Sobrerol

Details

• Internal ID: 3ca155ce-95f7-42af-a186-dda6312906b9
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: 5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol
• SMILES (Canonical): CC1=CCC(CC1O)C(C)(C)O
• SMILES (Isomeric): CC1=CCC(CC1O)C(C)(C)O
• InChI: InChI=1S/C10H18O2/c1-7-4-5-8(6-9(7)11)10(2,3)12/h4,8-9,11-12H,5-6H2,1-3H3
• InChI Key: OMDMTHRBGUBUCO-UHFFFAOYSA-N
• Popularity: 66 references 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: 0.70
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 498-71-5
• 5-(2-Hydroxypropan-2-yl)-2-methylcyclohex-2-enol
• Soberol
• Sobrepin
• 5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol
• Cyclidrol
• trans-Sobrerol
• 5-Hydroxy-alpha,alpha,4-trimethylcyclohex-3-ene-1-methanol
• Pinol hydrate
• pinolhydrat
• (+/-)-1-Hydroxyisodihydrocarveol
• 6,8-Carvomenthenediol; NSC 408849; Pinol hydrate; Sobrepin
• CCRIS 7135
• 6,8-Carvomenthendiol
• 42370-41-2
• EINECS 207-868-1
• AI3-23138
• d,l-trans-Sobrerol; dl-Sobrerol; trans-6-Hydroxy-alpha-terpineol
• Mucoflux (TN)
• Sobrepin (TN)
• 1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-, (1alpha,2alpha,4beta)- (9CI); 1,2-Cyclohexanediol, 1-methyl-4-(1-methylethenyl)-, (1alpha,2alpha,4beta)-(+/-)-
• NCIOpen2_000885
• Oprea1_276529
• SCHEMBL1649171
• CHEMBL2228862
• DTXSID90871701
• CHEBI:134802
• (1S)-5-(2-hydroxypropan-2-yl)-2-methylcyclohex-2-en-1-ol
• NSC43652
• NSC74541
• 3-Cyclohexene-1-methanol, 5-hydroxy-.alpha.,.alpha.,4-trimethyl-
• 3-Cyclohexene-1-methanol, 5-hydroxy-alpha,alpha,4-trimethyl-, (+/-)
• NSC-43652
• NSC-74541
• NSC408849
• AKOS006230491
• p-Menth-6-ene-2,8-diol, ( )-
• NSC-408849
• FT-0630625
• D08520
• 6,8-Carvomenthenedioll-p-methene-6,8-diolpinol hydrate
• 5-Hydroxy-.alpha.,.alpha.,4-trimethyl-3-cyclohexene-1-methanol
• 3-Cyclohexene-1-methanol, 5-hydroxy-.alpha.,.alpha.,4-trimethyl-, trans-( )-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9954	99.54%
Caco-2	-	0.5411	54.11%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7214	72.14%
OATP2B1 inhibitior	-	0.8497	84.97%
OATP1B1 inhibitior	+	0.9600	96.00%
OATP1B3 inhibitior	+	0.9665	96.65%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.9304	93.04%
P-glycoprotein inhibitior	-	0.9817	98.17%
P-glycoprotein substrate	-	0.8903	89.03%
CYP3A4 substrate	-	0.6260	62.60%
CYP2C9 substrate	-	0.6069	60.69%
CYP2D6 substrate	-	0.7450	74.50%
CYP3A4 inhibition	-	0.9313	93.13%
CYP2C9 inhibition	-	0.8467	84.67%
CYP2C19 inhibition	-	0.6688	66.88%
CYP2D6 inhibition	-	0.9307	93.07%
CYP1A2 inhibition	-	0.9312	93.12%
CYP2C8 inhibition	-	0.9042	90.42%
CYP inhibitory promiscuity	-	0.7476	74.76%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8041	80.41%
Carcinogenicity (trinary)	Non-required	0.6459	64.59%
Eye corrosion	-	0.9404	94.04%
Eye irritation	+	0.7722	77.22%
Skin irritation	+	0.5288	52.88%
Skin corrosion	-	0.8638	86.38%
Ames mutagenesis	-	0.8400	84.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5369	53.69%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	+	0.7250	72.50%
skin sensitisation	+	0.8067	80.67%
Respiratory toxicity	-	0.7222	72.22%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	-	0.7382	73.82%
Acute Oral Toxicity (c)	III	0.7807	78.07%
Estrogen receptor binding	-	0.9142	91.42%
Androgen receptor binding	-	0.9065	90.65%
Thyroid receptor binding	-	0.8269	82.69%
Glucocorticoid receptor binding	-	0.8393	83.93%
Aromatase binding	-	0.9222	92.22%
PPAR gamma	-	0.8568	85.68%
Honey bee toxicity	-	0.9324	93.24%
Biodegradation	+	0.7000	70.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.8776	87.76%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.65%	97.25%
CHEMBL4657	Q6V1X1	Dipeptidyl peptidase VIII	86.40%	97.21%
CHEMBL3401	O75469	Pregnane X receptor	83.48%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.39%	97.09%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.26%	93.56%
CHEMBL4793	Q86TI2	Dipeptidyl peptidase IX	82.98%	96.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.75%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.45%	95.56%
CHEMBL2581	P07339	Cathepsin D	81.96%	98.95%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	81.01%	93.65%

Plants that contains it

• Boswellia sacra
• Cyperus longus

Cross-Links

• PubChem: 91463
• LOTUS: LTS0018715
• wikiData: Q105194289