SCS-C003009

[(2S,3S,4S,5R,6R)-2-[(1S)-1-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)ethyl]-2-hydroxy-6-[(1R)-1-[6-[(2S,3S)-3-hydroxypentan-2-yl]-3,5-dimethyl-4-oxopyran-2-yl]ethyl]-3,5-dimethyloxan-4-yl] 3-methylbutanoate

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

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Chemical Structure

Structure of [(2S,3S,4S,5R,6R)-2-[(1S)-1-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)ethyl]-2-hydroxy-6-[(1R)-1-[6-[(2S,3S)-3-hydroxypentan-2-yl]-3,5-dimethyl-4-oxopyran-2-yl]ethyl]-3,5-dimethyloxan-4-yl] 3-methylbutanoate

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Source Information

Onchidium sp. (NA)

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

Hainan Island

DOI: 10.1039/c4np00144c · Natural Product Reports

Drug-likeness (Lipinski Ro5)

Molecular Weight

644.8 Da

Threshold ≤ 500

ALogP

6.49

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:

C37H56O9

Molecular Weight:

644.8460 Da

SMILES:

CCc1oc([C@H](C)[C@@]2(O)O[C@@H]([C@@H](C)c3oc([C@@H](C)[C@@H](O)CC)c(C)c(=O)c3C)[C@@H](C)[C@H](OC(=O)CC(C)C)[C@@H]2C)c(C)c(=O)c1C

InChIKey:

                        VUQRHGVTNDUSFZ-ITIODOKXSA-N
                        
                    

InChI:

InChI=1S/C37H56O9/c1-14-27(38)18(5)32-20(7)31(41)21(8)33(45-32)23(10)34-24(11)36(44-29(39)16-17(3)4)26(13)37(42,46-34)25(12)35-22(9)30(40)19(6)28(15-2)43-35/h17-18,23-27,34,36,38,42H,14-16H2,1-13H3/t18-,23-,24+,25-,26-,27-,34-,36-,37+/m0/s1

Calculated Properties

ALogP:

6.488 lipophilicity

TPSA:

136.41 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

3 (2 aromatic)

Chiral Centers:

Fsp³:

0.7027 fraction sp³ carbon

Database Information

Compound ID:

SCS-C003009

NPClassifier Pathway:

Polyketides

NPClassifier Superclass:

Cyclic polyketides Linear polyketides

NPClassifier Class:

4-pyrone derivatives Open-chain polyketides

Glycoside:

Yes

NPClassifier Status:

Classified

External Links:

General chemistry

PubChem ChemSpider ChEMBL

Natural product databases

COCONUT NP Atlas CMNPD: CMNPD24211

Biological Activity Data

No bioactivity data available for this compound.

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