(1R,2R,5S)-2-[(3R)-3-hydroxybut-1-enyl]-1,3,3,5-tetramethylcyclohexane-1,2-diol

Details

• Internal ID: 6c4d2187-9050-460a-93cb-d5402b506e3c
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: (1R,2R,5S)-2-[(3R)-3-hydroxybut-1-enyl]-1,3,3,5-tetramethylcyclohexane-1,2-diol
• InChI: InChI=1S/C14H26O3/c1-10-8-12(3,4)14(17,7-6-11(2)15)13(5,16)9-10/h6-7,10-11,15-17H,8-9H2,1-5H3/t10-,11+,13+,14+/m0/s1
• InChI Key: NWZPFJRLUUDDIH-OIMNJJJWSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₂₆O₃
• Molecular Weight: 242.35 g/mol
• Exact Mass: 242.18819469 g/mol
• Topological Polar Surface Area (TPSA): 60.70 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.86
• 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	+	0.9754	97.54%
Caco-2	+	0.5184	51.84%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.7628	76.28%
OATP2B1 inhibitior	-	0.8522	85.22%
OATP1B1 inhibitior	+	0.9552	95.52%
OATP1B3 inhibitior	+	0.9676	96.76%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.8402	84.02%
P-glycoprotein inhibitior	-	0.9582	95.82%
P-glycoprotein substrate	-	0.8964	89.64%
CYP3A4 substrate	-	0.5066	50.66%
CYP2C9 substrate	-	0.7777	77.77%
CYP2D6 substrate	-	0.7923	79.23%
CYP3A4 inhibition	-	0.8973	89.73%
CYP2C9 inhibition	-	0.8876	88.76%
CYP2C19 inhibition	-	0.8351	83.51%
CYP2D6 inhibition	-	0.9518	95.18%
CYP1A2 inhibition	-	0.9062	90.62%
CYP2C8 inhibition	-	0.9684	96.84%
CYP inhibitory promiscuity	-	0.9431	94.31%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.5921	59.21%
Eye corrosion	-	0.9540	95.40%
Eye irritation	-	0.5347	53.47%
Skin irritation	-	0.5815	58.15%
Skin corrosion	-	0.8070	80.70%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7578	75.78%
Micronuclear	-	0.8100	81.00%
Hepatotoxicity	-	0.5051	50.51%
skin sensitisation	+	0.6842	68.42%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5222	52.22%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	-	0.7727	77.27%
Acute Oral Toxicity (c)	III	0.7703	77.03%
Estrogen receptor binding	-	0.6276	62.76%
Androgen receptor binding	-	0.5295	52.95%
Thyroid receptor binding	+	0.6066	60.66%
Glucocorticoid receptor binding	+	0.6104	61.04%
Aromatase binding	-	0.6118	61.18%
PPAR gamma	-	0.7371	73.71%
Honey bee toxicity	-	0.7764	77.64%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	+	0.8745	87.45%

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	97.97%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.46%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	92.19%	85.14%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	85.01%	92.86%
CHEMBL221	P23219	Cyclooxygenase-1	83.99%	90.17%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	83.85%	93.10%
CHEMBL2179	P04062	Beta-glucocerebrosidase	82.93%	85.31%
CHEMBL3130	O00329	PI3-kinase p110-delta subunit	82.88%	96.47%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.44%	91.11%
CHEMBL1937	Q92769	Histone deacetylase 2	80.75%	94.75%
CHEMBL3492	P49721	Proteasome Macropain subunit	80.52%	90.24%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	80.29%	95.58%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162896512
• LOTUS: LTS0122492
• wikiData: Q105186880