SCS-C003591

paecilin C

Pathway: Polyketides Superclass: Chromanes Class: Chromones

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

Sanya

DOI: 10.1038/ja.2012.110 · The Journal of Antibiotics

Drug-likeness (Lipinski Ro5)

Molecular Weight

638.6 Da

Threshold ≤ 500

ALogP

2.28

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, HBA) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C32H30O14

Molecular Weight:

638.5780 Da

SMILES:

COC(=O)C1Oc2c(-c3ccc(O)c4c3OC(C(=O)OC)([C@H]3OC(=O)C[C@@H]3C)CC4=O)ccc(O)c2C(=O)C1[C@@H]1OC(=O)C[C@@H]1C

InChIKey:

                        YMVFIPKQRPCPIC-RZRUZSKPSA-N
                        
                    

InChI:

InChI=1S/C32H30O14/c1-12-9-19(36)43-25(12)23-24(38)22-17(34)8-5-14(26(22)45-28(23)30(39)41-3)15-6-7-16(33)21-18(35)11-32(31(40)42-4,46-27(15)21)29-13(2)10-20(37)44-29/h5-8,12-13,23,25,28-29,33-34H,9-11H2,1-4H3/t12-,13-,23?,25+,28?,29-,32?/m0/s1

Calculated Properties

ALogP:

2.278 lipophilicity

TPSA:

198.26 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (2 aromatic)

Chiral Centers:

Fsp³:

0.4375 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003591

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Chromones

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD23469

Biological Activity Data

No bioactivity data available for this compound.

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