rel-(1S,4S)-4-(2-Hydroxypropan-2-yl)-1-methylcyclohex-2-en-1-ol

Details

• Internal ID: 6b86f9f8-5338-4d63-af09-d18bc79a5a15
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (1S,4S)-4-(2-hydroxypropan-2-yl)-1-methylcyclohex-2-en-1-ol
• SMILES (Canonical): CC1(CCC(C=C1)C(C)(C)O)O
• SMILES (Isomeric): C[C@@]1(CC[C@@H](C=C1)C(C)(C)O)O
• InChI: InChI=1S/C10H18O2/c1-9(2,11)8-4-6-10(3,12)7-5-8/h4,6,8,11-12H,5,7H2,1-3H3/t8-,10-/m1/s1
• InChI Key: XWFVRMWMBYDDFY-PSASIEDQSA-N
• Popularity: 0 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: 0.90
• Atomic LogP (AlogP): 1.47
• H-Bond Acceptor: 2
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.7450	74.50%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6037	60.37%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9518	95.18%
OATP1B3 inhibitior	+	0.9633	96.33%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.9214	92.14%
P-glycoprotein inhibitior	-	0.9797	97.97%
P-glycoprotein substrate	-	0.9332	93.32%
CYP3A4 substrate	-	0.5093	50.93%
CYP2C9 substrate	-	0.7759	77.59%
CYP2D6 substrate	-	0.7764	77.64%
CYP3A4 inhibition	-	0.8543	85.43%
CYP2C9 inhibition	-	0.8376	83.76%
CYP2C19 inhibition	-	0.8283	82.83%
CYP2D6 inhibition	-	0.9302	93.02%
CYP1A2 inhibition	-	0.7308	73.08%
CYP2C8 inhibition	-	0.9096	90.96%
CYP inhibitory promiscuity	-	0.8861	88.61%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.7728	77.28%
Carcinogenicity (trinary)	Non-required	0.6424	64.24%
Eye corrosion	-	0.8378	83.78%
Eye irritation	+	0.5717	57.17%
Skin irritation	+	0.6879	68.79%
Skin corrosion	-	0.8026	80.26%
Ames mutagenesis	-	0.7740	77.40%
Human Ether-a-go-go-Related Gene inhibition	-	0.6881	68.81%
Micronuclear	-	0.9700	97.00%
Hepatotoxicity	+	0.5796	57.96%
skin sensitisation	+	0.8686	86.86%
Respiratory toxicity	-	0.6222	62.22%
Reproductive toxicity	-	0.6111	61.11%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.6154	61.54%
Acute Oral Toxicity (c)	III	0.8975	89.75%
Estrogen receptor binding	-	0.8426	84.26%
Androgen receptor binding	-	0.9185	91.85%
Thyroid receptor binding	-	0.7720	77.20%
Glucocorticoid receptor binding	-	0.6779	67.79%
Aromatase binding	-	0.9253	92.53%
PPAR gamma	-	0.9076	90.76%
Honey bee toxicity	-	0.9412	94.12%
Biodegradation	-	0.5500	55.00%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	+	0.6452	64.52%

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	98.09%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.95%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.36%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.04%	95.89%
CHEMBL1994	P08235	Mineralocorticoid receptor	83.33%	100.00%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	82.88%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.80%	93.04%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.18%	97.09%
CHEMBL1871	P10275	Androgen Receptor	82.06%	96.43%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.92%	92.94%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	81.45%	85.14%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	81.26%	97.14%

Plants that contains it

• Osmitopsis asteriscoides

Cross-Links

• PubChem: 20837874
• LOTUS: LTS0174876
• wikiData: Q105343359