SCS-C000463

penicitol I

Pathway: Terpenoids

Chemical Structure

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Download: SDF SMILES

Source Information

Penicillium citrinum (NA)

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

South China Sea

DOI: 10.1021/acs.jnatprod.1c00082 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

362.4 Da

Threshold ≤ 500

ALogP

2.35

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H26O6

Molecular Weight:

362.4220 Da

SMILES:

COC1=C(O)C2=C3[C@@H](C)[C@@H](OC)[C@]4(OC2=C1C)[C@H]([C@@H]3O)[C@@]41CCCCO1

InChIKey:

                        XEUAROXQWDGTMZ-XPIYJUJESA-N
                        
                    

InChI:

InChI=1S/C20H26O6/c1-9-11-12-13(21)16(23-3)10(2)15(12)26-20(18(9)24-4)17(14(11)22)19(20)7-5-6-8-25-19/h9,14,17-18,21-22H,5-8H2,1-4H3/t9-,14-,17-,18-,19+,20-/m1/s1

Calculated Properties

ALogP:

2.350 lipophilicity

TPSA:

77.38 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (0 aromatic)

Chiral Centers:

Fsp³:

0.7000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000463

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

N/A

NPClassifier Class:

N/A

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.

Activity	Assay	Target / model	Result	Reference
Antitumor	IC50	A549,BEL-7402	19.0 μM	10.1021/acs.jnatprod.1c00082 Journal of Natural Products
Antibacterial	MIC	S. aureus,B. subtilis,VRE	64.0 μM	10.1021/acs.jnatprod.1c00082 Journal of Natural Products

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