SCS-C004177

O-Methylherbarin

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthoquinones Glycoside

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

Torula herbarum (NA)

Kingdom Fungi Phylum Ascomycota Class Dothideomycetes Order Pleosporales Family Torulaceae Genus Torula Species Torula herbarum

Beihai

DOI: 10.1021/np300642t · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

334.3 Da

Threshold ≤ 500

ALogP

1.48

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H18O7

Molecular Weight:

334.3240 Da

SMILES:

COc1cc(OC)c2c(c1)C(=O)C1=C(C2=O)[C@@H](O)O[C@@](C)(OC)C1

InChIKey:

                        RKJXIGHDGVEMDE-DLBZAZTESA-N
                        
                    

InChI:

InChI=1S/C17H18O7/c1-17(23-4)7-10-13(16(20)24-17)15(19)12-9(14(10)18)5-8(21-2)6-11(12)22-3/h5-6,16,20H,7H2,1-4H3/t16-,17+/m0/s1

Calculated Properties

ALogP:

1.481 lipophilicity

TPSA:

91.29 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.4118 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004177

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthoquinones

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD22180

Biological Activity Data

No bioactivity data available for this compound.

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