SCS-C003214

[(E,2R,3R,4R,5R,8R)-5-acetyloxy-8-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-2-[6-[(2S,3S)-3-hydroxypentan-2-yl]-3,5-dimethyl-4-oxopyran-2-yl]-4,6-dimethylnon-6-en-3-yl] 3-methylbutanoate

Pathway: Polyketides Superclass: Cyclic polyketides | Linear polyketides Class: 4-pyrone derivatives | Open-chain polyketides

Back to List

Chemical Structure

Structure of [(E,2R,3R,4R,5R,8R)-5-acetyloxy-8-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-2-[6-[(2S,3S)-3-hydroxypentan-2-yl]-3,5-dimethyl-4-oxopyran-2-yl]-4,6-dimethylnon-6-en-3-yl] 3-methylbutanoate

Loading 3D structure...

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

Onchidium sp. (NA)

Original source name: Onchidium sp.|pulmonate mollusks

Kingdom Metazoa Phylum Mollusca Class Gastropoda Order Systellommatophora Family Onchidiidae Genus Onchidium Species NA

Hainan Island

DOI: 10.1021/np400483c · Journal of Natural Products

pulmonate mollusks (NA)

Original source name: Onchidium sp.|pulmonate mollusks

Kingdom Metazoa Phylum Mollusca Class Gastropoda Order NA Family NA Genus NA Species NA

Hainan Island

DOI: 10.1021/np400483c · Journal of Natural Products

Drug-likeness (Lipinski Ro5)

Molecular Weight

670.9 Da

Threshold ≤ 500

ALogP

7.64

Threshold ≤ 5

H-Bond Donors

Threshold ≤ 5

H-Bond Acceptors

Threshold ≤ 10

2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:

C39H58O9

Molecular Weight:

670.8840 Da

SMILES:

CCc1oc([C@H](C)/C=C(\C)[C@H](OC(C)=O)[C@H](C)[C@@H](OC(=O)CC(C)C)[C@@H](C)c2oc([C@@H](C)[C@@H](O)CC)c(C)c(=O)c2C)c(C)c(=O)c1C

InChIKey:

                        NMLWCWUHSXEYRS-XAFYSACOSA-N
                        
                    

InChI:

InChI=1S/C39H58O9/c1-15-30(41)22(7)37-25(10)34(44)26(11)38(48-37)28(13)39(47-32(42)17-19(3)4)27(12)36(45-29(14)40)21(6)18-20(5)35-24(9)33(43)23(8)31(16-2)46-35/h18-20,22,27-28,30,36,39,41H,15-17H2,1-14H3/b21-18+/t20-,22+,27+,28+,30+,36+,39-/m1/s1

Calculated Properties

ALogP:

7.643 lipophilicity

TPSA:

133.25 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.6410 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003214

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides Linear polyketides

NPClassifier Class:

4-pyrone derivatives Open-chain polyketides

Glycoside:

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24215

Biological Activity Data

No bioactivity data available for this compound.

Back to Compounds