SCS-C003291

12α-O-acetylhyrtiolide 435

Pathway: Terpenoids Superclass: Sesterterpenoids Class: Scalarane sesterterpenoids Glycoside

Chemical Structure

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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

Hyrtios erectus (NA)

Kingdom Metazoa Phylum Porifera Class Demospongiae Order Dictyoceratida Family Thorectidae Genus Hyrtios Species Hyrtios erectus

Hainan Island

DOI: 10.1021/np030457x · 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-WECKTULJSA-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-C003291

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 CMNPD: CMNPD14347

Biological Activity Data

No bioactivity data available for this compound.

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