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  3. [(E,2R,3R,4R,5R,8R)-2-[3,5-dimethyl-4-oxo-6-[(2S,3S)-3-propanoyloxypentan-2-yl]pyran-2-yl]-8-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-4,6-dimethyl-5-propanoyloxynon-6-en-3-yl] 3-methylbutanoate

SCS-C002892

[(E,2R,3R,4R,5R,8R)-2-[3,5-dimethyl-4-oxo-6-[(2S,3S)-3-propanoyloxypentan-2-yl]pyran-2-yl]-8-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-4,6-dimethyl-5-propanoyloxynon-6-en-3-yl] 3-methylbutanoate

Pathway: Polyketides Superclass: Linear polyketides Class: Open-chain polyketides
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Chemical Structure

Structure of [(E,2R,3R,4R,5R,8R)-2-[3,5-dimethyl-4-oxo-6-[(2S,3S)-3-propanoyloxypentan-2-yl]pyran-2-yl]-8-(6-ethyl-3,5-dimethyl-4-oxopyran-2-yl)-4,6-dimethyl-5-propanoyloxynon-6-en-3-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
741.0 Da
Threshold ≤ 500
ALogP
8.99
Threshold ≤ 5
H-Bond Donors
0
Threshold ≤ 5
H-Bond Acceptors
10
Threshold ≤ 10
2 violations (MW, ALogP) — not drug-like by Ro5

Chemical Properties

Molecular Formula:
C43H64O10
Molecular Weight:
740.9750 Da
SMILES:
CCC(=O)O[C@@H](CC)[C@H](C)c1oc([C@H](C)[C@H](OC(=O)CC(C)C)[C@@H](C)[C@@H](OC(=O)CC)/C(C)=C/[C@@H](C)c2oc(CC)c(C)c(=O)c2C)c(C)c(=O)c1C
InChIKey:
XLXMXHWEOMAQBA-MCXVIIFKSA-N
InChI:
InChI=1S/C43H64O10/c1-16-32-25(9)37(47)27(11)39(50-32)23(7)21-24(8)40(51-35(45)19-4)30(14)43(52-36(46)20-22(5)6)31(15)42-29(13)38(48)28(12)41(53-42)26(10)33(17-2)49-34(44)18-3/h21-23,26,30-31,33,40,43H,16-20H2,1-15H3/b24-21+/t23-,26+,30+,31+,33+,40+,43-/m1/s1
Calculated Properties
ALogP:
8.994 lipophilicity
TPSA:
139.32 Ų polar surface area
H-Bond Donors:
0
H-Bond Acceptors:
10
Rotatable Bonds:
18
Ring Count:
2 (2 aromatic)
Chiral Centers:
7
Fsp³:
0.6512 fraction sp³ carbon

Database Information

Compound ID:
SCS-C002892
NPClassifier Pathway:
Polyketides
NPClassifier Superclass:
Linear polyketides
NPClassifier Class:
Open-chain polyketides
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas CMNPD: CMNPD24219

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged