SCS-C008233

peniditerpenoid B

Pathway: Alkaloids | Terpenoids Superclass: Tryptophan alkaloids Class: Indole-Diterpenoid alkaloids (Penitrems)

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

463.6 Da

Threshold ≤ 500

ALogP

4.37

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H33NO5

Molecular Weight:

463.5740 Da

SMILES:

CO[C@@]12C[C@@H]3CC[C@@]4(O)C5=CC(=O)[C@@H]6O[C@@]5(CC[C@]4(C)[C@@]3(C)C1=Nc1ccccc12)OC6(C)C

InChIKey:

                        VNMMZTVVFRZJHY-MEXCDTOPSA-N
                        
                    

InChI:

InChI=1S/C28H33NO5/c1-23(2)21-19(30)14-20-27(31)11-10-16-15-26(32-5)17-8-6-7-9-18(17)29-22(26)25(16,4)24(27,3)12-13-28(20,33-21)34-23/h6-9,14,16,21,31H,10-13,15H2,1-5H3/t16-,21-,24+,25+,26+,27+,28-/m0/s1

Calculated Properties

ALogP:

4.365 lipophilicity

TPSA:

77.35 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

7 (1 aromatic)

Chiral Centers:

Fsp³:

0.6429 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008233

NPClassifier Pathway:

Alkaloids Terpenoids

NPClassifier Superclass:

Tryptophan alkaloids

NPClassifier Class:

Indole-Diterpenoid alkaloids (Penitrems)

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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