(7S,8S)-8-(3-hydroxy-3-methylbutyl)-4,8-dimethoxy-6,7-dihydro-5H-furo[2,3-b]quinolin-7-ol

Details

• Internal ID: 67a8b84e-a3f3-45f5-a69c-2144a829cb72
• Taxonomy: Organoheterocyclic compounds > Furopyridines
• IUPAC Name: (7S,8S)-8-(3-hydroxy-3-methylbutyl)-4,8-dimethoxy-6,7-dihydro-5H-furo[2,3-b]quinolin-7-ol
• SMILES (Canonical): CC(C)(CCC1(C(CCC2=C1N=C3C(=C2OC)C=CO3)O)OC)O
• SMILES (Isomeric): CC(C)(CC[C@]1([C@H](CCC2=C1N=C3C(=C2OC)C=CO3)O)OC)O
• InChI: InChI=1S/C18H25NO5/c1-17(2,21)8-9-18(23-4)13(20)6-5-11-14(22-3)12-7-10-24-16(12)19-15(11)18/h7,10,13,20-21H,5-6,8-9H2,1-4H3/t13-,18+/m0/s1
• InChI Key: KHGNFPUMBJSZSM-SCLBCKFNSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.40 g/mol
• Exact Mass: 335.17327290 g/mol
• Topological Polar Surface Area (TPSA): 85.00 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 5

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9588	95.88%
Caco-2	+	0.7143	71.43%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.6749	67.49%
OATP2B1 inhibitior	-	0.8615	86.15%
OATP1B1 inhibitior	+	0.9286	92.86%
OATP1B3 inhibitior	+	0.9201	92.01%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7322	73.22%
BSEP inhibitior	-	0.7668	76.68%
P-glycoprotein inhibitior	-	0.8078	80.78%
P-glycoprotein substrate	-	0.5558	55.58%
CYP3A4 substrate	+	0.5991	59.91%
CYP2C9 substrate	-	0.7953	79.53%
CYP2D6 substrate	+	0.3471	34.71%
CYP3A4 inhibition	-	0.7531	75.31%
CYP2C9 inhibition	-	0.8703	87.03%
CYP2C19 inhibition	-	0.7573	75.73%
CYP2D6 inhibition	-	0.9082	90.82%
CYP1A2 inhibition	+	0.6323	63.23%
CYP2C8 inhibition	+	0.5733	57.33%
CYP inhibitory promiscuity	-	0.5609	56.09%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9400	94.00%
Carcinogenicity (trinary)	Non-required	0.5703	57.03%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.7487	74.87%
Skin irritation	-	0.7870	78.70%
Skin corrosion	-	0.9354	93.54%
Ames mutagenesis	-	0.6254	62.54%
Human Ether-a-go-go-Related Gene inhibition	+	0.6508	65.08%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5500	55.00%
skin sensitisation	-	0.8546	85.46%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.9000	90.00%
Nephrotoxicity	-	0.8818	88.18%
Acute Oral Toxicity (c)	III	0.5507	55.07%
Estrogen receptor binding	+	0.7319	73.19%
Androgen receptor binding	-	0.5197	51.97%
Thyroid receptor binding	+	0.7396	73.96%
Glucocorticoid receptor binding	+	0.7089	70.89%
Aromatase binding	+	0.6596	65.96%
PPAR gamma	+	0.5963	59.63%
Honey bee toxicity	-	0.8720	87.20%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	+	0.8252	82.52%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.92%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	94.44%	97.25%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	93.77%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	92.29%	97.09%
CHEMBL1951	P21397	Monoamine oxidase A	90.61%	91.49%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.24%	94.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.14%	85.14%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.77%	92.62%
CHEMBL5747	Q92793	CREB-binding protein	85.38%	95.12%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.69%	95.56%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.36%	95.89%
CHEMBL2581	P07339	Cathepsin D	82.91%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.60%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.77%	94.45%

Plants that contains it

• Haplophyllum acutifolium

Cross-Links

• PubChem: 750664
• LOTUS: LTS0002943
• wikiData: Q105141143