Haplopine

Details

• Internal ID: f5ac0751-2667-4a85-8b44-55c8ce91318d
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Furanoquinolines
• IUPAC Name: 4,8-dimethoxyfuro[2,3-b]quinolin-7-ol
• SMILES (Canonical): COC1=C2C=COC2=NC3=C1C=CC(=C3OC)O
• SMILES (Isomeric): COC1=C2C=COC2=NC3=C1C=CC(=C3OC)O
• InChI: InChI=1S/C13H11NO4/c1-16-11-7-3-4-9(15)12(17-2)10(7)14-13-8(11)5-6-18-13/h3-6,15H,1-2H3
• InChI Key: LJKPBWHZRNQEMO-UHFFFAOYSA-N
• Popularity: 15 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₁NO₄
• Molecular Weight: 245.23 g/mol
• Exact Mass: 245.06880783 g/mol
• Topological Polar Surface Area (TPSA): 64.70 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 2.70
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

• 5876-17-5
• Heliparvifoline
• 4,8-dimethoxyfuro[2,3-b]quinolin-7-ol
• CHEBI:5620
• 4,8-Dimethoxyfuro[2,3-b]quinolin-7-ol; 7-Hydroxy-8-methoxydictamnine
• 4,8-dimethoxy-9H-furo[2,3-b]quinolin-7-one
• AC1L4WKL
• 4,8-dimethoxyfuro[2,3-b]quinolin-7(9h)-one
• TimTec1_005697
• Oprea1_182538
• Oprea1_418227
• MLS001049015
• CHEMBL400257
• CHEMBL455007
• SCHEMBL15263337
• SCHEMBL23494234
• DTXSID30974280
• HMS1550C21
• HMS2270N15
• HMS3561H11
• HY-N3989
• BDBM50480294
• BDBM50486609
• AKOS000635187
• AKOS032948939
• FS-8605
• SMR000387023
• CS-0024574
• Furo(2,3-b)quinolin-7-ol, 4,8-dimethoxy-
• E88897
• Furo[2,3-b]quinoline, 4,8-dimethoxy-7-hydroxy-
• 4,8-dimethoxy-furo[2,3-b]quinolin-7-ol, AldrichCPR
• Q27106828

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9697	96.97%
Caco-2	+	0.5456	54.56%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5277	52.77%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9633	96.33%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.8489	84.89%
P-glycoprotein inhibitior	-	0.9306	93.06%
P-glycoprotein substrate	-	0.9356	93.56%
CYP3A4 substrate	-	0.5896	58.96%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7372	73.72%
CYP3A4 inhibition	-	0.6069	60.69%
CYP2C9 inhibition	-	0.9213	92.13%
CYP2C19 inhibition	-	0.7838	78.38%
CYP2D6 inhibition	-	0.8583	85.83%
CYP1A2 inhibition	+	0.8859	88.59%
CYP2C8 inhibition	-	0.5817	58.17%
CYP inhibitory promiscuity	+	0.5367	53.67%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.5088	50.88%
Eye corrosion	-	0.9918	99.18%
Eye irritation	+	0.6533	65.33%
Skin irritation	-	0.8260	82.60%
Skin corrosion	-	0.9677	96.77%
Ames mutagenesis	+	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5185	51.85%
Micronuclear	+	0.7500	75.00%
Hepatotoxicity	+	0.7822	78.22%
skin sensitisation	-	0.8611	86.11%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	+	0.4739	47.39%
Acute Oral Toxicity (c)	III	0.5995	59.95%
Estrogen receptor binding	+	0.8329	83.29%
Androgen receptor binding	+	0.6361	63.61%
Thyroid receptor binding	+	0.6988	69.88%
Glucocorticoid receptor binding	+	0.7437	74.37%
Aromatase binding	+	0.8873	88.73%
PPAR gamma	+	0.6299	62.99%
Honey bee toxicity	-	0.9402	94.02%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5400	54.00%
Fish aquatic toxicity	-	0.7363	73.63%

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	94.99%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.40%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.46%	99.15%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.44%	99.23%
CHEMBL1951	P21397	Monoamine oxidase A	88.29%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.66%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.56%	85.14%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	81.83%	96.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	81.67%	94.03%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.81%	96.09%

Plants that contains it

• Dictamnus dasycarpus
• Geijera balansae
• Haplophyllum acutifolium
• Haplophyllum bucharicum
• Haplophyllum cappadocicum
• Haplophyllum dauricum
• Haplophyllum ferganicum
• Haplophyllum obtusifolium
• Haplophyllum patavinum
• Haplophyllum ramosissimum
• Haplophyllum thesioides
• Haplophyllum vulcanicum
• Melicope confusa
• Melicope semecarpifolia
• Skimmia reevesiana
• Toddalia asiatica
• Vepris suaveolens
• Zanthoxylum ailanthoides
• Zanthoxylum beecheyanum
• Zanthoxylum integrifoliolum
• Zanthoxylum rhoifolium
• Zanthoxylum simulans

Cross-Links

• PubChem: 5281846
• LOTUS: LTS0092283
• wikiData: Q27106828