8-Hydroxy-ar-turmerone

Details

• Internal ID: e4a9bb5b-58d5-4cc0-950d-724d9587aee8
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (5R,6R)-5-hydroxy-2-methyl-6-(4-methylphenyl)hept-2-en-4-one
• SMILES (Canonical): CC1=CC=C(C=C1)C(C)C(C(=O)C=C(C)C)O
• SMILES (Isomeric): CC1=CC=C(C=C1)[C@@H](C)[C@H](C(=O)C=C(C)C)O
• InChI: InChI=1S/C15H20O2/c1-10(2)9-14(16)15(17)12(4)13-7-5-11(3)6-8-13/h5-9,12,15,17H,1-4H3/t12-,15-/m1/s1
• InChI Key: GEYUWGLUFTZZAX-IUODEOHRSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 37.30 Ų
• XlogP: 3.40
• Atomic LogP (AlogP): 2.99
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 4

Synonyms

• 949081-09-8
• (5R,6R)-5-hydroxy-2-methyl-6-(4-methylphenyl)hept-2-en-4-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9963	99.63%
Caco-2	+	0.7550	75.50%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.7286	72.86%
Subcellular localzation	Mitochondria	0.7669	76.69%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9380	93.80%
OATP1B3 inhibitior	+	0.9528	95.28%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.6372	63.72%
P-glycoprotein inhibitior	-	0.9506	95.06%
P-glycoprotein substrate	-	0.9381	93.81%
CYP3A4 substrate	-	0.6995	69.95%
CYP2C9 substrate	-	0.5764	57.64%
CYP2D6 substrate	-	0.8567	85.67%
CYP3A4 inhibition	-	0.7930	79.30%
CYP2C9 inhibition	-	0.6313	63.13%
CYP2C19 inhibition	-	0.7875	78.75%
CYP2D6 inhibition	-	0.9107	91.07%
CYP1A2 inhibition	-	0.8250	82.50%
CYP2C8 inhibition	-	0.9860	98.60%
CYP inhibitory promiscuity	-	0.6424	64.24%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.5763	57.63%
Carcinogenicity (trinary)	Non-required	0.6986	69.86%
Eye corrosion	-	0.7021	70.21%
Eye irritation	-	0.6677	66.77%
Skin irritation	+	0.7242	72.42%
Skin corrosion	-	0.8525	85.25%
Ames mutagenesis	-	0.7200	72.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5125	51.25%
Micronuclear	-	0.8141	81.41%
Hepatotoxicity	+	0.7175	71.75%
skin sensitisation	+	0.9120	91.20%
Respiratory toxicity	-	0.5111	51.11%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.7625	76.25%
Nephrotoxicity	-	0.6176	61.76%
Acute Oral Toxicity (c)	III	0.8351	83.51%
Estrogen receptor binding	-	0.7006	70.06%
Androgen receptor binding	-	0.5667	56.67%
Thyroid receptor binding	-	0.5864	58.64%
Glucocorticoid receptor binding	-	0.7062	70.62%
Aromatase binding	-	0.6264	62.64%
PPAR gamma	-	0.5856	58.56%
Honey bee toxicity	-	0.9406	94.06%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.7300	73.00%
Fish aquatic toxicity	+	0.8866	88.66%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	94.91%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.67%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.60%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.58%	94.73%
CHEMBL3359	P21462	Formyl peptide receptor 1	85.47%	93.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.38%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.55%	96.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.57%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.63%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.41%	94.45%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.37%	100.00%

Plants that contains it

• Curcuma longa

Cross-Links

• PubChem: 102079805
• LOTUS: LTS0167394
• wikiData: Q105007420