SCS-C000122

Lobophysterol B

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

Chemical Structure

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Download: SDF SMILES

Source Information

Lobophytum sp. (soft coral)

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

Weizhou Island · -15m · 21.0°N, 109.1°E

DOI: 10.1016/j.steroids.2018.11.015 · Steroids

Drug-likeness (Lipinski Ro5)

Molecular Weight

536.7 Da

Threshold ≤ 500

ALogP

5.12

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:

C31H52O7

Molecular Weight:

536.7000 Da

SMILES:

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

InChIKey:

                        SWMBHALXDJPJLQ-LBQXSUQCSA-N
                        
                    

InChI:

InChI=1S/C31H52O7/c1-17(2)19(4)18(3)14-30(8,38-36)25-10-9-23-22-13-26(34)31(35)15-21(33)11-12-29(31,7)27(22)24(37-20(5)32)16-28(23,25)6/h10,17-19,21-24,26-27,33-36H,9,11-16H2,1-8H3/t18-,19-,21+,22+,23+,24-,26-,27-,28+,29-,30-,31+/m1/s1

Calculated Properties

ALogP:

5.120 lipophilicity

TPSA:

116.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9032 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000122

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

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	SNU-398	40.04 μM	10.1016/j.steroids.2018.11.015 Steroids
Antitumor	IC50	A549, HT-29, Capan-1	> 50.0 μM	10.1016/j.steroids.2018.11.015 Steroids

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