SCS-C008349

Talaromynoid I

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Glycoside

Chemical Structure

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Download: SDF SMILES

Source Information

Talaromyces purpureogenus SCSIO 41517 (NA)

Original source name: Talaromyces purpureogenus SCSIO 41517 | Talaromyces purpureogenus

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Trichocomaceae Genus Talaromyces Species Talaromyces purpureogenus

South China Sea

DOI: 10.1021/acs.jnatprod.1c00681 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

520.5 Da

Threshold ≤ 500

ALogP

0.49

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:

C26H32O11

Molecular Weight:

520.5310 Da

SMILES:

COC(=O)CC1=C(C)[C@H]2C[C@]3(C)C(=O)O[C@@H]4O[C@H](C)[C@]5(O)O[C@H]([C@H]6O[C@@]16C(C)(C)O)[C@@]2(C)[C@@]51C(=O)O[C@@]413

InChIKey:

                        ROYAOJYHPGFWBY-VQIMESCBSA-N
                        
                    

InChI:

InChI=1S/C26H32O11/c1-10-12(8-14(27)32-7)23(20(3,4)30)16(35-23)15-22(6)13(10)9-21(5)17(28)34-19-25(21)24(22,18(29)37-25)26(31,36-15)11(2)33-19/h11,13,15-16,19,30-31H,8-9H2,1-7H3/t11-,13-,15-,16-,19+,21-,22+,23+,24-,25-,26+/m1/s1

Calculated Properties

ALogP:

0.492 lipophilicity

TPSA:

150.35 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (0 aromatic)

Chiral Centers:

Fsp³:

0.8077 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008349

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

N/A

Glycoside:

Yes

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
Metabolic / Lipid regulation	lipid accumulation inhibitory activity	3T3-L1 adipocytes	Moreover, 7-9 and 12 exhibited the activity of reducing triglyceride in 3T3-L1 adipocytes in a dosage-dependent manner.	10.1021/acs.jnatprod.1c00681 Journal of Natural Products

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