SCS-C004540

(±)-aspergilol H

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

Chemical Structure

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Source Information

Aspergillus versicolor (coral-associated fungus)

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

South China Sea

DOI: 10.1016/j.bmcl.2017.01.032 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

598.6 Da

Threshold ≤ 500

ALogP

6.00

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

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

Chemical Properties

Molecular Formula:

C34H30O10

Molecular Weight:

598.6040 Da

SMILES:

CC(=O)CCCC(c1c(C)cc(Oc2cc(C)cc(O)c2)cc1O)c1c(O)cc2c(c1O)C(=O)c1c(O)cc(O)cc1C2=O

InChIKey:

                        SPVJSIDQBCYIGG-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C34H30O10/c1-15-7-18(36)10-20(8-15)44-21-9-16(2)28(26(39)13-21)22(6-4-5-17(3)35)29-27(40)14-24-31(33(29)42)34(43)30-23(32(24)41)11-19(37)12-25(30)38/h7-14,22,36-40,42H,4-6H2,1-3H3

Calculated Properties

ALogP:

5.996 lipophilicity

TPSA:

181.82 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (4 aromatic)

Chiral Centers:

Fsp³:

0.2059 fraction sp³ carbon

Database Information

Compound ID:

SCS-C004540

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: CMNPD28749

Biological Activity Data

No bioactivity data available for this compound.

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