SCS-C000121

Lobophysterol A

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

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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

508.7 Da

Threshold ≤ 500

ALogP

4.48

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C29H48O7

Molecular Weight:

508.6960 Da

SMILES:

CC(=O)O[C@@H]1C[C@]2(C)[C@@H]([C@H](C)C/C=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:

                        HYDCBZFGGFWALK-PGEHXMRVSA-N
                        
                    

InChI:

InChI=1S/C29H48O7/c1-17(8-7-12-26(3,4)36-34)21-9-10-22-20-14-24(32)29(33)15-19(31)11-13-28(29,6)25(20)23(35-18(2)30)16-27(21,22)5/h7,12,17,19-25,31-34H,8-11,13-16H2,1-6H3/b12-7+/t17-,19+,20+,21-,22+,23-,24-,25-,27-,28-,29+/m1/s1

Calculated Properties

ALogP:

4.484 lipophilicity

TPSA:

116.45 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.8966 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000121

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

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