SCS-C001106

phomoindene A

Pathway: Shikimates and Phenylpropanoids Superclass: Phenanthrenoids Class: Phenanthrenes

Chemical Structure

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Source Information

Phomopsis sp. (fungus)

Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Diaporthales Family Diaporthaceae Genus Phomopsis Species NA

Beibu Gulf

DOI: 10.1007/s10600-010-9576-7 · Chemistry of Natural Compounds

Drug-likeness (Lipinski Ro5)

Molecular Weight

562.6 Da

Threshold ≤ 500

ALogP

7.17

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C35H30O7

Molecular Weight:

562.6180 Da

SMILES:

COc1ccc(O)cc1C1=Cc2ccc(CC=C(C)C)c(O)c2C[C@@H]1c1c(O)ccc2c1oc(=O)c1ccc(O)cc12

InChIKey:

                        KBQKCYHNAIYDRX-LJAQVGFWSA-N
                        
                    

InChI:

InChI=1S/C35H30O7/c1-18(2)4-5-19-6-7-20-14-26(28-16-22(37)9-13-31(28)41-3)29(17-25(20)33(19)39)32-30(38)12-11-23-27-15-21(36)8-10-24(27)35(40)42-34(23)32/h4,6-16,29,36-39H,5,17H2,1-3H3/t29-/m0/s1

Calculated Properties

ALogP:

7.166 lipophilicity

TPSA:

120.36 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

6 (5 aromatic)

Chiral Centers:

Fsp³:

0.1714 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001106

NPClassifier Pathway:

Shikimates and Phenylpropanoids

NPClassifier Superclass:

Phenanthrenoids

NPClassifier Class:

Phenanthrenes

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
Antitumor	—	KB, KBv200, MCF-7	> 50.0 μM	10.1007/s10600-010-9576-7 Chemistry of Natural Compounds

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