Lophophorine

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	abd501fc-c9d0-44c1-ab61-57085fab90d5
Taxonomy	Organoheterocyclic compounds > Tetrahydroisoquinolines
IUPAC Name	(9S)-4-methoxy-8,9-dimethyl-7,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinoline
SMILES (Canonical)	CC1C2=C3C(=C(C=C2CCN1C)OC)OCO3
SMILES (Isomeric)	C[C@H]1C2=C3C(=C(C=C2CCN1C)OC)OCO3
InChI	InChI=1S/C13H17NO3/c1-8-11-9(4-5-14(8)2)6-10(15-3)12-13(11)17-7-16-12/h6,8H,4-5,7H2,1-3H3/t8-/m0/s1
InChI Key	PNFBXEKHLUDPIM-QMMMGPOBSA-N
Popularity	0 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₃H₁₇NO₃
Molecular Weight	235.28 g/mol
Exact Mass	235.12084340 g/mol
Topological Polar Surface Area (TPSA)	30.90 Å²
XlogP	2.00
Atomic LogP (AlogP)	1.97
H-Bond Acceptor	4
H-Bond Donor	0
Rotatable Bonds	1

Synonyms

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N-Methylanhalonine

17627-78-0

UNII-UYZ46JKJ8V

UYZ46JKJ8V

4-methoxy-8,9-dimethyl-7,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinoline

BRN 0087283

(9S)-4-methoxy-8,9-dimethyl-7,9-dihydro-6H-[1,3]dioxolo[4,5-h]isoquinoline

4-27-00-06400 (Beilstein Handbook Reference)

6,7,8,9-Tetrahydro-4-methoxy-8,9-dimethyl-1,3-dioxolo(4,5-h)isoquinoline

Isoquinoline, 1,2,3,4-tetrahydro-1,2-dimethyl-6-methoxy-7,8-methylenedioxy-

There are more than 10 synonyms. If you wish to see them all click here.

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	+	0.9313	93.13%
Caco-2	+	0.9267	92.67%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Lysosomes	0.5317	53.17%
OATP2B1 inhibitior	-	0.8561	85.61%
OATP1B1 inhibitior	+	0.9590	95.90%
OATP1B3 inhibitior	+	0.9476	94.76%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	-	0.6611	66.11%
P-glycoprotein inhibitior	-	0.9552	95.52%
P-glycoprotein substrate	-	0.5955	59.55%
CYP3A4 substrate	+	0.5248	52.48%
CYP2C9 substrate	-	0.8000	80.00%
CYP2D6 substrate	+	0.6810	68.10%
CYP3A4 inhibition	-	0.6625	66.25%
CYP2C9 inhibition	-	0.6710	67.10%
CYP2C19 inhibition	-	0.5243	52.43%
CYP2D6 inhibition	+	0.7579	75.79%
CYP1A2 inhibition	+	0.5155	51.55%
CYP2C8 inhibition	-	0.9431	94.31%
CYP inhibitory promiscuity	-	0.6301	63.01%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5144	51.44%
Eye corrosion	-	0.9871	98.71%
Eye irritation	-	0.9162	91.62%
Skin irritation	-	0.7863	78.63%
Skin corrosion	-	0.9357	93.57%
Ames mutagenesis	+	0.6000	60.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4785	47.85%
Micronuclear	-	0.6500	65.00%
Hepatotoxicity	-	0.7125	71.25%
skin sensitisation	-	0.8470	84.70%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7823	78.23%
Acute Oral Toxicity (c)	III	0.6646	66.46%
Estrogen receptor binding	-	0.8024	80.24%
Androgen receptor binding	-	0.5516	55.16%
Thyroid receptor binding	+	0.5769	57.69%
Glucocorticoid receptor binding	-	0.5444	54.44%
Aromatase binding	-	0.7823	78.23%
PPAR gamma	-	0.7049	70.49%
Honey bee toxicity	-	0.8476	84.76%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	+	0.6500	65.00%
Fish aquatic toxicity	-	0.4285	42.85%

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	98.04%	96.09%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.13%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.77%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	88.65%	96.77%
CHEMBL241	Q14432	Phosphodiesterase 3A	87.79%	92.94%
CHEMBL1163125	O60885	Bromodomain-containing protein 4	86.99%	97.31%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.65%	86.33%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	86.46%	89.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.94%	93.99%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.64%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.54%	94.00%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.93%	82.67%
CHEMBL4247	Q9UM73	ALK tyrosine kinase receptor	84.67%	96.86%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.62%	100.00%
CHEMBL4208	P20618	Proteasome component C5	83.51%	90.00%
CHEMBL4895	P30530	Tyrosine-protein kinase receptor UFO	83.19%	90.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.92%	92.62%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	82.27%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.19%	85.14%
CHEMBL2056	P21728	Dopamine D1 receptor	81.63%	91.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.31%	82.38%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.23%	89.50%
CHEMBL6031	Q9H9B1	Histone-lysine N-methyltransferase, H3 lysine-9 specific 5	80.86%	94.33%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.80%	90.71%
CHEMBL5469	Q14289	Protein tyrosine kinase 2 beta	80.31%	91.03%

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.

Dracaena cochinchinensis

Gymnocalycium gibbosum

Gymnocalycium monvillei

Lophophora williamsii