(12R)-19-methoxy-4,6-dioxa-13-azapentacyclo[10.7.1.02,10.03,7.016,20]icosa-1(20),2(10),3(7),8,16,18-hexaen-18-ol

Details

• Internal ID: 5cbcc17b-5ebe-4f6d-9c38-98813b2a94ea
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R)-19-methoxy-4,6-dioxa-13-azapentacyclo[10.7.1.02,10.03,7.016,20]icosa-1(20),2(10),3(7),8,16,18-hexaen-18-ol
• SMILES (Canonical): COC1=C(C=C2CCNC3C2=C1C4=C(C3)C=CC5=C4OCO5)O
• SMILES (Isomeric): COC1=C(C=C2CCN[C@H]3C2=C1C4=C(C3)C=CC5=C4OCO5)O
• InChI: InChI=1S/C18H17NO4/c1-21-17-12(20)7-10-4-5-19-11-6-9-2-3-13-18(23-8-22-13)15(9)16(17)14(10)11/h2-3,7,11,19-20H,4-6,8H2,1H3/t11-/m1/s1
• InChI Key: PIOSARLJKPHTOB-LLVKDONJSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₄
• Molecular Weight: 311.30 g/mol
• Exact Mass: 311.11575802 g/mol
• Topological Polar Surface Area (TPSA): 60.00 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9540	95.40%
Caco-2	+	0.7466	74.66%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.5361	53.61%
OATP2B1 inhibitior	-	0.8608	86.08%
OATP1B1 inhibitior	+	0.9187	91.87%
OATP1B3 inhibitior	+	0.9531	95.31%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6500	65.00%
BSEP inhibitior	+	0.6432	64.32%
P-glycoprotein inhibitior	-	0.7635	76.35%
P-glycoprotein substrate	-	0.7839	78.39%
CYP3A4 substrate	+	0.5479	54.79%
CYP2C9 substrate	-	0.8216	82.16%
CYP2D6 substrate	+	0.6215	62.15%
CYP3A4 inhibition	+	0.5242	52.42%
CYP2C9 inhibition	-	0.8569	85.69%
CYP2C19 inhibition	-	0.5508	55.08%
CYP2D6 inhibition	+	0.6539	65.39%
CYP1A2 inhibition	+	0.6365	63.65%
CYP2C8 inhibition	-	0.5748	57.48%
CYP inhibitory promiscuity	+	0.5656	56.56%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6052	60.52%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.9032	90.32%
Skin irritation	-	0.7289	72.89%
Skin corrosion	-	0.9375	93.75%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7353	73.53%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6572	65.72%
skin sensitisation	-	0.8314	83.14%
Respiratory toxicity	+	0.7444	74.44%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.7847	78.47%
Acute Oral Toxicity (c)	III	0.5742	57.42%
Estrogen receptor binding	+	0.7118	71.18%
Androgen receptor binding	+	0.6197	61.97%
Thyroid receptor binding	+	0.6944	69.44%
Glucocorticoid receptor binding	+	0.7665	76.65%
Aromatase binding	-	0.5815	58.15%
PPAR gamma	+	0.8564	85.64%
Honey bee toxicity	-	0.8517	85.17%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	-	0.5100	51.00%
Fish aquatic toxicity	-	0.5000	50.00%

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	99.47%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.48%	94.45%
CHEMBL1951	P21397	Monoamine oxidase A	97.46%	91.49%
CHEMBL3192	Q9BY41	Histone deacetylase 8	97.34%	93.99%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.96%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.82%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	89.43%	96.77%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	89.30%	95.55%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.80%	91.79%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.68%	92.62%
CHEMBL213	P08588	Beta-1 adrenergic receptor	88.10%	95.56%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	87.67%	82.67%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.66%	86.33%
CHEMBL261	P00915	Carbonic anhydrase I	87.42%	96.76%
CHEMBL3438	Q05513	Protein kinase C zeta	86.86%	88.48%
CHEMBL4208	P20618	Proteasome component C5	85.91%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.72%	95.89%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	85.14%	93.40%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.07%	100.00%
CHEMBL2581	P07339	Cathepsin D	84.57%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.89%	95.56%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.77%	94.80%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	82.70%	92.68%
CHEMBL3060	Q9Y345	Glycine transporter 2	82.51%	99.17%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.31%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.96%	92.94%
CHEMBL2535	P11166	Glucose transporter	80.02%	98.75%

Plants that contains it

• Hernandia nymphaeifolia

Cross-Links

• PubChem: 154496865
• LOTUS: LTS0116054
• wikiData: Q105209622