Zanthobungeanine

Details

• Internal ID: 89b5f35e-0f5e-48d4-b0aa-82b528c1b67d
• Taxonomy: Organoheterocyclic compounds > Quinolines and derivatives > Quinolones and derivatives > Pyranoquinolines
• IUPAC Name: 7-methoxy-2,2,6-trimethylpyrano[3,2-c]quinolin-5-one
• SMILES (Canonical): CC1(C=CC2=C(O1)C3=C(C(=CC=C3)OC)N(C2=O)C)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C3=C(C(=CC=C3)OC)N(C2=O)C)C
• InChI: InChI=1S/C16H17NO3/c1-16(2)9-8-11-14(20-16)10-6-5-7-12(19-4)13(10)17(3)15(11)18/h5-9H,1-4H3
• InChI Key: SYNIFQKDJZQOLI-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₁₇NO₃
• Molecular Weight: 271.31 g/mol
• Exact Mass: 271.12084340 g/mol
• Topological Polar Surface Area (TPSA): 38.80 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.73
• H-Bond Acceptor: 4
• H-Bond Donor: 0
• Rotatable Bonds: 1

Synonyms

• 64190-94-9
• 7-methoxy-2,2,6-trimethylpyrano[3,2-c]quinolin-5-one
• AKOS032949061

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9761	97.61%
Caco-2	+	0.8859	88.59%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5862	58.62%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9316	93.16%
OATP1B3 inhibitior	+	0.9582	95.82%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.6375	63.75%
P-glycoprotein inhibitior	-	0.6605	66.05%
P-glycoprotein substrate	-	0.6685	66.85%
CYP3A4 substrate	+	0.6781	67.81%
CYP2C9 substrate	-	0.7936	79.36%
CYP2D6 substrate	-	0.8462	84.62%
CYP3A4 inhibition	-	0.5935	59.35%
CYP2C9 inhibition	-	0.7286	72.86%
CYP2C19 inhibition	+	0.6621	66.21%
CYP2D6 inhibition	-	0.9156	91.56%
CYP1A2 inhibition	+	0.8937	89.37%
CYP2C8 inhibition	-	0.7943	79.43%
CYP inhibitory promiscuity	+	0.6858	68.58%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Danger	0.4995	49.95%
Eye corrosion	-	0.9897	98.97%
Eye irritation	+	0.6227	62.27%
Skin irritation	-	0.8449	84.49%
Skin corrosion	-	0.9520	95.20%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7883	78.83%
Micronuclear	+	0.7000	70.00%
Hepatotoxicity	+	0.5857	58.57%
skin sensitisation	-	0.8804	88.04%
Respiratory toxicity	+	0.5889	58.89%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.7375	73.75%
Nephrotoxicity	+	0.5248	52.48%
Acute Oral Toxicity (c)	III	0.6624	66.24%
Estrogen receptor binding	+	0.8396	83.96%
Androgen receptor binding	-	0.5420	54.20%
Thyroid receptor binding	+	0.6198	61.98%
Glucocorticoid receptor binding	+	0.6407	64.07%
Aromatase binding	+	0.5934	59.34%
PPAR gamma	+	0.6817	68.17%
Honey bee toxicity	-	0.7804	78.04%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6300	63.00%
Fish aquatic toxicity	+	0.7622	76.22%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	96.65%	95.56%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.23%	96.09%
CHEMBL2581	P07339	Cathepsin D	96.21%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	95.45%	85.14%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	92.80%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.36%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.50%	89.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.61%	93.99%
CHEMBL2535	P11166	Glucose transporter	87.39%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	87.38%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.84%	99.23%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	82.91%	100.00%
CHEMBL1255126	O15151	Protein Mdm4	82.47%	90.20%
CHEMBL1914	P06276	Butyrylcholinesterase	81.59%	95.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.59%	95.89%
CHEMBL1907	P15144	Aminopeptidase N	81.43%	93.31%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	80.66%	94.03%

Plants that contains it

• Acronychia pedunculata
• Agave deserti
• Aglaia silvestris
• Angelica taiwaniana
• Asclepias subulata
• Bellium bellidioides
• Celastrus monospermus
• Centaurea calcitrapa
• Conium maculatum
• Conocephalum conicum
• Cynara humilis
• Delphinium hohenackeri
• Elegia deusta
• Erica glauca
• Eutrochium purpureum
• Garcinia intermedia
• Geijera balansae
• Hibiscus tilliaceus
• Hortonia floribunda
• Hosta sieboldiana
• Inula salsoloides
• Jacobaea cannabifolia
• Jacobaea vulgaris
• Kielmeyera coriacea
• Kitagawia praeruptora
• Lepidaploa lilacina
• Leucas neufliseana
• Lithospermum officinale
• Litsea glutinosa
• Morinda coreia
• Oncosiphon suffruticosus
• Orixa japonica
• Passiflora morifolia
• Platonia insignis
• Plectranthus parishii
• Raputiarana heptaphylla
• Salvia munzii
• Sarcococca coriacea
• Solanum spirale
• Solanum villosum
• Sophora koreensis
• Sophora leachiana
• Synotis cappa
• Tabebuia heterophylla
• Trachelospermum lucidum
• Ulmus americana
• Vepris gabonensis
• Wikstroemia chamaedaphne
• Wollastonia dentata
• Zanthoxylum beecheyanum
• Zanthoxylum bungeanum
• Zanthoxylum rhetsa
• Zanthoxylum schreberi
• Zanthoxylum simulans

Cross-Links

• PubChem: 5315422
• NPASS: NPC182432
• LOTUS: LTS0082296
• wikiData: Q104402068