2H-Quinolizin-3-ol, 6-(3-furanyl)octahydro-3,9-dimethyl-, (3R,6S,9R,9aS)-

Details

• Internal ID: a3674617-46eb-4b3d-aae8-10e3f7fd939e
• Taxonomy: Organoheterocyclic compounds > Quinolizines
• IUPAC Name: 6-(furan-3-yl)-3,9-dimethyl-1,2,4,6,7,8,9,9a-octahydroquinolizin-3-ol
• SMILES (Canonical): CC1CCC(N2C1CCC(C2)(C)O)C3=COC=C3
• SMILES (Isomeric): CC1CCC(N2C1CCC(C2)(C)O)C3=COC=C3
• InChI: InChI=1S/C15H23NO2/c1-11-3-4-14(12-6-8-18-9-12)16-10-15(2,17)7-5-13(11)16/h6,8-9,11,13-14,17H,3-5,7,10H2,1-2H3
• InChI Key: DZKOJPWTBVWCGX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₃NO₂
• Molecular Weight: 249.35 g/mol
• Exact Mass: 249.172878976 g/mol
• Topological Polar Surface Area (TPSA): 36.60 Ų
• XlogP: 2.30
• Atomic LogP (AlogP): 2.97
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• Deoxynupharidin-7.beta.-ol
• DZKOJPWTBVWCGX-UHFFFAOYSA-N
• 2H-Quinolizin-3-ol, 6-(3-furanyl)octahydro-3,9-dimethyl-, (3R,6S,9R,9aS)-
• 2H-Quinolizin-3-ol, 6-(3-furanyl)octahydro-3,9-dimethyl-, [3R-(3.alpha.,6.beta.,9.alpha.,9a.alpha.)]-
• 6-(3-Furyl)-3,9-dimethyloctahydro-2H-quinolizin-3-ol, [3R-(3.alpha.,6.beta.,9.alpha.,9a.alpha.)]-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9945	99.45%
Caco-2	+	0.9346	93.46%
Blood Brain Barrier	+	0.9379	93.79%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Lysosomes	0.4374	43.74%
OATP2B1 inhibitior	-	0.8562	85.62%
OATP1B1 inhibitior	+	0.7941	79.41%
OATP1B3 inhibitior	+	0.9318	93.18%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.7811	78.11%
P-glycoprotein inhibitior	-	0.9713	97.13%
P-glycoprotein substrate	-	0.7981	79.81%
CYP3A4 substrate	+	0.5781	57.81%
CYP2C9 substrate	-	0.5914	59.14%
CYP2D6 substrate	+	0.6084	60.84%
CYP3A4 inhibition	-	0.7137	71.37%
CYP2C9 inhibition	-	0.9315	93.15%
CYP2C19 inhibition	-	0.6926	69.26%
CYP2D6 inhibition	-	0.5676	56.76%
CYP1A2 inhibition	-	0.8748	87.48%
CYP2C8 inhibition	-	0.7033	70.33%
CYP inhibitory promiscuity	-	0.9257	92.57%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.6523	65.23%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.9814	98.14%
Skin irritation	-	0.7918	79.18%
Skin corrosion	-	0.8924	89.24%
Ames mutagenesis	-	0.7070	70.70%
Human Ether-a-go-go-Related Gene inhibition	+	0.8069	80.69%
Micronuclear	-	0.6000	60.00%
Hepatotoxicity	+	0.6041	60.41%
skin sensitisation	-	0.8119	81.19%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.9375	93.75%
Nephrotoxicity	-	0.7038	70.38%
Acute Oral Toxicity (c)	III	0.4692	46.92%
Estrogen receptor binding	-	0.5649	56.49%
Androgen receptor binding	-	0.6233	62.33%
Thyroid receptor binding	+	0.6093	60.93%
Glucocorticoid receptor binding	+	0.6127	61.27%
Aromatase binding	-	0.5478	54.78%
PPAR gamma	-	0.5806	58.06%
Honey bee toxicity	-	0.9574	95.74%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	-	0.5173	51.73%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.44%	96.09%
CHEMBL4040	P28482	MAP kinase ERK2	93.70%	83.82%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.52%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.70%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.05%	94.45%
CHEMBL253	P34972	Cannabinoid CB2 receptor	86.99%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.62%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.59%	89.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	80.61%	97.14%

Plants that contains it

• Nuphar lutea

Cross-Links

• PubChem: 575171
• LOTUS: LTS0050501
• wikiData: Q104991854