SCS-C001055
5-chloro-2,4-dihydroxy-3-[(2E,6E,10S)-10-hydroxy-3,7,11-trimethyldodeca-2,6,11-trienyl]-6-methylbenzaldehyde
Pathway: Polyketides | Terpenoids
Superclass: Meroterpenoids
Class: Tetraketide meroterpenoids
Chemical Structure
![Structure of 5-chloro-2,4-dihydroxy-3-[(2E,6E,10S)-10-hydroxy-3,7,11-trimethyldodeca-2,6,11-trienyl]-6-methylbenzaldehyde](/scsmarinenp/static/images/structures/SCS-C001055.png)
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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.
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
406.9 Da
Threshold ≤ 500
ALogP
5.80
Threshold ≤ 5
H-Bond Donors
3
Threshold ≤ 5
H-Bond Acceptors
4
Threshold ≤ 10
1 violation (ALogP) — borderline drug-like
Chemical Properties
Molecular Formula:
C23H31ClO4
Molecular Weight:
406.9500 Da
SMILES:
C=C(C)[C@@H](O)CC/C(C)=C/CC/C(C)=C/Cc1c(O)c(Cl)c(C)c(C=O)c1O
InChIKey:
XWTKITNQWMVMHM-ZCDMIVMPSA-N
InChI:
InChI=1S/C23H31ClO4/c1-14(2)20(26)12-10-16(4)8-6-7-15(3)9-11-18-22(27)19(13-25)17(5)21(24)23(18)28/h8-9,13,20,26-28H,1,6-7,10-12H2,2-5H3/b15-9+,16-8+/t20-/m0/s1
Calculated Properties
ALogP:
5.805 lipophilicity
TPSA:
77.76 Ų polar surface area
H-Bond Donors:
3
H-Bond Acceptors:
4
Rotatable Bonds:
10
Ring Count:
1
(1 aromatic)
Chiral Centers:
1
Fsp³:
0.4348 fraction sp³ carbon
Database Information
Compound ID:
SCS-C001055
NPClassifier Pathway:
Polyketides
Terpenoids
NPClassifier Superclass:
Meroterpenoids
NPClassifier Class:
Tetraketide meroterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
Natural product databases
Biological Activity Data
No bioactivity data available for this compound.