SCS-C007231

penicitrinol A

Pathway: Polyketides | Shikimates and Phenylpropanoids Superclass: Chromanes Class: Azaphilones

Chemical Structure

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Source Information

Penicillium citrirum (NA)

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

South China Sea · 100–1000 m

DOI: 10.1016/j.fitote.2025.106775 · Fitoterapia

Drug-likeness (Lipinski Ro5)

Molecular Weight

382.5 Da

Threshold ≤ 500

ALogP

5.32

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C23H26O5

Molecular Weight:

382.4560 Da

SMILES:

Cc1c(O)c2c(c3c1[C@H](C)[C@@H](C)O3)Oc1cc(O)c(C)c3c1[C@H]2O[C@H](C)[C@H]3C

InChIKey:

                        CRGUXPKRGKYBJY-ZUZBTREBSA-N
                        
                    

InChI:

InChI=1S/C23H26O5/c1-8-12(5)26-21-18-15(7-14(24)10(3)16(8)18)28-23-19(21)20(25)11(4)17-9(2)13(6)27-22(17)23/h7-9,12-13,21,24-25H,1-6H3/t8-,9-,12-,13-,21-/m1/s1

Calculated Properties

ALogP:

5.316 lipophilicity

TPSA:

68.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (2 aromatic)

Chiral Centers:

Fsp³:

0.4783 fraction sp³ carbon

Database Information

Compound ID:

SCS-C007231

NPClassifier Pathway:

Polyketides Shikimates and Phenylpropanoids

NPClassifier Superclass:

Chromanes

NPClassifier Class:

Azaphilones

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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