SCS-C005741

nebrosteroid M

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids | Ergostane steroids

Chemical Structure

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3D conformers are computationally generated from SMILES by RDKit for visualization and download; they are not experimental crystal or NMR structures.

Download: SDF SMILES

Source Information

Litophyton chabrolii (NA)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Nephtheidae Genus Litophyton Species Litophyton chabrolii

Xiaoliuqiu Island

DOI: 10.1016/j.steroids.2009.02.004 · Steroids

Sinularia depressa (soft coral)

Original source name: Sinularia depressa Tixier-Durivault

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Sinulariidae Genus Sinularia Species Sinularia depressa

South China Sea

DOI: 10.1016/j.bmcl.2012.12.087 · Bioorganic & Medicinal Chemistry Letters

Drug-likeness (Lipinski Ro5)

Molecular Weight

446.7 Da

Threshold ≤ 500

ALogP

5.97

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H50O3

Molecular Weight:

446.7160 Da

SMILES:

C=C(CC[C@@H](C)[C@H]1CC[C@@H]2[C@]1(C)C[C@H](O)[C@@H]1[C@@]3(C)CC[C@H](O)[C@@H](C)[C@@H]3CC[C@@]21O)C(C)C

InChIKey:

                        VFYHLCIHPSUCBD-RLMSMOSBSA-N
                        
                    

InChI:

InChI=1S/C29H50O3/c1-17(2)18(3)8-9-19(4)21-10-11-25-28(21,7)16-24(31)26-27(6)14-13-23(30)20(5)22(27)12-15-29(25,26)32/h17,19-26,30-32H,3,8-16H2,1-2,4-7H3/t19-,20+,21-,22+,23+,24+,25-,26-,27+,28-,29-/m1/s1

Calculated Properties

ALogP:

5.966 lipophilicity

TPSA:

60.69 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9310 fraction sp³ carbon

Database Information

Compound ID:

SCS-C005741

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Steroids

NPClassifier Class:

Cholestane steroids Ergostane steroids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD19490

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
Neuroprotective / Neuromodulatory	cell viability increase	β-amyloid-25-35 induced cellular injuries	20.1 %	10.1016/j.bmcl.2012.12.087 Bioorganic & Medicinal Chemistry Letters

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