SCS-C003578

monocycloalternarene B

Pathway: Terpenoids Superclass: Meroterpenoids Class: Tetraketide 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

392.5 Da

Threshold ≤ 500

ALogP

3.92

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C22H32O6

Molecular Weight:

392.4920 Da

SMILES:

C/C(=C\Cc1cc(C(=O)O)cc(O)c1O)CC/C=C(\C)CC[C@@H](O)C(C)(C)O

InChIKey:

                        HEKKNGJOTDHUHQ-IJEFQKSISA-N
                        
                    

InChI:

InChI=1S/C22H32O6/c1-14(6-5-7-15(2)9-11-19(24)22(3,4)28)8-10-16-12-17(21(26)27)13-18(23)20(16)25/h7-8,12-13,19,23-25,28H,5-6,9-11H2,1-4H3,(H,26,27)/b14-8+,15-7+/t19-/m1/s1

Calculated Properties

ALogP:

3.923 lipophilicity

TPSA:

118.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (1 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003578

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Tetraketide meroterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD23329

Biological Activity Data

No bioactivity data available for this compound.

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