SCS-C008232

peniditerpenoid A

Pathway: Terpenoids

Chemical Structure

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Source Information

Penicillium sp. (soft coral-derived fungus)

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

South China Sea

DOI: 10.1021/acs.jnatprod.4c00116 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

483.6 Da

Threshold ≤ 500

ALogP

3.27

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H33NO7

Molecular Weight:

483.5610 Da

SMILES:

CC1(C)O[C@@]23CC[C@@]4(C)[C@@](O)(CC[C@@H](CC(=O)c5ccccc5N)[C@]4(C)C(=O)O)C2=CC(=O)[C@@H]1O3

InChIKey:

                        JODWESZPTTZJIC-JSPOZBCSSA-N
                        
                    

InChI:

InChI=1S/C27H33NO7/c1-23(2)21-19(30)14-20-26(33)10-9-15(13-18(29)16-7-5-6-8-17(16)28)25(4,22(31)32)24(26,3)11-12-27(20,34-21)35-23/h5-8,14-15,21,33H,9-13,28H2,1-4H3,(H,31,32)/t15-,21-,24+,25+,26+,27-/m0/s1

Calculated Properties

ALogP:

3.273 lipophilicity

TPSA:

136.15 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (1 aromatic)

Chiral Centers:

Fsp³:

0.5926 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008232

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
Anti-inflammatory	IC50	NF-κB	11.0 μM	10.1021/acs.jnatprod.4c00116 Journal of Natural Products
Bone metabolism / Osteoclast	inhibitory effect	TAK1, IκBα phosphorylation, p65 nuclear translocation, NFATc1 expression	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.4c00116 Journal of Natural Products

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