SCS-C004487

2-O-acetylaltersolanol L

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

Chemical Structure

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Source Information

Stemphylium sp. (NA)

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

South China Sea

DOI: 10.1021/np500340y · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

366.4 Da

Threshold ≤ 500

ALogP

0.31

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C18H22O8

Molecular Weight:

366.3660 Da

SMILES:

COc1cc(O)c2c(c1)[C@H](O)[C@@H]1[C@H](C[C@@H](OC(C)=O)[C@@](C)(O)[C@@H]1O)C2=O

InChIKey:

                        JOCYAISYJVQQMF-LGYFHBSQSA-N
                        
                    

InChI:

InChI=1S/C18H22O8/c1-7(19)26-12-6-10-14(17(23)18(12,2)24)16(22)9-4-8(25-3)5-11(20)13(9)15(10)21/h4-5,10,12,14,16-17,20,22-24H,6H2,1-3H3/t10-,12+,14-,16-,17+,18+/m0/s1

Calculated Properties

ALogP:

0.310 lipophilicity

TPSA:

133.52 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.5556 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004487

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: CMNPD24950

Biological Activity Data

No bioactivity data available for this compound.

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