SCS-C008030

(8R,11S)-8-acetoxy-11-hydroxypachydictyol A

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Bisabolane sesquiterpenoids

Chemical Structure

Structure of (8R*,11S*)-8-acetoxy-11-hydroxypachydictyol A

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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

Dictyota sp. nov. (brown alga)

Kingdom NA Phylum Ochrophyta Class Phaeophyceae Order Dictyotales Family Dictyotaceae Genus Dictyota Species Dictyota sp. nov.

South China Sea

DOI: 10.1021/acs.jnatprod.1c00027 · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

372.5 Da

Threshold ≤ 500

ALogP

4.49

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:

C23H32O4

Molecular Weight:

372.5050 Da

SMILES:

C=C1CC(OC(C)=O)C(C(C)(O)CCC=C(C)C)C(O)c2c(C)cccc21

InChIKey:

                        TWXCKGLJCGXSCG-UHFFFAOYSA-N
                        
                    

InChI:

InChI=1S/C23H32O4/c1-14(2)9-8-12-23(6,26)21-19(27-17(5)24)13-16(4)18-11-7-10-15(3)20(18)22(21)25/h7,9-11,19,21-22,25-26H,4,8,12-13H2,1-3,5-6H3

Calculated Properties

ALogP:

4.491 lipophilicity

TPSA:

66.76 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (1 aromatic)

Chiral Centers:

Fsp³:

0.5217 fraction sp³ carbon

Database Information

Compound ID:

SCS-C008030

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Sesquiterpenoids

NPClassifier Class:

Bisabolane sesquiterpenoids

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
Antioxidant	cell viability increase	PC12 cells	— Structured numeric value is not available in this record; see the primary reference.	10.1021/acs.jnatprod.1c00027 Journal of Natural Products

Back to Compounds

(8R*,11S*)-8-acetoxy-11-hydroxypachydictyol A