5-Isopropyl-2-methylcyclohex-2-ene-1,4-diol

Details

• Internal ID: 3ebf9f9b-4cd2-40e2-8c0e-591dd32f2473
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 2-methyl-5-propan-2-ylcyclohex-2-ene-1,4-diol
• SMILES (Canonical): CC1=CC(C(CC1O)C(C)C)O
• SMILES (Isomeric): CC1=CC(C(CC1O)C(C)C)O
• InChI: InChI=1S/C10H18O2/c1-6(2)8-5-9(11)7(3)4-10(8)12/h4,6,8-12H,5H2,1-3H3
• InChI Key: CDEBGVXOFDWUAF-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₂
• Molecular Weight: 170.25 g/mol
• Exact Mass: 170.130679813 g/mol
• Topological Polar Surface Area (TPSA): 40.50 Ų
• XlogP: 1.00
• Atomic LogP (AlogP): 1.33
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• p-Menth-1-ene-3,6-diol
• 5-Isopropyl-2-methylcyclohex-2-ene-1,4-diol
• 2-methyl-5-propan-2-ylcyclohex-2-ene-1,4-diol
• AKOS022184646
• 2-methyl-5-(1-methylethyl)-2-cyclohexene-1,4-diol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9973	99.73%
Caco-2	-	0.6240	62.40%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7191	71.91%
OATP2B1 inhibitior	-	0.8499	84.99%
OATP1B1 inhibitior	+	0.9579	95.79%
OATP1B3 inhibitior	+	0.9688	96.88%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.9669	96.69%
P-glycoprotein inhibitior	-	0.9738	97.38%
P-glycoprotein substrate	-	0.8808	88.08%
CYP3A4 substrate	-	0.6774	67.74%
CYP2C9 substrate	-	0.8090	80.90%
CYP2D6 substrate	-	0.7021	70.21%
CYP3A4 inhibition	-	0.8509	85.09%
CYP2C9 inhibition	-	0.8744	87.44%
CYP2C19 inhibition	-	0.7774	77.74%
CYP2D6 inhibition	-	0.9017	90.17%
CYP1A2 inhibition	-	0.8587	85.87%
CYP2C8 inhibition	-	0.9875	98.75%
CYP inhibitory promiscuity	-	0.7459	74.59%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.7251	72.51%
Carcinogenicity (trinary)	Non-required	0.6739	67.39%
Eye corrosion	-	0.8855	88.55%
Eye irritation	-	0.5442	54.42%
Skin irritation	+	0.5614	56.14%
Skin corrosion	-	0.8482	84.82%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6347	63.47%
Micronuclear	-	0.8200	82.00%
Hepatotoxicity	+	0.6625	66.25%
skin sensitisation	+	0.8531	85.31%
Respiratory toxicity	-	0.5556	55.56%
Reproductive toxicity	+	0.5778	57.78%
Mitochondrial toxicity	-	0.6875	68.75%
Nephrotoxicity	-	0.6805	68.05%
Acute Oral Toxicity (c)	III	0.7230	72.30%
Estrogen receptor binding	-	0.9051	90.51%
Androgen receptor binding	-	0.8911	89.11%
Thyroid receptor binding	-	0.7982	79.82%
Glucocorticoid receptor binding	-	0.8618	86.18%
Aromatase binding	-	0.9452	94.52%
PPAR gamma	-	0.9041	90.41%
Honey bee toxicity	-	0.9058	90.58%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.7815	78.15%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.60%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	84.10%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.58%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	83.19%	95.56%
CHEMBL1907594	P30926	Neuronal acetylcholine receptor; alpha3/beta4	82.97%	97.23%
CHEMBL3359	P21462	Formyl peptide receptor 1	81.12%	93.56%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	80.07%	97.21%

Plants that contains it

• Boswellia sacra
• Brickellia eupatorioides var. chlorolepis
• Chrysactinia mexicana
• Croton regelianus
• Foeniculum vulgare
• Ligularia muliensis
• Ligularia sagitta
• Ligularia tongolensis
• Sphaeranthus confertifolius

Cross-Links

• PubChem: 13919076
• LOTUS: LTS0065297
• wikiData: Q104954292