SCS-C008239

rishirilide E

Pathway: Polyketides Superclass: Naphthalenes Class: Naphthoquinones

Chemical Structure

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Source Information

Micromonospora sp. SCSIO 07396 (NA)

Kingdom Bacillati Phylum Actinomycetota Class Actinomycetes Order Micromonosporales Family Micromonosporaceae Genus Micromonospora Species NA

South China Sea

DOI: 10.1021/acs.jnatprod.6c00037 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

358.4 Da

Threshold ≤ 500

ALogP

2.57

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C20H22O6

Molecular Weight:

358.3900 Da

SMILES:

CCCC[C@]1(O)c2cc3c(O)cccc3cc2C(=O)[C@@H](C)[C@@]1(O)C(=O)O

InChIKey:

                        SZUZBZKQNQZJHK-WWGWPZPMSA-N
                        
                    

InChI:

InChI=1S/C20H22O6/c1-3-4-8-19(25)15-10-13-12(6-5-7-16(13)21)9-14(15)17(22)11(2)20(19,26)18(23)24/h5-7,9-11,21,25-26H,3-4,8H2,1-2H3,(H,23,24)/t11-,19+,20-/m1/s1

Calculated Properties

ALogP:

2.571 lipophilicity

TPSA:

115.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.4000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008239

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Naphthalenes

NPClassifier Class:

Naphthoquinones

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
Angiogenesis modulation	—	intersegmental blood vessels (ISVs)	20.0 μM	10.1021/acs.jnatprod.6c00037 Journal of Natural Products

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