SCS-C000124

Lobophysterol D

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

476.7 Da

Threshold ≤ 500

ALogP

5.02

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H52O4

Molecular Weight:

476.7000 Da

SMILES:

CC(C)[C@@H](C)[C@@]1(C)C[C@@H]1[C@@H](C)[C@H]1CC[C@H]2[C@@H]3C[C@@H](O)[C@@]4(O)C[C@@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C

InChIKey:

                        FQRVYQKVENRSNI-COZHLPQQSA-N
                        
                    

InChI:

InChI=1S/C30H52O4/c1-16(2)18(4)27(5)15-24(27)17(3)21-8-9-22-20-12-26(33)30(34)14-19(31)10-11-28(30,6)23(20)13-25(32)29(21,22)7/h16-26,31-34H,8-15H2,1-7H3/t17-,18+,19-,20-,21+,22-,23-,24+,25-,26+,27+,28+,29+,30-/m0/s1

Calculated Properties

ALogP:

5.017 lipophilicity

TPSA:

80.92 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

1.0000 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000124

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	HT-29	21.56 μM	10.1016/j.steroids.2018.11.015 Steroids
Antitumor	IC50	SNU-398	38.83 μM	10.1016/j.steroids.2018.11.015 Steroids
Antitumor	IC50	Capan-1	27.12 μM	10.1016/j.steroids.2018.11.015 Steroids
Antitumor	IC50	A549	> 50.0 μM	10.1016/j.steroids.2018.11.015 Steroids

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