7,16,17-Trimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),14,16,18-hexaen-15-ol

Details

• Internal ID: 37b2945c-0331-4d41-bd4d-9a2cc5738bd2
• Taxonomy: Alkaloids and derivatives > Aporphines
• IUPAC Name: 7,16,17-trimethoxy-11-methyl-3,5-dioxa-11-azapentacyclo[10.7.1.02,6.08,20.014,19]icosa-1,6,8(20),14,16,18-hexaen-15-ol
• SMILES (Canonical): CN1CCC2=C3C1CC4=C(C(=C(C=C4C3=C5C(=C2OC)OCO5)OC)OC)O
• SMILES (Isomeric): CN1CCC2=C3C1CC4=C(C(=C(C=C4C3=C5C(=C2OC)OCO5)OC)OC)O
• InChI: InChI=1S/C21H23NO6/c1-22-6-5-10-15-13(22)7-12-11(8-14(24-2)19(26-4)17(12)23)16(15)20-21(18(10)25-3)28-9-27-20/h8,13,23H,5-7,9H2,1-4H3
• InChI Key: FPYJVRGUUHPBBB-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₁H₂₃NO₆
• Molecular Weight: 385.40 g/mol
• Exact Mass: 385.15253745 g/mol
• Topological Polar Surface Area (TPSA): 69.60 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 2.90
• H-Bond Acceptor: 7
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9123	91.23%
Caco-2	+	0.8902	89.02%
Blood Brain Barrier	+	0.7750	77.50%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Lysosomes	0.4183	41.83%
OATP2B1 inhibitior	-	0.8622	86.22%
OATP1B1 inhibitior	+	0.8993	89.93%
OATP1B3 inhibitior	+	0.9317	93.17%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.5000	50.00%
BSEP inhibitior	+	0.6955	69.55%
P-glycoprotein inhibitior	-	0.7269	72.69%
P-glycoprotein substrate	-	0.5797	57.97%
CYP3A4 substrate	+	0.6308	63.08%
CYP2C9 substrate	-	0.6106	61.06%
CYP2D6 substrate	+	0.6924	69.24%
CYP3A4 inhibition	+	0.6807	68.07%
CYP2C9 inhibition	-	0.8302	83.02%
CYP2C19 inhibition	-	0.6005	60.05%
CYP2D6 inhibition	+	0.5129	51.29%
CYP1A2 inhibition	-	0.7830	78.30%
CYP2C8 inhibition	+	0.4497	44.97%
CYP inhibitory promiscuity	-	0.8218	82.18%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6041	60.41%
Eye corrosion	-	0.9893	98.93%
Eye irritation	-	0.9008	90.08%
Skin irritation	-	0.8009	80.09%
Skin corrosion	-	0.9484	94.84%
Ames mutagenesis	+	0.6800	68.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5725	57.25%
Micronuclear	-	0.5500	55.00%
Hepatotoxicity	-	0.6698	66.98%
skin sensitisation	-	0.8703	87.03%
Respiratory toxicity	+	0.7667	76.67%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.8873	88.73%
Acute Oral Toxicity (c)	III	0.6975	69.75%
Estrogen receptor binding	+	0.6254	62.54%
Androgen receptor binding	-	0.5997	59.97%
Thyroid receptor binding	+	0.6381	63.81%
Glucocorticoid receptor binding	+	0.8071	80.71%
Aromatase binding	-	0.5956	59.56%
PPAR gamma	+	0.6254	62.54%
Honey bee toxicity	-	0.8610	86.10%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.9199	91.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.18%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.39%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.23%	96.77%
CHEMBL5747	Q92793	CREB-binding protein	94.77%	95.12%
CHEMBL2056	P21728	Dopamine D1 receptor	91.31%	91.00%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	90.46%	93.40%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	89.65%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.10%	86.33%
CHEMBL4208	P20618	Proteasome component C5	88.77%	90.00%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	88.77%	91.79%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.48%	89.00%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	88.18%	82.38%
CHEMBL2581	P07339	Cathepsin D	87.72%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.60%	95.89%
CHEMBL3474	P14555	Phospholipase A2 group IIA	86.27%	94.05%
CHEMBL3438	Q05513	Protein kinase C zeta	85.60%	88.48%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	84.93%	95.34%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.80%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.69%	89.50%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.24%	82.67%
CHEMBL241	Q14432	Phosphodiesterase 3A	82.20%	92.94%
CHEMBL217	P14416	Dopamine D2 receptor	81.70%	95.62%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	81.56%	92.62%
CHEMBL3192	Q9BY41	Histone deacetylase 8	80.57%	93.99%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	80.31%	92.38%

Plants that contains it

• Ocotea acutifolia
• Ocotea leucoxylon

Cross-Links

• PubChem: 4089955
• LOTUS: LTS0103769
• wikiData: Q104999464