(12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-15-ol

Details

• Internal ID: ad0629f9-0594-4564-b52d-578ffe7597d0
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12R)-16-methoxy-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1(20),2(6),7,14(19),15,17-hexaen-15-ol
• SMILES (Canonical): COC1=C(C2=C(C=C1)C3=C4C(C2)NCCC4=CC5=C3OCO5)O
• SMILES (Isomeric): COC1=C(C2=C(C=C1)C3=C4[C@@H](C2)NCCC4=CC5=C3OCO5)O
• InChI: InChI=1S/C18H17NO4/c1-21-13-3-2-10-11(17(13)20)7-12-15-9(4-5-19-12)6-14-18(16(10)15)23-8-22-14/h2-3,6,12,19-20H,4-5,7-8H2,1H3/t12-/m1/s1
• InChI Key: GIRZRPOEFSRMBI-GFCCVEGCSA-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	+	0.9645	96.45%
Caco-2	+	0.8026	80.26%
Blood Brain Barrier	+	0.7500	75.00%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5228	52.28%
OATP2B1 inhibitior	-	0.8579	85.79%
OATP1B1 inhibitior	+	0.8951	89.51%
OATP1B3 inhibitior	+	0.9509	95.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.6250	62.50%
BSEP inhibitior	+	0.5679	56.79%
P-glycoprotein inhibitior	-	0.8212	82.12%
P-glycoprotein substrate	-	0.5367	53.67%
CYP3A4 substrate	+	0.6159	61.59%
CYP2C9 substrate	-	0.8216	82.16%
CYP2D6 substrate	+	0.6215	62.15%
CYP3A4 inhibition	-	0.5282	52.82%
CYP2C9 inhibition	-	0.8449	84.49%
CYP2C19 inhibition	-	0.5622	56.22%
CYP2D6 inhibition	+	0.6524	65.24%
CYP1A2 inhibition	+	0.6341	63.41%
CYP2C8 inhibition	+	0.5568	55.68%
CYP inhibitory promiscuity	-	0.5827	58.27%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6211	62.11%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9015	90.15%
Skin irritation	-	0.7141	71.41%
Skin corrosion	-	0.9363	93.63%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4360	43.60%
Micronuclear	+	0.5200	52.00%
Hepatotoxicity	-	0.6780	67.80%
skin sensitisation	-	0.8289	82.89%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.9556	95.56%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.6964	69.64%
Acute Oral Toxicity (c)	III	0.5839	58.39%
Estrogen receptor binding	+	0.8348	83.48%
Androgen receptor binding	+	0.5996	59.96%
Thyroid receptor binding	+	0.7858	78.58%
Glucocorticoid receptor binding	+	0.7952	79.52%
Aromatase binding	+	0.5381	53.81%
PPAR gamma	+	0.8423	84.23%
Honey bee toxicity	-	0.8094	80.94%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5149	51.49%
Fish aquatic toxicity	-	0.4733	47.33%

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	99.03%	91.11%
CHEMBL1951	P21397	Monoamine oxidase A	97.88%	91.49%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.80%	96.09%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.28%	94.45%
CHEMBL2581	P07339	Cathepsin D	92.77%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	92.15%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	92.05%	91.79%
CHEMBL3438	Q05513	Protein kinase C zeta	91.23%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	91.07%	86.33%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	88.75%	82.67%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.64%	92.62%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	87.98%	96.21%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.25%	89.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	87.25%	95.78%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	87.04%	96.77%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	86.55%	94.00%
CHEMBL2535	P11166	Glucose transporter	86.20%	98.75%
CHEMBL2056	P21728	Dopamine D1 receptor	86.01%	91.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	85.39%	100.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	84.47%	95.56%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.46%	89.50%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.28%	95.56%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.27%	92.94%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.11%	89.62%
CHEMBL4208	P20618	Proteasome component C5	83.98%	90.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	83.70%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.06%	99.17%

Plants that contains it

• Fissistigma oldhamii

Cross-Links

• PubChem: 9796746
• LOTUS: LTS0092479
• wikiData: Q105009182