SCS-C006402

lobophysterol E

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

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Source Information

Lobophytum pauciflorum (soft coral)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Alcyoniidae Genus Lobophytum Species Lobophytum pauciflorum

South China Sea

DOI: 10.3762/bjoc.18.42 · Beilstein Journal of Organic Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight

458.7 Da

Threshold ≤ 500

ALogP

6.56

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H50O3

Molecular Weight:

458.7270 Da

SMILES:

C/C(C[C@@H](C)[C@H](C)C(C)(C)O)=C1/CC[C@H]2[C@@H]3CC(=O)[C@H]4[C@H](C)[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C

InChIKey:

                        FHGAXDGFGNWCSF-UEDXBKDISA-N
                        
                    

InChI:

InChI=1S/C30H50O3/c1-17(20(4)28(5,6)33)15-18(2)22-9-10-23-21-16-26(32)27-19(3)25(31)12-14-30(27,8)24(21)11-13-29(22,23)7/h17,19-21,23-25,27,31,33H,9-16H2,1-8H3/b22-18+/t17-,19-,20+,21+,23+,24+,25+,27-,29-,30-/m1/s1

Calculated Properties

ALogP:

6.565 lipophilicity

TPSA:

57.53 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C006402

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Cholestane steroids

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	IC50	K562 cells	19.03 μM	10.3762/bjoc.18.42 Beilstein Journal of Organic Chemistry
Non-bioactivity property	inhibition rate	CuSO4-induced inflammation in transgenic fluorescent zebrafish model at 20 μM	32.0 %	10.3762/bjoc.18.42 Beilstein Journal of Organic Chemistry

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