SMILES:

CO[C@@H]1C[C@H](O)C2=C(C[C@H]3[C@H](C(C)(O)CCC=C(C)C)CC[C@@]3(C)O2)C1=O

InChIKey:

                        PKJMKVUVJHKWBS-UDZHKBTQSA-N
                        
                    

InChI:

InChI=1S/C22H34O5/c1-13(2)7-6-9-21(3,25)15-8-10-22(4)16(15)11-14-19(24)18(26-5)12-17(23)20(14)27-22/h7,15-18,23,25H,6,8-12H2,1-5H3/t15-,16+,17+,18-,21?,22-/m1/s1

Calculated Properties

ALogP:

3.292 lipophilicity

TPSA:

75.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (0 aromatic)

Chiral Centers:

Fsp³:

0.7727 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003566

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Miscellaneous meroterpenoids Prenyl quinone meroterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD23326

Biological Activity Data

No bioactivity data available for this compound.

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