(2R,3E,5E)-1-[(2R)-1-methylpyrrolidin-2-yl]-6-phenylhexa-3,5-dien-2-ol

Details

• Internal ID: f8c8c08c-10e1-4004-b414-86899980649c
• Taxonomy: Benzenoids > Benzene and substituted derivatives > Styrenes
• IUPAC Name: (2R,3E,5E)-1-[(2R)-1-methylpyrrolidin-2-yl]-6-phenylhexa-3,5-dien-2-ol
• InChI: InChI=1S/C17H23NO/c1-18-13-7-11-16(18)14-17(19)12-6-5-10-15-8-3-2-4-9-15/h2-6,8-10,12,16-17,19H,7,11,13-14H2,1H3/b10-5+,12-6+/t16-,17+/m1/s1
• InChI Key: NTGQEIWCKMMRRN-LPSHDJNQSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₃NO
• Molecular Weight: 257.37 g/mol
• Exact Mass: 257.177964357 g/mol
• Topological Polar Surface Area (TPSA): 23.50 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.10
• H-Bond Acceptor: 2
• H-Bond Donor: 1
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9842	98.42%
Caco-2	+	0.8501	85.01%
Blood Brain Barrier	+	0.9500	95.00%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.3886	38.86%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9036	90.36%
OATP1B3 inhibitior	+	0.9425	94.25%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.6250	62.50%
BSEP inhibitior	-	0.7887	78.87%
P-glycoprotein inhibitior	-	0.8980	89.80%
P-glycoprotein substrate	-	0.6668	66.68%
CYP3A4 substrate	-	0.5626	56.26%
CYP2C9 substrate	-	0.5641	56.41%
CYP2D6 substrate	+	0.6434	64.34%
CYP3A4 inhibition	-	0.9794	97.94%
CYP2C9 inhibition	-	0.9430	94.30%
CYP2C19 inhibition	-	0.7561	75.61%
CYP2D6 inhibition	-	0.5823	58.23%
CYP1A2 inhibition	-	0.7478	74.78%
CYP2C8 inhibition	-	0.8792	87.92%
CYP inhibitory promiscuity	-	0.9624	96.24%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.6350	63.50%
Eye corrosion	-	0.9705	97.05%
Eye irritation	-	0.9377	93.77%
Skin irritation	-	0.5526	55.26%
Skin corrosion	+	0.5122	51.22%
Ames mutagenesis	-	0.7000	70.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6420	64.20%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.5987	59.87%
skin sensitisation	-	0.8475	84.75%
Respiratory toxicity	+	0.8889	88.89%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.9455	94.55%
Acute Oral Toxicity (c)	III	0.6223	62.23%
Estrogen receptor binding	-	0.4893	48.93%
Androgen receptor binding	-	0.6963	69.63%
Thyroid receptor binding	-	0.7123	71.23%
Glucocorticoid receptor binding	-	0.8270	82.70%
Aromatase binding	-	0.6157	61.57%
PPAR gamma	-	0.5787	57.87%
Honey bee toxicity	-	0.9403	94.03%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5200	52.00%
Fish aquatic toxicity	+	0.6496	64.96%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.22%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.22%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.19%	95.56%
CHEMBL221	P23219	Cyclooxygenase-1	90.02%	90.17%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	89.57%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	89.33%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.34%	86.33%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.47%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	84.12%	85.14%
CHEMBL5805	Q9NR97	Toll-like receptor 8	83.54%	96.25%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.96%	95.89%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.94%	98.33%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	81.55%	91.11%

Plants that contains it

• Darlingia darlingiana

Cross-Links

• PubChem: 163185611
• LOTUS: LTS0195299
• wikiData: Q105185441