SCS-C003696

5-olefin phenylpyropene A

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Triketide meroterpenoids

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

Neosartorya pseudofischeri (NA)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Neosartorya Species Neosartorya pseudofischeri

Sanya

DOI: 10.3390/md14010018 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

564.6 Da

Threshold ≤ 500

ALogP

5.09

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C32H36O9

Molecular Weight:

564.6310 Da

SMILES:

CC(=O)OC[C@]1(C)[C@@H](OC(C)=O)CC[C@]2(C)C3=Cc4c(cc(-c5ccccc5)oc4=O)O[C@]3(C)[C@@H](OC(C)=O)C[C@@H]12

InChIKey:

                        SJMDSTIELKWUKQ-NLACPVPWSA-N
                        
                    

InChI:

InChI=1S/C32H36O9/c1-18(33)37-17-31(5)25-16-28(39-20(3)35)32(6)26(30(25,4)13-12-27(31)38-19(2)34)14-22-24(41-32)15-23(40-29(22)36)21-10-8-7-9-11-21/h7-11,14-15,25,27-28H,12-13,16-17H2,1-6H3/t25-,27+,28+,30+,31+,32+/m1/s1

Calculated Properties

ALogP:

5.094 lipophilicity

TPSA:

118.34 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.5000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003696

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Triketide meroterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD27432

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds