SCS-C008026

territrem B'

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Triketide meroterpenoids

Chemical Structure

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Source Information

Penicillium sp. SCSIO 41691 (soft coral-derived fungus)

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

Nansha Islands · 9°39′29.75″N, 112°59′09.84″E

DOI: 10.1021/acs.jnatprod.3c01121 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

542.6 Da

Threshold ≤ 500

ALogP

2.67

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H34O10

Molecular Weight:

542.5810 Da

SMILES:

COc1cc(-c2cc3c(c(=O)o2)C[C@@]2(O)[C@]45CO[C@@H](CC4=O)C(C)(C)[C@@]5(O)CC[C@]2(C)O3)cc(OC)c1OC

InChIKey:

                        ATLGSZPVKAPATP-XGEOBYPISA-N
                        
                    

InChI:

InChI=1S/C29H34O10/c1-25(2)22-12-21(30)27(14-37-22)28(25,32)8-7-26(3)29(27,33)13-16-18(39-26)11-17(38-24(16)31)15-9-19(34-4)23(36-6)20(10-15)35-5/h9-11,22,32-33H,7-8,12-14H2,1-6H3/t22-,26-,27+,28-,29-/m0/s1

Calculated Properties

ALogP:

2.666 lipophilicity

TPSA:

133.89 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (2 aromatic)

Chiral Centers:

Fsp³:

0.5862 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008026

NPClassifier Pathway:

Polyketides Terpenoids

NPClassifier Superclass:

Meroterpenoids

NPClassifier Class:

Triketide meroterpenoids

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
Anti-inflammatory	IC50	nitric oxide production	Compounds 1?9 were evaluated for their inhibitory activity against LPS activated NO production in RAW 264.7 cells. The results (Table 4) showed that only 5 significantly inhibited NO production	10.1021/acs.jnatprod.3c01121 Journal of Natural Products
Antitumor	—	human lung adenocarcinoma cell line H1975	In addition, all of the tested compounds did not show obvious cytotoxicity against human lung adenocarcinoma cell line H1975 (Table 4).	10.1021/acs.jnatprod.3c01121 Journal of Natural Products

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