SCS-C006468

asperbisabol B

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Bisabolane sesquiterpenoids

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 · surface water

DOI: 10.3390/md20050322 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

514.7 Da

Threshold ≤ 500

ALogP

7.18

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:

C31H46O6

Molecular Weight:

514.7030 Da

SMILES:

COC(C)(CCCC(C)C)c1ccc(COC(=O)c2ccc([C@@](C)(O)CCCC(C)C)c(O)c2)cc1O

InChIKey:

                        OMOIJZUYNPBREM-FSRLHOSWSA-N
                        
                    

InChI:

InChI=1S/C31H46O6/c1-21(2)10-8-16-30(5,35)25-15-13-24(19-28(25)33)29(34)37-20-23-12-14-26(27(32)18-23)31(6,36-7)17-9-11-22(3)4/h12-15,18-19,21-22,32-33,35H,8-11,16-17,20H2,1-7H3/t30-,31?/m0/s1

Calculated Properties

ALogP:

7.176 lipophilicity

TPSA:

96.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.5806 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006468

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Bisabolane sesquiterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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