SCS-C000106

12-beta-O-acetylhyrtiolide

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Scalarane sesterterpenoids Glycoside

Chemical Structure

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Download: SDF SMILES

Source Information

Sarcotragus sp. (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Irciniidae Genus Sarcotragus Species NA

Xisha Islands

DOI: 10.1021/acs.jnatprod.2c00937 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

460.6 Da

Threshold ≤ 500

ALogP

4.13

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C27H40O6

Molecular Weight:

460.6110 Da

SMILES:

CC(=O)O[C@@H]1C[C@@H]2[C@@]3(C)CCCC(C)(C)[C@@H]3CC[C@@]2(C)[C@@H]2C[C@@H](O)C3=C([C@H](O)OC3=O)[C@@]12C

InChIKey:

                        RGURHVHMFJDSOE-BJVPMOJJSA-N
                        
                    

InChI:

InChI=1S/C27H40O6/c1-14(28)32-19-13-17-25(4)10-7-9-24(2,3)16(25)8-11-26(17,5)18-12-15(29)20-21(27(18,19)6)23(31)33-22(20)30/h15-19,23,29,31H,7-13H2,1-6H3/t15-,16+,17-,18+,19-,23-,25+,26-,27-/m1/s1

Calculated Properties

ALogP:

4.130 lipophilicity

TPSA:

93.06 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

5 (0 aromatic)

Chiral Centers:

Fsp³:

0.8519 fraction sp³ carbon

Database Information

Compound ID:

SCS-C000106

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesterterpenoids

NPClassifier Class:

Scalarane sesterterpenoids

Glycoside:

Yes

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	K562, ASPC-1, MDA-MB-231, H69AR, L-02	> 30.0 μM	10.1021/acs.jnatprod.2c00937 Journal of Natural Products

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