SCS-C002121

mycophenolic acid

Pathway: Polyketides Superclass: Cyclic polyketides Class: Phthalide derivatives

Chemical Structure

Loading 3D structure...

3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Penicillium parvum (NA)

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

South China Sea · 2476 m

DOI: 10.1016/s1875-5364(20)60027-9 · Chinese Journal of Natural Medicines

Penicillium senticosum (NA)

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

South China Sea · -1400m

DOI: 10.3390/md24030108 · Marine Drugs

Drug-likeness (Lipinski Ro5)

Molecular Weight

320.3 Da

Threshold ≤ 500

ALogP

2.73

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C17H20O6

Molecular Weight:

320.3000 Da

SMILES:

COc1c(C)c2c(c(O)c1C/C=C(\C)CCC(=O)O)C(=O)OC2

InChIKey:

                        HPNSFSBZBAHARI-RUDMXATFSA-N
                        
                    

InChI:

InChI=1S/C17H20O6/c1-9(5-7-13(18)19)4-6-11-15(20)14-12(8-23-17(14)21)10(2)16(11)22-3/h4,20H,5-8H2,1-3H3,(H,18,19)/b9-4+

Calculated Properties

ALogP:

2.733 lipophilicity

TPSA:

93.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.4118 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002121

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides

NPClassifier Class:

Phthalide derivatives

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	MOLM-13 acute myeloid leukemia cells	0.48 ± 0.04 μM	10.3390/md24030108 Marine Drugs
Antitumor	IC50	HCT-116, BEL-7402, MGC-803, SH-SY5Y, HO-8910, HL-60 cell lines	1.69–12.98 μmol·L-1	10.1016/s1875-5364(20)60027-9 Chinese Journal of Natural Medicines

Back to Compounds