(12S)-11-hydroxy-18-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-17-ol

Details

• Internal ID: d6b85fea-0df6-4462-927d-d805982f3841
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: (12S)-11-hydroxy-18-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-17-ol
• SMILES (Canonical): COC1=C(C=CC2=C1C3=C4C(C2)N(CCC4=CC5=C3OCO5)O)O
• SMILES (Isomeric): COC1=C(C=CC2=C1C3=C4[C@H](C2)N(CCC4=CC5=C3OCO5)O)O
• InChI: InChI=1S/C18H17NO5/c1-22-17-12(20)3-2-9-6-11-14-10(4-5-19(11)21)7-13-18(24-8-23-13)16(14)15(9)17/h2-3,7,11,20-21H,4-6,8H2,1H3/t11-/m0/s1
• InChI Key: ATYLYBFPIZZCFX-NSHDSACASA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₇NO₅
• Molecular Weight: 327.30 g/mol
• Exact Mass: 327.11067264 g/mol
• Topological Polar Surface Area (TPSA): 71.40 Ų
• XlogP: 2.40
• Atomic LogP (AlogP): 2.64
• H-Bond Acceptor: 6
• 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	+	0.9656	96.56%
Caco-2	+	0.8146	81.46%
Blood Brain Barrier	+	0.7250	72.50%
Human oral bioavailability	-	0.8143	81.43%
Subcellular localzation	Mitochondria	0.5792	57.92%
OATP2B1 inhibitior	-	0.8568	85.68%
OATP1B1 inhibitior	+	0.9423	94.23%
OATP1B3 inhibitior	+	0.9396	93.96%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.7099	70.99%
BSEP inhibitior	+	0.6001	60.01%
P-glycoprotein inhibitior	-	0.8922	89.22%
P-glycoprotein substrate	-	0.8246	82.46%
CYP3A4 substrate	+	0.5685	56.85%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	+	0.4101	41.01%
CYP3A4 inhibition	+	0.5155	51.55%
CYP2C9 inhibition	-	0.7862	78.62%
CYP2C19 inhibition	-	0.5000	50.00%
CYP2D6 inhibition	-	0.6626	66.26%
CYP1A2 inhibition	-	0.5915	59.15%
CYP2C8 inhibition	-	0.7967	79.67%
CYP inhibitory promiscuity	-	0.5908	59.08%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.8600	86.00%
Carcinogenicity (trinary)	Non-required	0.4998	49.98%
Eye corrosion	-	0.9821	98.21%
Eye irritation	-	0.9058	90.58%
Skin irritation	-	0.7666	76.66%
Skin corrosion	-	0.9307	93.07%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6690	66.90%
Micronuclear	+	0.5600	56.00%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.8415	84.15%
Respiratory toxicity	+	0.8667	86.67%
Reproductive toxicity	+	0.9222	92.22%
Mitochondrial toxicity	+	0.8500	85.00%
Nephrotoxicity	-	0.8315	83.15%
Acute Oral Toxicity (c)	III	0.6534	65.34%
Estrogen receptor binding	+	0.7543	75.43%
Androgen receptor binding	+	0.5560	55.60%
Thyroid receptor binding	+	0.5484	54.84%
Glucocorticoid receptor binding	+	0.7194	71.94%
Aromatase binding	-	0.5512	55.12%
PPAR gamma	+	0.7137	71.37%
Honey bee toxicity	-	0.8777	87.77%
Biodegradation	-	0.9250	92.50%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.6800	68.00%

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	99.14%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.98%	96.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.53%	94.45%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	93.83%	93.40%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	92.00%	96.77%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.99%	82.67%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.04%	95.56%
CHEMBL217	P14416	Dopamine D2 receptor	89.61%	95.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.61%	86.33%
CHEMBL1951	P21397	Monoamine oxidase A	88.98%	91.49%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL261	P00915	Carbonic anhydrase I	88.24%	96.76%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	88.24%	99.15%
CHEMBL3438	Q05513	Protein kinase C zeta	87.81%	88.48%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.44%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.46%	95.89%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.72%	93.99%
CHEMBL4208	P20618	Proteasome component C5	83.87%	90.00%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	83.51%	95.78%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	83.40%	91.79%
CHEMBL4040	P28482	MAP kinase ERK2	83.34%	83.82%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.11%	89.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.52%	97.09%
CHEMBL2056	P21728	Dopamine D1 receptor	81.87%	91.00%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.86%	94.00%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.54%	92.94%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	81.16%	82.38%

Plants that contains it

• Hernandia nymphaeifolia

Cross-Links

• PubChem: 10087815
• LOTUS: LTS0051482
• wikiData: Q104918750