SCS-C004291

8'-O-demethylnigerone

Pathway: Polyketides Superclass: Naphthalenes Class: Bisnaphthalenes

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

Aspergillus carbonarius (marine-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus carbonarius

Weizhou Island

DOI: 10.1002/cbdv.200890017 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

556.5 Da

Threshold ≤ 500

ALogP

5.63

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:

C31H24O10

Molecular Weight:

556.5230 Da

SMILES:

COc1cc(OC)c2c(O)c3c(=O)cc(C)oc3c(-c3c4cc(O)cc(OC)c4c(O)c4c(=O)cc(C)oc34)c2c1

InChIKey:

                        HSDNSZPETUJPJT-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C31H24O10/c1-12-6-18(33)26-28(35)22-16(8-14(32)9-20(22)38-4)24(30(26)40-12)25-17-10-15(37-3)11-21(39-5)23(17)29(36)27-19(34)7-13(2)41-31(25)27/h6-11,32,35-36H,1-5H3

Calculated Properties

ALogP:

5.632 lipophilicity

TPSA:

148.80 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (6 aromatic)

Chiral Centers:

Fsp³:

0.1613 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004291

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Bisnaphthalenes

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD17634

Biological Activity Data

No bioactivity data available for this compound.

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