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SCS-C000203

5-(hydroxymethyl)-2-(2',6',6'-trimethyltetrahydro-2H-pyran-2-yl) phenol

Pathway: Terpenoids Superclass: Sesquiterpenoids Class: Bisabolane sesquiterpenoids
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Chemical Structure

Structure of 5-(hydroxymethyl)-2-(2',6',6'-trimethyltetrahydro-2H-pyran-2-yl) phenol
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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

Aspergillus sp. (coral-derived fungus)
Kingdom Fungi Phylum Ascomycota Class Eurotiomycetes Order Eurotiales Family Aspergillaceae Genus Aspergillus Species NA
South China Sea
DOI: 10.1007/s10600-016-1885-z  · Chemistry of Natural Compounds

Drug-likeness (Lipinski Ro5)

Molecular Weight
250.3 Da
Threshold ≤ 500
ALogP
3.08
Threshold ≤ 5
H-Bond Donors
2
Threshold ≤ 5
H-Bond Acceptors
3
Threshold ≤ 10
Passes Lipinski Rule of Five — drug-like candidate

Chemical Properties

Molecular Formula:
C15H22O3
Molecular Weight:
250.3380 Da
SMILES:
CC1(C)CCC[C@@](C)(c2ccc(CO)cc2O)O1
InChIKey:
VGVOGZNGRXPFMW-HNNXBMFYSA-N
InChI:
InChI=1S/C15H22O3/c1-14(2)7-4-8-15(3,18-14)12-6-5-11(10-16)9-13(12)17/h5-6,9,16-17H,4,7-8,10H2,1-3H3/t15-/m0/s1
Calculated Properties
ALogP:
3.079 lipophilicity
TPSA:
49.69 Ų polar surface area
H-Bond Donors:
2
H-Bond Acceptors:
3
Rotatable Bonds:
2
Ring Count:
2 (1 aromatic)
Chiral Centers:
1
Fsp³:
0.6000 fraction sp³ carbon

Database Information

Compound ID:
SCS-C000203
NPClassifier Pathway:
Terpenoids
NPClassifier Superclass:
Sesquiterpenoids
NPClassifier Class:
Bisabolane sesquiterpenoids
Glycoside:
No
NPClassifier Status:
Classified
External Links:
General chemistry
PubChem ChemSpider ChEMBL
Natural product databases
COCONUT NP Atlas

Biological Activity Data

Activity values are displayed only when a quantitative or clearly reported result is available. Tested organisms, cell lines and molecular targets are shown under Target / model.
Activity Assay Target / model Result Reference
Antibacterial — Staphylococcus aureus, Bacillus cereus, Kocuria rhizophila, Pseudomonas putida, Pseudomonas aeruginosa, Salmonella enterica, Nocardia brasiliensis — Structured numeric value is not available in this record; see the primary reference. 10.1007/s10600-016-1885-z Chemistry of Natural Compounds
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Structure enlarged