(12S,13R)-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-13-ol

Details

• Internal ID: c5c8beff-3172-4ca4-92bb-bc31e6af341c
• Taxonomy: Alkaloids and derivatives > Aporphines > Hydroxy-7-aporphines
• IUPAC Name: (12S,13R)-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-13-ol
• SMILES (Canonical): COC1=CC2=C(C=C1)C3=C4C(C2O)NCCC4=CC5=C3OCO5
• SMILES (Isomeric): COC1=CC2=C(C=C1)C3=C4[C@@H]([C@@H]2O)NCCC4=CC5=C3OCO5
• InChI: InChI=1S/C18H17NO4/c1-21-10-2-3-11-12(7-10)17(20)16-14-9(4-5-19-16)6-13-18(15(11)14)23-8-22-13/h2-3,6-7,16-17,19-20H,4-5,8H2,1H3/t16-,17+/m0/s1
• InChI Key: FNIMTHKEVAWLQL-DLBZAZTESA-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: 1.70
• Atomic LogP (AlogP): 2.32
• 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	+	0.8927	89.27%
Caco-2	+	0.8177	81.77%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.4218	42.18%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9060	90.60%
OATP1B3 inhibitior	+	0.9540	95.40%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7250	72.50%
BSEP inhibitior	+	0.6979	69.79%
P-glycoprotein inhibitior	-	0.5205	52.05%
P-glycoprotein substrate	-	0.5845	58.45%
CYP3A4 substrate	+	0.6159	61.59%
CYP2C9 substrate	-	0.7928	79.28%
CYP2D6 substrate	+	0.6513	65.13%
CYP3A4 inhibition	-	0.8643	86.43%
CYP2C9 inhibition	-	0.7613	76.13%
CYP2C19 inhibition	-	0.6389	63.89%
CYP2D6 inhibition	+	0.5679	56.79%
CYP1A2 inhibition	-	0.5000	50.00%
CYP2C8 inhibition	-	0.5803	58.03%
CYP inhibitory promiscuity	-	0.6080	60.80%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.6338	63.38%
Eye corrosion	-	0.9889	98.89%
Eye irritation	-	0.9541	95.41%
Skin irritation	-	0.7549	75.49%
Skin corrosion	-	0.9311	93.11%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4263	42.63%
Micronuclear	+	0.6200	62.00%
Hepatotoxicity	-	0.6583	65.83%
skin sensitisation	-	0.8088	80.88%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8889	88.89%
Mitochondrial toxicity	+	0.7875	78.75%
Nephrotoxicity	-	0.7019	70.19%
Acute Oral Toxicity (c)	III	0.5874	58.74%
Estrogen receptor binding	+	0.6961	69.61%
Androgen receptor binding	+	0.7072	70.72%
Thyroid receptor binding	+	0.7935	79.35%
Glucocorticoid receptor binding	+	0.6847	68.47%
Aromatase binding	+	0.5393	53.93%
PPAR gamma	+	0.7910	79.10%
Honey bee toxicity	-	0.8329	83.29%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	-	0.8878	88.78%

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	98.29%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.03%	96.09%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	96.42%	96.77%
CHEMBL3137262	O60341	LSD1/CoREST complex	95.49%	97.09%
CHEMBL2581	P07339	Cathepsin D	95.27%	98.95%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	93.55%	92.62%
CHEMBL226	P30542	Adenosine A1 receptor	92.31%	95.93%
CHEMBL4208	P20618	Proteasome component C5	91.67%	90.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	91.09%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	90.75%	82.67%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	87.95%	94.45%
CHEMBL3192	Q9BY41	Histone deacetylase 8	87.74%	93.99%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.74%	99.17%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	85.70%	91.79%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.45%	95.56%
CHEMBL2039	P27338	Monoamine oxidase B	85.41%	92.51%
CHEMBL3438	Q05513	Protein kinase C zeta	85.16%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.99%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.49%	94.00%
CHEMBL2056	P21728	Dopamine D1 receptor	84.19%	91.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.59%	95.56%
CHEMBL4225	P49760	Dual specificity protein kinase CLK2	81.67%	80.96%
CHEMBL4581	P52732	Kinesin-like protein 1	81.38%	93.18%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.80%	92.94%
CHEMBL2535	P11166	Glucose transporter	80.51%	98.75%

Plants that contains it

• Magnolia lanuginosa

Cross-Links

• PubChem: 20056152
• LOTUS: LTS0003950
• wikiData: Q104998316