SCS-C003097

[(1R)-2-[(2R,3R,3aS,5aS,6S,9aS,9bS)-2,6-diformyl-2,3a,6,9a-tetramethyl-3,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalen-3-yl]-1-(furan-3-yl)ethyl] acetate

Pathway: Terpenoids Superclass: Diterpenoids Class: Labdane diterpenoids

Chemical Structure

Structure of [(1R)-2-[(2R,3R,3aS,5aS,6S,9aS,9bS)-2,6-diformyl-2,3a,6,9a-tetramethyl-3,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalen-3-yl]-1-(furan-3-yl)ethyl] acetate

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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

442.6 Da

Threshold ≤ 500

ALogP

5.93

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C27H38O5

Molecular Weight:

442.5960 Da

SMILES:

CC(=O)O[C@H](C[C@@H]1[C@@]2(C)CC[C@H]3[C@@](C)(CCC[C@]3(C)C=O)[C@@H]2C[C@@]1(C)C=O)c1ccoc1

InChIKey:

                        MCJQZTKYTPDPJK-SZORDRAFSA-N
                        
                    

InChI:

InChI=1S/C27H38O5/c1-18(30)32-20(19-8-12-31-15-19)13-22-25(3,17-29)14-23-26(4)10-6-9-24(2,16-28)21(26)7-11-27(22,23)5/h8,12,15-17,20-23H,6-7,9-11,13-14H2,1-5H3/t20-,21-,22+,23+,24-,25+,26-,27-/m1/s1

Calculated Properties

ALogP:

5.927 lipophilicity

TPSA:

73.58 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.7407 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003097

NPClassifier Pathway:

Terpenoids

NPClassifier Superclass:

Diterpenoids

NPClassifier Class:

Labdane diterpenoids

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD14346

Biological Activity Data

No bioactivity data available for this compound.

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