Dihydroimpranine

Details

• Internal ID: 406efc96-12e1-40cf-8efa-cf90bb4e9fe5
• Taxonomy: Organoheterocyclic compounds > Piperidines
• IUPAC Name: (3S,4aS,5R,6aR,6bS,9S,10aR,11aS,11bR)-9-[(1S)-1-[(2R,5S)-1,5-dimethylpiperidin-2-yl]ethyl]-10a,11b-dimethyl-2,3,4,4a,5,6,6a,6b,9,10,11,11a-dodecahydro-1H-benzo[a]fluorene-3,5-diol
• SMILES (Canonical): CC1CCC(N(C1)C)C(C)C2CC3(CC4C(C3C=C2)CC(C5C4(CCC(C5)O)C)O)C
• SMILES (Isomeric): C[C@H]1CC[C@@H](N(C1)C)[C@@H](C)[C@H]2C[C@@]3(C[C@H]4[C@H]([C@@H]3C=C2)C[C@H]([C@@H]5[C@@]4(CC[C@@H](C5)O)C)O)C
• InChI: InChI=1S/C28H47NO2/c1-17-6-9-25(29(5)16-17)18(2)19-7-8-22-21-13-26(31)23-12-20(30)10-11-28(23,4)24(21)15-27(22,3)14-19/h7-8,17-26,30-31H,6,9-16H2,1-5H3/t17-,18-,19+,20-,21-,22-,23+,24-,25+,26+,27+,28-/m0/s1
• InChI Key: WMVFFRXSRDHDPV-LEIMWKHHSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₄₇NO₂
• Molecular Weight: 429.70 g/mol
• Exact Mass: 429.360679742 g/mol
• Topological Polar Surface Area (TPSA): 43.70 Ų
• XlogP: 5.80
• Atomic LogP (AlogP): 5.12
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9748	97.48%
Caco-2	-	0.5476	54.76%
Blood Brain Barrier	+	0.8500	85.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Lysosomes	0.4537	45.37%
OATP2B1 inhibitior	-	0.7192	71.92%
OATP1B1 inhibitior	+	0.8863	88.63%
OATP1B3 inhibitior	+	0.9409	94.09%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5250	52.50%
BSEP inhibitior	-	0.6571	65.71%
P-glycoprotein inhibitior	-	0.6600	66.00%
P-glycoprotein substrate	+	0.7106	71.06%
CYP3A4 substrate	+	0.7104	71.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.5216	52.16%
CYP3A4 inhibition	-	0.8324	83.24%
CYP2C9 inhibition	-	0.8726	87.26%
CYP2C19 inhibition	-	0.8941	89.41%
CYP2D6 inhibition	-	0.5253	52.53%
CYP1A2 inhibition	-	0.8068	80.68%
CYP2C8 inhibition	-	0.7770	77.70%
CYP inhibitory promiscuity	-	0.9776	97.76%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	1.0000	100.00%
Carcinogenicity (trinary)	Non-required	0.5932	59.32%
Eye corrosion	-	0.9867	98.67%
Eye irritation	-	0.9671	96.71%
Skin irritation	-	0.7036	70.36%
Skin corrosion	-	0.8388	83.88%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6590	65.90%
Micronuclear	-	0.7200	72.00%
Hepatotoxicity	-	0.5990	59.90%
skin sensitisation	-	0.8463	84.63%
Respiratory toxicity	+	0.8111	81.11%
Reproductive toxicity	+	0.9333	93.33%
Mitochondrial toxicity	+	0.9250	92.50%
Nephrotoxicity	-	0.8531	85.31%
Acute Oral Toxicity (c)	III	0.4627	46.27%
Estrogen receptor binding	+	0.7483	74.83%
Androgen receptor binding	+	0.6377	63.77%
Thyroid receptor binding	+	0.6380	63.80%
Glucocorticoid receptor binding	+	0.7371	73.71%
Aromatase binding	+	0.5635	56.35%
PPAR gamma	+	0.5300	53.00%
Honey bee toxicity	-	0.7287	72.87%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5232	52.32%
Fish aquatic toxicity	-	0.5664	56.64%

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	99.60%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.83%	96.09%
CHEMBL6136	O60341	Lysine-specific histone demethylase 1	96.33%	95.58%
CHEMBL238	Q01959	Dopamine transporter	93.90%	95.88%
CHEMBL2140	P48775	Tryptophan 2,3-dioxygenase	91.69%	98.46%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	90.41%	96.77%
CHEMBL4681	P42330	Aldo-keto-reductase family 1 member C3	90.38%	89.05%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.00%	94.45%
CHEMBL2955	O95136	Sphingosine 1-phosphate receptor Edg-5	89.29%	92.86%
CHEMBL4026	P40763	Signal transducer and activator of transcription 3	89.18%	82.69%
CHEMBL221	P23219	Cyclooxygenase-1	88.82%	90.17%
CHEMBL3359	P21462	Formyl peptide receptor 1	87.91%	93.56%
CHEMBL4227	P25090	Lipoxin A4 receptor	87.78%	100.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	86.67%	100.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	86.56%	96.61%
CHEMBL1871	P10275	Androgen Receptor	86.32%	96.43%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	86.16%	100.00%
CHEMBL279	P35968	Vascular endothelial growth factor receptor 2	86.06%	95.52%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.75%	97.09%
CHEMBL3045	P05771	Protein kinase C beta	85.58%	97.63%
CHEMBL202	P00374	Dihydrofolate reductase	85.56%	89.92%
CHEMBL268	P43235	Cathepsin K	85.27%	96.85%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.57%	95.89%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.32%	89.62%
CHEMBL2581	P07339	Cathepsin D	83.18%	98.95%
CHEMBL237	P41145	Kappa opioid receptor	82.81%	98.10%
CHEMBL5646	Q6L5J4	FML2_HUMAN	82.52%	100.00%
CHEMBL3807	P17706	T-cell protein-tyrosine phosphatase	81.76%	93.00%
CHEMBL1795139	Q8IU80	Transmembrane protease serine 6	81.73%	98.33%
CHEMBL3746	P80365	11-beta-hydroxysteroid dehydrogenase 2	81.56%	94.78%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.34%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.26%	95.56%
CHEMBL299	P17252	Protein kinase C alpha	81.10%	98.03%
CHEMBL2996	Q05655	Protein kinase C delta	80.94%	97.79%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.20%	91.03%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.11%	89.00%
CHEMBL2007625	O75874	Isocitrate dehydrogenase [NADP] cytoplasmic	80.01%	99.00%

Plants that contains it

• Fritillaria imperialis

Cross-Links

• PubChem: 139597676
• LOTUS: LTS0002500
• wikiData: Q104888845