SCS-C002272

diaporthein B

Pathway: Terpenoids Superclass: Diterpenoids Class: Pimarane and Isopimarane diterpenoids Glycoside

Chemical Structure

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Source Information

Eutypella scoparia (Bastoid fusarium polycoper)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Xylariales Family Diatrypaceae Genus Eutypella Species Eutypella scoparia

South China Sea · -139m · 18°42.878′N,111°2.797′E

Chinese Traditional and Herbal Drugs, 2011, 42(3), 432-436.

Drug-likeness (Lipinski Ro5)

Molecular Weight

364.4 Da

Threshold ≤ 500

ALogP

0.83

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H28O6

Molecular Weight:

364.4000 Da

SMILES:

C=C[C@]1(C)C=C2C(=O)[C@]3(O)OC[C@@]4(CCCC(C)(C)[C@@]43O)C2(O)[C@H](O)C1

InChIKey:

                        FVYIOIBMUVNZMQ-RUPLKUBASA-N
                        
                    

InChI:

InChI=1S/C20H28O6/c1-5-16(4)9-12-14(22)19(24)20(25)15(2,3)7-6-8-17(20,11-26-19)18(12,23)13(21)10-16/h5,9,13,21,23-25H,1,6-8,10-11H2,2-4H3/t13-,16-,17+,18?,19+,20-/m1/s1

Calculated Properties

ALogP:

0.830 lipophilicity

TPSA:

107.22 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.7500 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002272

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Pimarane and Isopimarane diterpenoids

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
Antitumor	IC50	SF-268,MCF-7,NCI-H460	9.2 μM	—

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