SCS-C002623

torrubiellin B

Pathway: Polyketides Superclass: Polycyclic aromatic polyketides Class: Anthraquinones and anthrones

Chemical Structure

Loading 3D structure...

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

Acremonium sp. (sponge-associated fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Bionectriaceae Genus Acremonium Species NA

Dongzhaigang

DOI: 10.1016/j.tetlet.2015.03.126 · Tetrahedron Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

540.5 Da

Threshold ≤ 500

ALogP

3.24

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C30H20O10

Molecular Weight:

540.4800 Da

SMILES:

Cc1cc(O)c2c(c1)[C@H](O)[C@]13Cc4cc(O)c5c(c4[C@H]1C=CC(O)=C3C2=O)C(=O)c1cc(O)c(O)c(O)c1C5=O

InChIKey:

                        ZNUDFSAWJOAKAA-KBMOVGJRSA-N
                        
                    

InChI:

InChI=1S/C30H20O10/c1-9-4-12-19(15(32)5-9)27(38)23-14(31)3-2-13-18-10(8-30(13,23)29(12)40)6-16(33)21-22(18)24(35)11-7-17(34)25(36)28(39)20(11)26(21)37/h2-7,13,29,31-34,36,39-40H,8H2,1H3/t13-,29+,30-/m1/s1

Calculated Properties

ALogP:

3.236 lipophilicity

TPSA:

192.82 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (3 aromatic)

Chiral Centers:

Fsp³:

0.1667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002623

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Polycyclic aromatic polyketides

NPClassifier Class:

Anthraquinones and anthrones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD26386

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds