2-Hydroxy-1-methoxy-6a,7-dehydroaporphine

Details

• Internal ID: 7366cdc9-1c2b-4e07-80bd-69814f84f221
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 16-methoxy-10-methyl-10-azatetracyclo[7.7.1.02,7.013,17]heptadeca-1(17),2,4,6,8,13,15-heptaen-15-ol
• SMILES (Canonical): CN1CCC2=CC(=C(C3=C2C1=CC4=CC=CC=C43)OC)O
• SMILES (Isomeric): CN1CCC2=CC(=C(C3=C2C1=CC4=CC=CC=C43)OC)O
• InChI: InChI=1S/C18H17NO2/c1-19-8-7-12-10-15(20)18(21-2)17-13-6-4-3-5-11(13)9-14(19)16(12)17/h3-6,9-10,20H,7-8H2,1-2H3
• InChI Key: PJGGFHCGDNFLRX-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₂
• Molecular Weight: 279.30 g/mol
• Exact Mass: 279.125928785 g/mol
• Topological Polar Surface Area (TPSA): 32.70 Ų
• XlogP: 4.20
• Atomic LogP (AlogP): 3.70
• H-Bond Acceptor: 3
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 2-Hydroxy-1-methoxy-6a,7-dehydroaporphine

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9433	94.33%
Caco-2	+	0.9347	93.47%
Blood Brain Barrier	+	0.9250	92.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5792	57.92%
OATP2B1 inhibitior	-	0.7144	71.44%
OATP1B1 inhibitior	+	0.9310	93.10%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	+	0.7500	75.00%
BSEP inhibitior	+	0.6698	66.98%
P-glycoprotein inhibitior	-	0.8729	87.29%
P-glycoprotein substrate	-	0.8102	81.02%
CYP3A4 substrate	+	0.5634	56.34%
CYP2C9 substrate	+	0.7825	78.25%
CYP2D6 substrate	+	0.7155	71.55%
CYP3A4 inhibition	-	0.5058	50.58%
CYP2C9 inhibition	-	0.6223	62.23%
CYP2C19 inhibition	+	0.5758	57.58%
CYP2D6 inhibition	+	0.7344	73.44%
CYP1A2 inhibition	+	0.9498	94.98%
CYP2C8 inhibition	-	0.7226	72.26%
CYP inhibitory promiscuity	-	0.8070	80.70%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6522	65.22%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9280	92.80%
Skin irritation	-	0.6837	68.37%
Skin corrosion	-	0.9003	90.03%
Ames mutagenesis	+	0.7346	73.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.6814	68.14%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.5177	51.77%
skin sensitisation	-	0.8682	86.82%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.9255	92.55%
Acute Oral Toxicity (c)	III	0.5977	59.77%
Estrogen receptor binding	+	0.7658	76.58%
Androgen receptor binding	+	0.7044	70.44%
Thyroid receptor binding	+	0.6078	60.78%
Glucocorticoid receptor binding	+	0.7379	73.79%
Aromatase binding	+	0.7742	77.42%
PPAR gamma	+	0.5799	57.99%
Honey bee toxicity	-	0.9489	94.89%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.7900	79.00%
Fish aquatic toxicity	-	0.3877	38.77%

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	99.39%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	96.12%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.33%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	93.46%	91.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.26%	95.56%
CHEMBL240	Q12809	HERG	92.75%	89.76%
CHEMBL4208	P20618	Proteasome component C5	90.61%	90.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.32%	86.33%
CHEMBL2535	P11166	Glucose transporter	88.77%	98.75%
CHEMBL2581	P07339	Cathepsin D	88.66%	98.95%
CHEMBL217	P14416	Dopamine D2 receptor	87.95%	95.62%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	85.20%	93.65%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	82.63%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.20%	99.17%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.38%	99.23%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.02%	92.62%

Plants that contains it

• Nelumbo nucifera

Cross-Links

• PubChem: 46203429
• NPASS: NPC33902
• ChEMBL: CHEMBL2316502