7,21-Dihydroxy-12-(3-hydroxy-4-methoxyphenyl)-8,16,17,18-tetramethoxy-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: 2c089223-3352-4dec-b740-9c84eb339b5f
• Taxonomy: Organoheterocyclic compounds > Pyrroles > Substituted pyrroles > Phenylpyrroles
• IUPAC Name: 7,21-dihydroxy-12-(3-hydroxy-4-methoxyphenyl)-8,16,17,18-tetramethoxy-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(=C4CC(N3C5=C2C6=CC(=C(C=C6OC5=O)O)OC)O)OC)OC)OC)O
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=C3C4=CC(=C(C(=C4CC(N3C5=C2C6=CC(=C(C=C6OC5=O)O)OC)O)OC)OC)OC)O
• InChI: InChI=1S/C30H27NO10/c1-36-19-7-6-13(8-17(19)32)24-25-16-10-21(37-2)18(33)12-20(16)41-30(35)27(25)31-23(34)11-15-14(26(24)31)9-22(38-3)29(40-5)28(15)39-4/h6-10,12,23,32-34H,11H2,1-5H3
• InChI Key: OXJGJJFCGPYPHD-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₀H₂₇NO₁₀
• Molecular Weight: 561.50 g/mol
• Exact Mass: 561.16349606 g/mol
• Topological Polar Surface Area (TPSA): 138.00 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 4.58
• H-Bond Acceptor: 11
• H-Bond Donor: 3
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9119	91.19%
Caco-2	-	0.7096	70.96%
Blood Brain Barrier	-	0.5500	55.00%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.4640	46.40%
OATP2B1 inhibitior	-	0.7252	72.52%
OATP1B1 inhibitior	+	0.9200	92.00%
OATP1B3 inhibitior	+	0.9159	91.59%
MATE1 inhibitior	-	0.6800	68.00%
OCT2 inhibitior	-	0.7929	79.29%
BSEP inhibitior	+	0.8367	83.67%
P-glycoprotein inhibitior	+	0.8383	83.83%
P-glycoprotein substrate	+	0.5195	51.95%
CYP3A4 substrate	+	0.6593	65.93%
CYP2C9 substrate	-	0.5815	58.15%
CYP2D6 substrate	-	0.8286	82.86%
CYP3A4 inhibition	-	0.8019	80.19%
CYP2C9 inhibition	-	0.7998	79.98%
CYP2C19 inhibition	-	0.8055	80.55%
CYP2D6 inhibition	-	0.8884	88.84%
CYP1A2 inhibition	-	0.6565	65.65%
CYP2C8 inhibition	+	0.8230	82.30%
CYP inhibitory promiscuity	-	0.6096	60.96%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9500	95.00%
Carcinogenicity (trinary)	Non-required	0.4502	45.02%
Eye corrosion	-	0.9915	99.15%
Eye irritation	-	0.9088	90.88%
Skin irritation	-	0.8292	82.92%
Skin corrosion	-	0.9524	95.24%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5724	57.24%
Micronuclear	+	0.6900	69.00%
Hepatotoxicity	+	0.5250	52.50%
skin sensitisation	-	0.8952	89.52%
Respiratory toxicity	+	0.7778	77.78%
Reproductive toxicity	+	0.9111	91.11%
Mitochondrial toxicity	+	0.8250	82.50%
Nephrotoxicity	-	0.9029	90.29%
Acute Oral Toxicity (c)	III	0.5447	54.47%
Estrogen receptor binding	+	0.8784	87.84%
Androgen receptor binding	+	0.6918	69.18%
Thyroid receptor binding	+	0.6255	62.55%
Glucocorticoid receptor binding	+	0.8430	84.30%
Aromatase binding	-	0.4947	49.47%
PPAR gamma	+	0.7408	74.08%
Honey bee toxicity	-	0.7364	73.64%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5249	52.49%
Fish aquatic toxicity	-	0.6135	61.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	97.89%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	97.58%	94.00%
CHEMBL1806	P11388	DNA topoisomerase II alpha	97.54%	89.00%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	97.43%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.84%	85.14%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	95.05%	95.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	92.77%	96.09%
CHEMBL4302	P08183	P-glycoprotein 1	92.77%	92.98%
CHEMBL3438	Q05513	Protein kinase C zeta	92.13%	88.48%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.95%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.86%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.87%	99.23%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.53%	94.45%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	87.94%	99.15%
CHEMBL1951	P21397	Monoamine oxidase A	87.43%	91.49%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	87.02%	90.71%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	86.48%	95.78%
CHEMBL1907	P15144	Aminopeptidase N	86.13%	93.31%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.50%	96.77%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.44%	95.89%
CHEMBL3060	Q9Y345	Glycine transporter 2	85.34%	99.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	85.24%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	85.24%	97.09%
CHEMBL2535	P11166	Glucose transporter	83.63%	98.75%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	83.07%	93.03%
CHEMBL217	P14416	Dopamine D2 receptor	82.95%	95.62%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	82.94%	96.67%
CHEMBL2056	P21728	Dopamine D1 receptor	82.89%	91.00%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.17%	94.03%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	81.93%	80.78%
CHEMBL5284	Q96RR4	CaM-kinase kinase beta	81.79%	89.23%
CHEMBL5747	Q92793	CREB-binding protein	81.28%	95.12%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	81.15%	98.11%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10030733
• LOTUS: LTS0267417
• wikiData: Q105202731