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  3. 5-chloro-2,4-dihydroxy-3-[(E,2S)-2-hydroxy-3-methyl-5-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-enyl]-6-methylbenzaldehyde

SCS-C001050

5-chloro-2,4-dihydroxy-3-[(E,2S)-2-hydroxy-3-methyl-5-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-enyl]-6-methylbenzaldehyde

Pathway: Polyketides | Terpenoids Superclass: Meroterpenoids Class: Tetraketide meroterpenoids
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Chemical Structure

Structure of 5-chloro-2,4-dihydroxy-3-[(E,2S)-2-hydroxy-3-methyl-5-[(1S,2R,6R)-1,2,6-trimethyl-3-oxocyclohexyl]pent-3-enyl]-6-methylbenzaldehyde
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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

Acremonium sclerotigenum GXIMD 02501 (fungus)
Kingdom Fungi Phylum Ascomycota Class Sordariomycetes Order Hypocreales Family Bionectriaceae Genus Acremonium Species Acremonium sclerotigenum
Weizhou Island  · 20°54′N, 109°06′E
DOI: 10.1021/acs.jmedchem.1c01402  · Journal of Medicinal Chemistry

Drug-likeness (Lipinski Ro5)

Molecular Weight
422.9 Da
Threshold ≤ 500
ALogP
4.75
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
5
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C23H31ClO5
Molecular Weight:
422.9490 Da
SMILES:
C/C(=C\C[C@@]1(C)[C@H](C)CCC(=O)[C@@H]1C)[C@@H](O)Cc1c(O)c(Cl)c(C)c(C=O)c1O
InChIKey:
BOOMDDPJDDUVDC-BZGAIODRSA-N
InChI:
InChI=1S/C23H31ClO5/c1-12(8-9-23(5)13(2)6-7-18(26)15(23)4)19(27)10-16-21(28)17(11-25)14(3)20(24)22(16)29/h8,11,13,15,19,27-29H,6-7,9-10H2,1-5H3/b12-8+/t13-,15+,19+,23+/m1/s1
Calculated Properties
ALogP:
4.753 lipophilicity
TPSA:
94.83 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
5
Rotatable Bonds:
6
Ring Count:
2 (1 aromatic)
Chiral Centers:
4
Fsp³:
0.5652 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001050
NPClassifier Pathway:
Polyketides Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

Biological Activity Data

No bioactivity data available for this compound.

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Structure enlarged