SCS-C006286

methyl shikimate

Pathway: Shikimates and Phenylpropanoids Superclass: Phenolic acids (C6-C1) Class: Shikimic acids and derivatives

Chemical Structure

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Download: SDF SMILES

Source Information

Aspergillus hiratsukae (SCSIO 7S2001)

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

South China Sea

DOI: 10.3390/md20020150 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

188.2 Da

Threshold ≤ 500

ALogP

-1.43

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C8H12O5

Molecular Weight:

188.1790 Da

SMILES:

COC(=O)C1=C[C@@H](O)[C@@H](O)[C@H](O)C1

InChIKey:

                        LSNUUAUXWJZSFD-FSDSQADBSA-N
                        
                    

InChI:

InChI=1S/C8H12O5/c1-13-8(12)4-2-5(9)7(11)6(10)3-4/h2,5-7,9-11H,3H2,1H3/t5-,6-,7-/m1/s1

Calculated Properties

ALogP:

-1.428 lipophilicity

TPSA:

86.99 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

1 (0 aromatic)

Chiral Centers:

Fsp³:

0.6250 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006286

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Phenolic acids (C6-C1)

NPClassifier Class:

Shikimic acids and derivatives

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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