5-[(2R,5R)-5-hydroxy-6-methylhept-6-en-2-yl]-2-methylphenol

Details

• Internal ID: 21df6343-2470-4b8d-8e96-b2a9bb495583
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 5-[(2R,5R)-5-hydroxy-6-methylhept-6-en-2-yl]-2-methylphenol
• InChI: InChI=1S/C15H22O2/c1-10(2)14(16)8-6-11(3)13-7-5-12(4)15(17)9-13/h5,7,9,11,14,16-17H,1,6,8H2,2-4H3/t11-,14-/m1/s1
• InChI Key: CDFYSXHPCPFPAR-BXUZGUMPSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₂O₂
• Molecular Weight: 234.33 g/mol
• Exact Mass: 234.161979940 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 3.52
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9975	99.75%
Caco-2	+	0.8160	81.60%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6480	64.80%
OATP2B1 inhibitior	-	0.8543	85.43%
OATP1B1 inhibitior	+	0.9451	94.51%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	-	0.8748	87.48%
P-glycoprotein inhibitior	-	0.9598	95.98%
P-glycoprotein substrate	-	0.8185	81.85%
CYP3A4 substrate	-	0.6305	63.05%
CYP2C9 substrate	+	0.6044	60.44%
CYP2D6 substrate	+	0.3859	38.59%
CYP3A4 inhibition	-	0.5253	52.53%
CYP2C9 inhibition	-	0.8060	80.60%
CYP2C19 inhibition	-	0.6565	65.65%
CYP2D6 inhibition	-	0.8070	80.70%
CYP1A2 inhibition	+	0.6660	66.60%
CYP2C8 inhibition	-	0.9562	95.62%
CYP inhibitory promiscuity	+	0.5227	52.27%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.6450	64.50%
Carcinogenicity (trinary)	Non-required	0.6614	66.14%
Eye corrosion	-	0.9413	94.13%
Eye irritation	-	0.6621	66.21%
Skin irritation	-	0.5807	58.07%
Skin corrosion	-	0.7773	77.73%
Ames mutagenesis	-	0.8700	87.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6213	62.13%
Micronuclear	-	0.9100	91.00%
Hepatotoxicity	-	0.5661	56.61%
skin sensitisation	+	0.8562	85.62%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6703	67.03%
Acute Oral Toxicity (c)	III	0.8024	80.24%
Estrogen receptor binding	-	0.5548	55.48%
Androgen receptor binding	-	0.7080	70.80%
Thyroid receptor binding	+	0.7291	72.91%
Glucocorticoid receptor binding	+	0.5450	54.50%
Aromatase binding	-	0.5441	54.41%
PPAR gamma	-	0.5662	56.62%
Honey bee toxicity	-	0.8710	87.10%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	-	0.6700	67.00%
Fish aquatic toxicity	+	0.9803	98.03%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	96.65%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	94.00%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.86%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.27%	96.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	86.05%	96.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.80%	95.56%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.46%	99.15%
CHEMBL3359	P21462	Formyl peptide receptor 1	84.11%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	83.00%	97.21%
CHEMBL3524	P56524	Histone deacetylase 4	82.94%	92.97%
CHEMBL4581	P52732	Kinesin-like protein 1	82.70%	93.18%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.70%	93.65%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.29%	85.14%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	80.13%	93.40%

Plants that contains it

• Iostephane heterophylla

Cross-Links

• PubChem: 162934728
• LOTUS: LTS0121936
• wikiData: Q104954392