(1R,2S,4S,5S)-2-methoxy-5-[(1R)-1-phenylprop-2-enyl]cyclohexane-1,4-diol

Details

• Internal ID: 4d8aaa46-4884-423b-a4c7-150f0c06f4f1
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Alcohols and polyols > Secondary alcohols > Cyclohexanols
• IUPAC Name: (1R,2S,4S,5S)-2-methoxy-5-[(1R)-1-phenylprop-2-enyl]cyclohexane-1,4-diol
• InChI: InChI=1S/C16H22O3/c1-3-12(11-7-5-4-6-8-11)13-9-15(18)16(19-2)10-14(13)17/h3-8,12-18H,1,9-10H2,2H3/t12-,13-,14-,15+,16-/m0/s1
• InChI Key: ALWFGDVUNCQWQU-GVRJEKJASA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₃
• Molecular Weight: 262.34 g/mol
• Exact Mass: 262.15689456 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.10
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9922	99.22%
Caco-2	+	0.7480	74.80%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.7264	72.64%
OATP2B1 inhibitior	-	0.8628	86.28%
OATP1B1 inhibitior	+	0.9365	93.65%
OATP1B3 inhibitior	+	0.9495	94.95%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	-	0.9360	93.60%
P-glycoprotein inhibitior	-	0.9186	91.86%
P-glycoprotein substrate	-	0.8749	87.49%
CYP3A4 substrate	-	0.5243	52.43%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.3992	39.92%
CYP3A4 inhibition	-	0.8042	80.42%
CYP2C9 inhibition	-	0.8660	86.60%
CYP2C19 inhibition	-	0.6017	60.17%
CYP2D6 inhibition	-	0.8998	89.98%
CYP1A2 inhibition	-	0.6146	61.46%
CYP2C8 inhibition	-	0.8620	86.20%
CYP inhibitory promiscuity	-	0.7785	77.85%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8071	80.71%
Carcinogenicity (trinary)	Non-required	0.5951	59.51%
Eye corrosion	-	0.9639	96.39%
Eye irritation	-	0.9402	94.02%
Skin irritation	-	0.6018	60.18%
Skin corrosion	-	0.8858	88.58%
Ames mutagenesis	-	0.6200	62.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7024	70.24%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	+	0.5500	55.00%
skin sensitisation	-	0.5684	56.84%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.6375	63.75%
Nephrotoxicity	-	0.7970	79.70%
Acute Oral Toxicity (c)	III	0.6208	62.08%
Estrogen receptor binding	-	0.6637	66.37%
Androgen receptor binding	-	0.5405	54.05%
Thyroid receptor binding	-	0.6679	66.79%
Glucocorticoid receptor binding	-	0.5808	58.08%
Aromatase binding	-	0.7656	76.56%
PPAR gamma	-	0.6124	61.24%
Honey bee toxicity	-	0.6237	62.37%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	+	0.9562	95.62%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	95.64%	94.08%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.90%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	93.77%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	92.56%	90.17%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	92.36%	94.62%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.67%	95.56%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	90.32%	94.23%
CHEMBL2581	P07339	Cathepsin D	89.35%	98.95%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	86.04%	95.50%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.23%	86.33%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.70%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	80.92%	97.09%
CHEMBL5028	O14672	ADAM10	80.83%	97.50%

Plants that contains it

• Dalbergia sissoo

Cross-Links

• PubChem: 11380002
• LOTUS: LTS0080986
• wikiData: Q104914396