SCS-C003072

phomolactonexanthone A

Pathway: Polyketides Superclass: Xanthones Class: Methyl xanthones

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

Phomopsis sp. (fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Phomopsis Species NA

Hainan Island

DOI: 10.3390/md11124961 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

666.6 Da

Threshold ≤ 500

ALogP

3.07

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C34H34O14

Molecular Weight:

666.6320 Da

SMILES:

CC(=O)OC[C@@]1([C@H]2OC(=O)C[C@@H]2C)CC(=O)c2c(O)ccc(-c3ccc4c(c3O)C(=O)C3=C(O)C[C@@H](C)[C@@H](OC(C)=O)[C@@]3(CO)O4)c2O1

InChIKey:

                        JKIARZVGNAQTSV-VVISUSTOSA-N
                        
                    

InChI:

InChI=1S/C34H34O14/c1-14-9-21(39)27-29(43)26-23(47-34(27,12-35)32(14)45-17(4)37)8-6-18(28(26)42)19-5-7-20(38)25-22(40)11-33(48-30(19)25,13-44-16(3)36)31-15(2)10-24(41)46-31/h5-8,14-15,31-32,35,38-39,42H,9-13H2,1-4H3/t14-,15+,31+,32-,33-,34+/m1/s1

Calculated Properties

ALogP:

3.073 lipophilicity

TPSA:

212.42 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (2 aromatic)

Chiral Centers:

Fsp³:

0.4412 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003072

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Xanthones

NPClassifier Class:

Methyl xanthones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD23604

Biological Activity Data

No bioactivity data available for this compound.

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