SCS-C000839

penicisochroman E analog

Pathway: Terpenoids Glycoside

Chemical Structure

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Source Information

Aspergillus insuetus SD-512 (deep-sea fungus)

Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species Aspergillus insuetus

South China Sea · -1331m

DOI: 10.1002/cbdv.202100512 · Chemistry & Biodiversity

Drug-likeness (Lipinski Ro5)

Molecular Weight

396.5 Da

Threshold ≤ 500

ALogP

0.82

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C21H32O7

Molecular Weight:

396.4800 Da

SMILES:

CCCc1ccc(CC=C(C)C)c(O[C@@H]2OC(CO)[C@@H](O)[C@H](O)C2O)c1CO

InChIKey:

                        IABKRBMCLRTHSC-BEYFXVDZSA-N
                        
                    

InChI:

InChI=1S/C21H32O7/c1-4-5-13-8-9-14(7-6-12(2)3)20(15(13)10-22)28-21-19(26)18(25)17(24)16(11-23)27-21/h6,8-9,16-19,21-26H,4-5,7,10-11H2,1-3H3/t16?,17-,18+,19?,21+/m1/s1

Calculated Properties

ALogP:

0.819 lipophilicity

TPSA:

119.61 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.6190 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000839

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

N/A

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
Anti-inflammatory	—	LPS-induced NO production in RAW264.7 macrophages	— Structured numeric value is not available in this record; see the primary reference.	10.1002/cbdv.202100512 Chemistry & Biodiversity

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