2-Hydroxy-5-(3-hydroxy-3-methylbutyl)-6-propan-2-ylcyclohepta-2,4,6-trien-1-one

Details

• Internal ID: 7d168971-0727-401b-acad-7dea55936c41
• Taxonomy: Hydrocarbon derivatives > Tropones > Tropolones
• IUPAC Name: 2-hydroxy-5-(3-hydroxy-3-methylbutyl)-6-propan-2-ylcyclohepta-2,4,6-trien-1-one
• InChI: InChI=1S/C15H22O3/c1-10(2)12-9-14(17)13(16)6-5-11(12)7-8-15(3,4)18/h5-6,9-10,18H,7-8H2,1-4H3,(H,16,17)
• InChI Key: UJTUBQLWXQBGKD-UHFFFAOYSA-N
• Popularity: 8 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.33 g/mol
• Exact Mass: 250.15689456 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.58
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9956	99.56%
Caco-2	+	0.8557	85.57%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.8064	80.64%
OATP2B1 inhibitior	-	0.8599	85.99%
OATP1B1 inhibitior	+	0.9448	94.48%
OATP1B3 inhibitior	+	0.9554	95.54%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.8795	87.95%
P-glycoprotein inhibitior	-	0.9370	93.70%
P-glycoprotein substrate	-	0.8748	87.48%
CYP3A4 substrate	-	0.5853	58.53%
CYP2C9 substrate	-	0.5881	58.81%
CYP2D6 substrate	-	0.7951	79.51%
CYP3A4 inhibition	-	0.7939	79.39%
CYP2C9 inhibition	-	0.7549	75.49%
CYP2C19 inhibition	-	0.8869	88.69%
CYP2D6 inhibition	-	0.8892	88.92%
CYP1A2 inhibition	-	0.5767	57.67%
CYP2C8 inhibition	-	0.9326	93.26%
CYP inhibitory promiscuity	-	0.9417	94.17%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.7200	72.00%
Carcinogenicity (trinary)	Non-required	0.6686	66.86%
Eye corrosion	-	0.9426	94.26%
Eye irritation	-	0.6401	64.01%
Skin irritation	-	0.5290	52.90%
Skin corrosion	-	0.8036	80.36%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6700	67.00%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	-	0.5592	55.92%
skin sensitisation	+	0.6347	63.47%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	-	0.5333	53.33%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.6793	67.93%
Acute Oral Toxicity (c)	III	0.7942	79.42%
Estrogen receptor binding	-	0.5744	57.44%
Androgen receptor binding	-	0.6525	65.25%
Thyroid receptor binding	+	0.5967	59.67%
Glucocorticoid receptor binding	+	0.5464	54.64%
Aromatase binding	-	0.6787	67.87%
PPAR gamma	-	0.5437	54.37%
Honey bee toxicity	-	0.8806	88.06%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.6900	69.00%
Fish aquatic toxicity	+	0.8899	88.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.27%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.58%	98.95%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.21%	99.15%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	92.40%	90.71%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.09%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.07%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	88.82%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.18%	86.33%
CHEMBL253	P34972	Cannabinoid CB2 receptor	87.96%	97.25%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.57%	94.45%
CHEMBL1937	Q92769	Histone deacetylase 2	84.03%	94.75%
CHEMBL1907591	P30926	Neuronal acetylcholine receptor; alpha4/beta4	83.16%	100.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.21%	89.00%
CHEMBL1929	P47989	Xanthine dehydrogenase	82.16%	96.12%
CHEMBL1907588	P02708	Acetylcholine receptor; alpha1/beta1/delta/gamma	81.36%	98.33%
CHEMBL2535	P11166	Glucose transporter	80.84%	98.75%

Plants that contains it

• Juniperus rigida

Cross-Links

• PubChem: 5320197
• LOTUS: LTS0256975
• wikiData: Q105274211