SCS-C002558

verruculide B3

Pathway: Shikimates and Phenylpropanoids Superclass: Coumarins Class: Isocoumarins

Chemical Structure

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Source Information

Penicillium sp. (soft coral-derived fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Penicillium Species NA

Haikou Bay

DOI: 10.1021/acs.jnatprod.6b01061 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

448.6 Da

Threshold ≤ 500

ALogP

3.54

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C25H36O7

Molecular Weight:

448.5560 Da

SMILES:

C/C(=C\Cc1c(O)cc(O)c2c1C[C@@H](C)OC2=O)CCC(O)[C@]1(C)CC[C@@H](C(C)(C)O)O1

InChIKey:

                        LOGCDVOTLLOBOP-FVYZGOSKSA-N
                        
                    

InChI:

InChI=1S/C25H36O7/c1-14(7-9-20(28)25(5)11-10-21(32-25)24(3,4)30)6-8-16-17-12-15(2)31-23(29)22(17)19(27)13-18(16)26/h6,13,15,20-21,26-28,30H,7-12H2,1-5H3/b14-6+/t15-,20?,21+,25+/m1/s1

Calculated Properties

ALogP:

3.538 lipophilicity

TPSA:

116.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (1 aromatic)

Chiral Centers:

Fsp³:

0.6400 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002558

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Coumarins

NPClassifier Class:

Isocoumarins

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD28977

Biological Activity Data

No bioactivity data available for this compound.

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