Leucoxylonine

Details

Physical and Chemical Properties

Synonyms

2D Structure

3D Structure

ADMET Properties

Targets (proven and/or predicted)

Plants that contains it

Cross-Links

Details

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Internal ID	c491ff27-f663-41f8-9a6d-7f9366501b43
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	(12S)-7,15,16,17-tetramethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),14,16,18-hexaene
SMILES (Canonical)	CN1CCC2=C3C1CC4=C(C(=C(C=C4C3=C5C(=C2OC)OCO5)OC)OC)OC
SMILES (Isomeric)	CN1CCC2=C3[C@@H]1CC4=C(C(=C(C=C4C3=C5C(=C2OC)OCO5)OC)OC)OC
InChI	InChI=1S/C22H25NO6/c1-23-7-6-11-16-14(23)8-13-12(9-15(24-2)20(27-5)19(13)26-4)17(16)21-22(18(11)25-3)29-10-28-21/h9,14H,6-8,10H2,1-5H3/t14-/m0/s1
InChI Key	SFHWHWVEDBDXLV-AWEZNQCLSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₂₂H₂₅NO₆
Molecular Weight	399.40 g/mol
Exact Mass	399.16818752 g/mol
Topological Polar Surface Area (TPSA)	58.60 Å²
XlogP	3.20
Atomic LogP (AlogP)	3.20
H-Bond Acceptor	7
H-Bond Donor	0
Rotatable Bonds	4

Synonyms

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1358-96-9

(12S)-7,15,16,17-tetramethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),14,16,18-hexaene

(7aS)-6,7,7a,8-Tetrahydro-4,9,10,11-tetramethoxy-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quin

(7As)-6,7,7a,8-tetrahydro-4,9,10,11-tetramethoxy-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline

2D Structure

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3D Structure

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ADMET Properties (via admetSAR 2)

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Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9181	91.81%
Caco-2	+	0.9209	92.09%
Blood Brain Barrier	+	0.9000	90.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.5291	52.91%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9232	92.32%
OATP1B3 inhibitior	+	0.9444	94.44%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.5500	55.00%
BSEP inhibitior	+	0.7509	75.09%
P-glycoprotein inhibitior	-	0.5709	57.09%
P-glycoprotein substrate	-	0.5943	59.43%
CYP3A4 substrate	+	0.6111	61.11%
CYP2C9 substrate	-	0.6129	61.29%
CYP2D6 substrate	+	0.7342	73.42%
CYP3A4 inhibition	+	0.6494	64.94%
CYP2C9 inhibition	-	0.8319	83.19%
CYP2C19 inhibition	+	0.5083	50.83%
CYP2D6 inhibition	+	0.5472	54.72%
CYP1A2 inhibition	-	0.7006	70.06%
CYP2C8 inhibition	-	0.6674	66.74%
CYP inhibitory promiscuity	-	0.6068	60.68%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5767	57.67%
Eye corrosion	-	0.9896	98.96%
Eye irritation	-	0.8905	89.05%
Skin irritation	-	0.8092	80.92%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	+	0.8100	81.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4565	45.65%
Micronuclear	-	0.5800	58.00%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.8666	86.66%
Respiratory toxicity	+	0.7889	78.89%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7500	75.00%
Nephrotoxicity	-	0.7519	75.19%
Acute Oral Toxicity (c)	III	0.7211	72.11%
Estrogen receptor binding	+	0.6750	67.50%
Androgen receptor binding	-	0.5575	55.75%
Thyroid receptor binding	+	0.6516	65.16%
Glucocorticoid receptor binding	+	0.7863	78.63%
Aromatase binding	-	0.5723	57.23%
PPAR gamma	+	0.6611	66.11%
Honey bee toxicity	-	0.8182	81.82%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6700	67.00%
Fish aquatic toxicity	+	0.9338	93.38%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
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	98.19%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.94%	96.77%
CHEMBL5747	Q92793	CREB-binding protein	96.90%	95.12%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.76%	93.40%
CHEMBL261	P00915	Carbonic anhydrase I	92.63%	96.76%
CHEMBL2056	P21728	Dopamine D1 receptor	89.73%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.20%	91.11%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	89.04%	95.53%
CHEMBL4208	P20618	Proteasome component C5	88.76%	90.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.22%	82.67%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.02%	82.38%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.67%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.96%	95.56%
CHEMBL2581	P07339	Cathepsin D	85.55%	98.95%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	84.31%	92.38%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.28%	95.34%
CHEMBL2413	P32246	C-C chemokine receptor type 1	83.91%	89.50%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	83.85%	96.86%
CHEMBL3474	P14555	Phospholipase A2 group IIA	83.15%	94.05%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.20%	95.89%
CHEMBL3438	Q05513	Protein kinase C zeta	81.83%	88.48%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.77%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.61%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.54%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.04%	89.62%

Plants that contains it

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Below are displayed all the plants proven (via scientific papers) to contain this compound!
To see more specific details click the taxa you are interested in.