SCS-C008323

(2R,5S,7R,8S,9S,14R,15R,17R)-14-((2R,3E)-5,6-dimethylhept-3-en-2-yl)-5-(2-hydroxyethoxy)-2,15-dimethyltetracyclo[8.7.0.0^{11,15}.0^{2,7}]heptadec-1(10)-ene-7,8,9,17-tetraol

Pathway: Terpenoids Superclass: Steroids Class: Cholestane steroids

Chemical Structure

$Structure of (2R,5S,7R,8S,9S,14R,15R,17R)-14-((2R,3E)-5,6-dimethylhept-3-en-2-yl)-5-(2-hydroxyethoxy)-2,15-dimethyltetracyclo[8.7.0.0^{11,15}.0^{2,7}]heptadec-1(10)-ene-7,8,9,17-tetraol$

Loading 3D structure...

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

Subergorgia suberosa (gorgonian)

Kingdom Metazoa Phylum Cnidaria Class Anthozoa Order Malacalcyonacea Family Subergorgiidae Genus Subergorgia Species Subergorgia suberosa

South China Sea

DOI: 10.1177/1934578x1000500206 · Natural Product Communications

Drug-likeness (Lipinski Ro5)

Molecular Weight

506.7 Da

Threshold ≤ 500

ALogP

3.60

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (MW) — borderline drug-like

Chemical Properties

Molecular Formula:

C30H50O6

Molecular Weight:

506.7240 Da

SMILES:

CC(C)C(C)/C=C/[C@@H](C)[C@H]1CCC2C3=C([C@H](O)C[C@@]21C)[C@@]1(C)CC[C@H](OCCO)C[C@]1(O)[C@@H](O)[C@H]3O

InChIKey:

                        FIUHUHMHXKIXRQ-CFHYLTBWSA-N
                        
                    

InChI:

InChI=1S/C30H50O6/c1-17(2)18(3)7-8-19(4)21-9-10-22-24-25(23(32)16-28(21,22)5)29(6)12-11-20(36-14-13-31)15-30(29,35)27(34)26(24)33/h7-8,17-23,26-27,31-35H,9-16H2,1-6H3/b8-7+/t18?,19-,20+,21-,22?,23-,26+,27+,28-,29-,30+/m1/s1

Calculated Properties

ALogP:

3.599 lipophilicity

TPSA:

110.38 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (0 aromatic)

Chiral Centers:

Fsp³:

0.8667 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008323

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	—	human lung carcinoma A549; cervical carcinoma HeLa cell lines	Cytotoxicity of compounds 3 - 7 against human cancer cell lines A549, HONE1 and HeLa was evaluated by MTT methods.	10.1177/1934578x1000500206 Natural Product Communications
Antifouling	EC50	Bugula neritina larvae	< 25.0 μg/mL	10.1177/1934578x1000500206 Natural Product Communications

Back to Compounds