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  3. [(3S,6E,10E)-12-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-2-hydroxy-2,6,10-trimethyldodeca-6,10-dien-3-yl] acetate

SCS-C001057

[(3S,6E,10E)-12-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-2-hydroxy-2,6,10-trimethyldodeca-6,10-dien-3-yl] acetate

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

Structure of [(3S,6E,10E)-12-(3-chloro-5-formyl-2,6-dihydroxy-4-methylphenyl)-2-hydroxy-2,6,10-trimethyldodeca-6,10-dien-3-yl] acetate
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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
467.0 Da
Threshold ≤ 500
ALogP
5.57
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
6
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like

Chemical Properties

Molecular Formula:
C25H35ClO6
Molecular Weight:
467.0020 Da
SMILES:
CC(=O)O[C@@H](CC/C(C)=C/CC/C(C)=C/Cc1c(O)c(Cl)c(C)c(C=O)c1O)C(C)(C)O
InChIKey:
NPSDBNKHUWYDPM-KTKWXZAPSA-N
InChI:
InChI=1S/C25H35ClO6/c1-15(10-12-19-23(29)20(14-27)17(3)22(26)24(19)30)8-7-9-16(2)11-13-21(25(5,6)31)32-18(4)28/h9-10,14,21,29-31H,7-8,11-13H2,1-6H3/b15-10+,16-9+/t21-/m0/s1
Calculated Properties
ALogP:
5.570 lipophilicity
TPSA:
104.06 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
6
Rotatable Bonds:
11
Ring Count:
1 (1 aromatic)
Chiral Centers:
1
Fsp³:
0.5200 fraction sp³ carbon

Database Information

Compound ID:
SCS-C001057
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