SCS-C002783

(2R,3R,3aS,5aS,6S,9aS,9bS)-3-[(2R)-2-(furan-3-yl)-2-hydroxyethyl]-2,3a,6,9a-tetramethyl-3,4,5,5a,7,8,9,9b-octahydro-1H-cyclopenta[a]naphthalene-2,6-dicarbaldehyde

Pathway: Terpenoids Superclass: Diterpenoids Class: Labdane diterpenoids

Chemical Structure

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

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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

400.6 Da

Threshold ≤ 500

ALogP

5.36

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:

C25H36O4

Molecular Weight:

400.5590 Da

SMILES:

C[C@]12CC[C@H]3[C@@](C)(CCC[C@]3(C)C=O)[C@@H]1C[C@@](C)(C=O)[C@@H]2C[C@@H](O)c1ccoc1

InChIKey:

                        GQTGVPWUZYKHAV-XQLIIZMISA-N
                        
                    

InChI:

InChI=1S/C25H36O4/c1-22(15-26)8-5-9-24(3)19(22)6-10-25(4)20(23(2,16-27)13-21(24)25)12-18(28)17-7-11-29-14-17/h7,11,14-16,18-21,28H,5-6,8-10,12-13H2,1-4H3/t18-,19-,20+,21+,22-,23+,24-,25-/m1/s1

Calculated Properties

ALogP:

5.356 lipophilicity

TPSA:

67.51 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

4 (1 aromatic)

Chiral Centers:

Fsp³:

0.7600 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002783

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: CMNPD14345

Biological Activity Data

No bioactivity data available for this compound.

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