12-(3,4-Dimethoxyphenyl)-7,18-dihydroxy-8,16,17-trimethoxy-4-oxa-1-azapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one

Details

• Internal ID: 4df225a7-a37f-4c69-8068-9fcf77adc4bc
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Substituted pyrroles > Phenylpyrroles
• IUPAC Name: 12-(3,4-dimethoxyphenyl)-7,18-dihydroxy-8,16,17-trimethoxy-4-oxa-1-azapentacyclo[11.8.0.02,11.05,10.014,19]henicosa-2(11),5,7,9,12,14,16,18-octaen-3-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=C3C4=CC(=C(C(=C4CCN3C5=C2C6=CC(=C(C=C6OC5=O)O)OC)O)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C3C4=CC(=C(C(=C4CCN3C5=C2C6=CC(=C(C=C6OC5=O)O)OC)O)OC)OC)OC
• InChI: InChI=1S/C30H27NO9/c1-35-19-7-6-14(10-22(19)37-3)24-25-17-12-21(36-2)18(32)13-20(17)40-30(34)27(25)31-9-8-15-16(26(24)31)11-23(38-4)29(39-5)28(15)33/h6-7,10-13,32-33H,8-9H2,1-5H3
• InChI Key: GSLSPEZTQVEGOE-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₇NO₉
• Molecular Weight: 545.50 g/mol
• Exact Mass: 545.16858144 g/mol
• Topological Polar Surface Area (TPSA): 118.00 Ų
• XlogP: 4.50
• Atomic LogP (AlogP): 5.09
• H-Bond Acceptor: 10
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.6985	69.85%
Caco-2	-	0.6484	64.84%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.6526	65.26%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9075	90.75%
OATP1B3 inhibitior	+	0.9081	90.81%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.6179	61.79%
BSEP inhibitior	+	0.8792	87.92%
P-glycoprotein inhibitior	+	0.8578	85.78%
P-glycoprotein substrate	+	0.5537	55.37%
CYP3A4 substrate	+	0.6610	66.10%
CYP2C9 substrate	-	0.5815	58.15%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.7161	71.61%
CYP2C9 inhibition	-	0.6278	62.78%
CYP2C19 inhibition	-	0.6220	62.20%
CYP2D6 inhibition	-	0.7137	71.37%
CYP1A2 inhibition	-	0.5094	50.94%
CYP2C8 inhibition	+	0.8362	83.62%
CYP inhibitory promiscuity	+	0.6100	61.00%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5463	54.63%
Eye corrosion	-	0.9903	99.03%
Eye irritation	-	0.9176	91.76%
Skin irritation	-	0.8052	80.52%
Skin corrosion	-	0.9483	94.83%
Ames mutagenesis	-	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4929	49.29%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	-	0.6000	60.00%
skin sensitisation	-	0.8873	88.73%
Respiratory toxicity	+	0.8333	83.33%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8125	81.25%
Nephrotoxicity	-	0.9646	96.46%
Acute Oral Toxicity (c)	III	0.4750	47.50%
Estrogen receptor binding	+	0.8797	87.97%
Androgen receptor binding	+	0.7335	73.35%
Thyroid receptor binding	+	0.6251	62.51%
Glucocorticoid receptor binding	+	0.8315	83.15%
Aromatase binding	+	0.5399	53.99%
PPAR gamma	+	0.6866	68.66%
Honey bee toxicity	-	0.8010	80.10%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5449	54.49%
Fish aquatic toxicity	-	0.4361	43.61%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.98%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.92%	89.00%
CHEMBL2581	P07339	Cathepsin D	97.83%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.69%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.45%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	95.31%	86.33%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	94.70%	95.53%
CHEMBL4302	P08183	P-glycoprotein 1	94.31%	92.98%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.15%	95.56%
CHEMBL5747	Q92793	CREB-binding protein	93.98%	95.12%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	90.92%	95.78%
CHEMBL241	Q14432	Phosphodiesterase 3A	90.24%	92.94%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.23%	96.09%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	89.01%	99.15%
CHEMBL2056	P21728	Dopamine D1 receptor	88.00%	91.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.45%	95.89%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	87.36%	92.38%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.02%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	87.01%	93.65%
CHEMBL3438	Q05513	Protein kinase C zeta	86.74%	88.48%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.15%	90.71%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	85.06%	98.11%
CHEMBL5905	Q04828	Aldo-keto reductase family 1 member C1	84.45%	91.79%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	84.15%	96.67%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	83.31%	96.77%
CHEMBL2146302	O94925	Glutaminase kidney isoform, mitochondrial	83.20%	100.00%
CHEMBL3192	Q9BY41	Histone deacetylase 8	82.93%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	82.80%	94.45%
CHEMBL4208	P20618	Proteasome component C5	82.80%	90.00%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.32%	80.78%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	81.79%	93.03%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	81.27%	96.21%
CHEMBL2243	O00519	Anandamide amidohydrolase	80.51%	97.53%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.37%	99.17%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10076100
• LOTUS: LTS0038745
• wikiData: Q105017286