(1R,4S)-1-(hydroxymethyl)-4-(2-hydroxypropan-2-yl)cyclohex-2-en-1-ol

Details

• Internal ID: 3d9c67f2-b46b-4252-845e-74a9a2a3ba94
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Monoterpenoids > Menthane monoterpenoids
• IUPAC Name: (1R,4S)-1-(hydroxymethyl)-4-(2-hydroxypropan-2-yl)cyclohex-2-en-1-ol
• SMILES (Canonical): CC(C)(C1CCC(C=C1)(CO)O)O
• SMILES (Isomeric): CC(C)([C@H]1CC[C@@](C=C1)(CO)O)O
• InChI: InChI=1S/C10H18O3/c1-9(2,12)8-3-5-10(13,7-11)6-4-8/h3,5,8,11-13H,4,6-7H2,1-2H3/t8-,10+/m1/s1
• InChI Key: QDURJIJAJVINHQ-SCZZXKLOSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₀H₁₈O₃
• Molecular Weight: 186.25 g/mol
• Exact Mass: 186.125594432 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: -0.20
• Atomic LogP (AlogP): 0.45
• H-Bond Acceptor: 3
• H-Bond Donor: 3
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9758	97.58%
Caco-2	+	0.5891	58.91%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.8226	82.26%
OATP2B1 inhibitior	-	0.8531	85.31%
OATP1B1 inhibitior	+	0.9578	95.78%
OATP1B3 inhibitior	+	0.9487	94.87%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.7042	70.42%
BSEP inhibitior	-	0.8902	89.02%
P-glycoprotein inhibitior	-	0.9796	97.96%
P-glycoprotein substrate	-	0.8405	84.05%
CYP3A4 substrate	-	0.5430	54.30%
CYP2C9 substrate	-	0.7931	79.31%
CYP2D6 substrate	-	0.8051	80.51%
CYP3A4 inhibition	-	0.8172	81.72%
CYP2C9 inhibition	-	0.8257	82.57%
CYP2C19 inhibition	-	0.8874	88.74%
CYP2D6 inhibition	-	0.9167	91.67%
CYP1A2 inhibition	-	0.7969	79.69%
CYP2C8 inhibition	-	0.9231	92.31%
CYP inhibitory promiscuity	-	0.9373	93.73%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.7077	70.77%
Eye corrosion	-	0.9588	95.88%
Eye irritation	-	0.7252	72.52%
Skin irritation	-	0.6777	67.77%
Skin corrosion	-	0.9386	93.86%
Ames mutagenesis	-	0.7670	76.70%
Human Ether-a-go-go-Related Gene inhibition	-	0.6956	69.56%
Micronuclear	-	0.9500	95.00%
Hepatotoxicity	+	0.5932	59.32%
skin sensitisation	+	0.5813	58.13%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5889	58.89%
Mitochondrial toxicity	-	0.6250	62.50%
Nephrotoxicity	-	0.7644	76.44%
Acute Oral Toxicity (c)	III	0.7433	74.33%
Estrogen receptor binding	-	0.8525	85.25%
Androgen receptor binding	-	0.8822	88.22%
Thyroid receptor binding	-	0.6923	69.23%
Glucocorticoid receptor binding	-	0.4756	47.56%
Aromatase binding	-	0.8758	87.58%
PPAR gamma	-	0.8591	85.91%
Honey bee toxicity	-	0.9446	94.46%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	-	0.4450	44.50%

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	98.73%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.05%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.54%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	87.57%	97.09%
CHEMBL5888	Q99558	Mitogen-activated protein kinase kinase kinase 14	87.30%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.46%	100.00%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	84.10%	93.04%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.27%	95.89%
CHEMBL226	P30542	Adenosine A1 receptor	82.90%	95.93%

Plants that contains it

• Glehnia littoralis

Cross-Links

• PubChem: 15516761
• LOTUS: LTS0269874
• wikiData: Q105218985