(R)-Roemerine

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	354e4ebe-f6f7-4715-ac68-8ded655f6919
Taxonomy	Alkaloids and derivatives > Aporphines
IUPAC Name	11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene
SMILES (Canonical)	CN1CCC2=CC3=C(C4=C2C1CC5=CC=CC=C54)OCO3
SMILES (Isomeric)	CN1CCC2=CC3=C(C4=C2C1CC5=CC=CC=C54)OCO3
InChI	InChI=1S/C18H17NO2/c1-19-7-6-12-9-15-18(21-10-20-15)17-13-5-3-2-4-11(13)8-14(19)16(12)17/h2-5,9,14H,6-8,10H2,1H3
InChI Key	JCTYWRARKVGOBK-UHFFFAOYSA-N
Popularity	11 references in papers

Physical and Chemical Properties

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Molecular Formula	C₁₈H₁₇NO₂
Molecular Weight	279.30 g/mol
Exact Mass	279.125928785 g/mol
Topological Polar Surface Area (TPSA)	21.70 Å²
XlogP	3.30
Atomic LogP (AlogP)	3.17
H-Bond Acceptor	3
H-Bond Donor	0
Rotatable Bonds	0

Synonyms

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(R)-Roemerine

Remerine

GNF-PF-4466

Remerin

CHEMBL36654

2030-53-7

(-)-roemerine

15548-23-9

11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14,16,18-hexaene

6,7,7a,8-Tetrahydro-7-methyl-5H-benzo[g]-1,3-benzodioxolo[6,5,4-de]quinoline

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	+	0.9873	98.73%
Caco-2	+	0.9409	94.09%
Blood Brain Barrier	+	1.0000	100.00%
Human oral bioavailability	-	0.6429	64.29%
Subcellular localzation	Lysosomes	0.3779	37.79%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9351	93.51%
OATP1B3 inhibitior	+	0.9539	95.39%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6000	60.00%
BSEP inhibitior	+	0.7018	70.18%
P-glycoprotein inhibitior	-	0.9166	91.66%
P-glycoprotein substrate	-	0.7372	73.72%
CYP3A4 substrate	+	0.5830	58.30%
CYP2C9 substrate	-	0.5820	58.20%
CYP2D6 substrate	+	0.6456	64.56%
CYP3A4 inhibition	-	0.6587	65.87%
CYP2C9 inhibition	-	0.9303	93.03%
CYP2C19 inhibition	-	0.7085	70.85%
CYP2D6 inhibition	+	0.8736	87.36%
CYP1A2 inhibition	+	0.6510	65.10%
CYP2C8 inhibition	-	0.8939	89.39%
CYP inhibitory promiscuity	-	0.6167	61.67%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6035	60.35%
Eye corrosion	-	0.9865	98.65%
Eye irritation	-	0.9914	99.14%
Skin irritation	-	0.6945	69.45%
Skin corrosion	-	0.8763	87.63%
Ames mutagenesis	+	0.9900	99.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7546	75.46%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	-	0.7250	72.50%
skin sensitisation	-	0.8494	84.94%
Respiratory toxicity	+	0.9556	95.56%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8625	86.25%
Nephrotoxicity	-	0.7105	71.05%
Acute Oral Toxicity (c)	III	0.5875	58.75%
Estrogen receptor binding	+	0.5911	59.11%
Androgen receptor binding	+	0.6771	67.71%
Thyroid receptor binding	-	0.5734	57.34%
Glucocorticoid receptor binding	+	0.6106	61.06%
Aromatase binding	-	0.7105	71.05%
PPAR gamma	+	0.5714	57.14%
Honey bee toxicity	-	0.8725	87.25%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.7800	78.00%
Fish aquatic toxicity	+	0.8279	82.79%

Targets

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Proven Targets:

CHEMBL ID	UniProt ID	Name	Min activity	Assay type	Source
CHEMBL229	P35348	Alpha-1a adrenergic receptor	251.19 nM	Ki	via Super-PRED
CHEMBL223	P25100	Alpha-1d adrenergic receptor	630.96 nM	Ki	via Super-PRED
CHEMBL1795093	O14727	Apoptotic protease-activating factor 1	10200 nM	IC50	via CMAUP
CHEMBL2392	P06746	DNA polymerase beta	15848.9 nM	Potency	via CMAUP
CHEMBL2608	P10253	Lysosomal alpha-glucosidase	39810.7 nM	Potency	via CMAUP
CHEMBL1293294	P51151	Ras-related protein Rab-9A	6309.6 nM	Potency	via CMAUP

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.19%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.69%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	94.75%	96.77%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	94.34%	93.40%
CHEMBL1951	P21397	Monoamine oxidase A	94.24%	91.49%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.03%	95.56%
CHEMBL2056	P21728	Dopamine D1 receptor	91.89%	91.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.97%	91.11%
CHEMBL217	P14416	Dopamine D2 receptor	89.06%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.46%	86.33%
CHEMBL240	Q12809	HERG	85.79%	89.76%
CHEMBL5805	Q9NR97	Toll-like receptor 8	85.77%	96.25%
CHEMBL2073	P07947	Tyrosine-protein kinase YES	83.90%	83.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.58%	89.00%
CHEMBL4040	P28482	MAP kinase ERK2	82.81%	83.82%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.76%	100.00%
CHEMBL1841	P06241	Tyrosine-protein kinase FYN	81.45%	81.29%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	81.28%	82.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.65%	100.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.54%	95.89%

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.

Artabotrys hexapetalus

Chelonanthus albus

Cryptocarya angulata

Guatteria modesta

Guatteria oliviformis

Hexalobus monopetalus

Hornschuchia obliqua