SCS-C001003

verumbsteroid A

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

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Source Information

Verrucella umbraculum (gorgonian)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Scleralcyonacea Family Ellisellidae Genus Verrucella Species Verrucella umbraculum

Weizhou Island

DOI: 10.1002/hlca.201300397 · Helvetica Chimica Acta

Drug-likeness (Lipinski Ro5)

Molecular Weight

448.7 Da

Threshold ≤ 500

ALogP

4.69

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C28H48O4

Molecular Weight:

448.6880 Da

SMILES:

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

InChIKey:

                        CCBDVSKDRLDBGO-IUUFHJLKSA-N
                        
                    

InChI:

InChI=1S/C28H48O4/c1-17(2)7-6-8-18(3)15-19-9-10-21-23-22(12-13-26(19,21)4)27(5)14-11-20(29)16-28(27,32)25(31)24(23)30/h6,8,17-25,29-32H,7,9-16H2,1-5H3/b8-6+/t18-,19-,20+,21+,22+,23+,24-,25-,26-,27-,28+/m1/s1

Calculated Properties

ALogP:

4.691 lipophilicity

TPSA:

80.92 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.9286 fraction sp³ carbon

Database Information

Compound ID:

SCS-C001003

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	HL-60, K562, HeLa, A-549, HCT-116	2.8–6.9 μM	10.1002/hlca.201300397 Helvetica Chimica Acta

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