SCS-C002875

[(E,2R,3R,4S,5R,8R)-8-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-5-hydroxy-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

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Chemical Structure

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

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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

628.8 Da

Threshold ≤ 500

ALogP

7.07

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:

C37H56O8

Molecular Weight:

628.8470 Da

SMILES:

CCc1oc([C@H](C)/C=C(\C)[C@H](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:

                        GKWYEUBWUNMROC-FPAHAEKUSA-N
                        
                    

InChI:

InChI=1S/C37H56O8/c1-14-28(38)21(7)35-25(11)33(42)26(12)37(45-35)27(13)36(44-30(39)16-18(3)4)23(9)31(40)19(5)17-20(6)34-24(10)32(41)22(8)29(15-2)43-34/h17-18,20-21,23,27-28,31,36,38,40H,14-16H2,1-13H3/b19-17+/t20-,21+,23+,27-,28+,31+,36-/m1/s1

Calculated Properties

ALogP:

7.072 lipophilicity

TPSA:

127.18 Å² polar surface area

H-Bond Donors:

H-Bond Acceptors:

Rotatable Bonds:

Ring Count:

2 (2 aromatic)

Chiral Centers:

Fsp³:

0.6486 fraction sp³ carbon

Database Information

Compound ID:

SCS-C002875

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: CMNPD24214

Biological Activity Data

No bioactivity data available for this compound.

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