Vitedoamine A

Details

• Internal ID: bdc53b0d-f5cb-4f2f-849b-6fc60b50ecbb
• Taxonomy: Lignans, neolignans and related compounds > Arylnaphthalene lignans
• IUPAC Name: 7-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1,2-dihydrobenzo[f]isoindol-3-one
• SMILES (Canonical): COC1=CC2=CC3=C(CNC3=O)C(=C2C=C1O)C4=CC(=C(C=C4)O)OC
• SMILES (Isomeric): COC1=CC2=CC3=C(CNC3=O)C(=C2C=C1O)C4=CC(=C(C=C4)O)OC
• InChI: InChI=1S/C20H17NO5/c1-25-17-6-10(3-4-15(17)22)19-12-8-16(23)18(26-2)7-11(12)5-13-14(19)9-21-20(13)24/h3-8,22-23H,9H2,1-2H3,(H,21,24)
• InChI Key: QVAJYPUWQBUWLN-UHFFFAOYSA-N
• Popularity: 3 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₁₇NO₅
• Molecular Weight: 351.40 g/mol
• Exact Mass: 351.11067264 g/mol
• Topological Polar Surface Area (TPSA): 88.00 Ų
• XlogP: 2.90
• Atomic LogP (AlogP): 3.18
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 3

Synonyms

• CHEMBL487008
• 7-hydroxy-9-(4-hydroxy-3-methoxyphenyl)-6-methoxy-1,2-dihydrobenzo[f]isoindol-3-one

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.7295	72.95%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.7614	76.14%
OATP2B1 inhibitior	-	0.8585	85.85%
OATP1B1 inhibitior	+	0.9440	94.40%
OATP1B3 inhibitior	+	0.9420	94.20%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	+	0.6058	60.58%
P-glycoprotein inhibitior	-	0.7121	71.21%
P-glycoprotein substrate	-	0.5944	59.44%
CYP3A4 substrate	+	0.5388	53.88%
CYP2C9 substrate	-	0.7874	78.74%
CYP2D6 substrate	-	0.8305	83.05%
CYP3A4 inhibition	-	0.5183	51.83%
CYP2C9 inhibition	+	0.5000	50.00%
CYP2C19 inhibition	-	0.7311	73.11%
CYP2D6 inhibition	-	0.8594	85.94%
CYP1A2 inhibition	+	0.5741	57.41%
CYP2C8 inhibition	+	0.7132	71.32%
CYP inhibitory promiscuity	+	0.6119	61.19%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9000	90.00%
Carcinogenicity (trinary)	Non-required	0.5438	54.38%
Eye corrosion	-	0.9919	99.19%
Eye irritation	-	0.6228	62.28%
Skin irritation	-	0.8019	80.19%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	+	0.5246	52.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.7594	75.94%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	-	0.5750	57.50%
skin sensitisation	-	0.9278	92.78%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.8444	84.44%
Mitochondrial toxicity	+	0.6500	65.00%
Nephrotoxicity	-	0.7024	70.24%
Acute Oral Toxicity (c)	III	0.5262	52.62%
Estrogen receptor binding	+	0.8215	82.15%
Androgen receptor binding	+	0.5673	56.73%
Thyroid receptor binding	+	0.7428	74.28%
Glucocorticoid receptor binding	+	0.8952	89.52%
Aromatase binding	-	0.5247	52.47%
PPAR gamma	+	0.7736	77.36%
Honey bee toxicity	-	0.8669	86.69%
Biodegradation	-	0.9000	90.00%
Crustacea aquatic toxicity	+	0.5051	50.51%
Fish aquatic toxicity	+	0.6815	68.15%

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	97.95%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.96%	98.95%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	94.45%	94.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.11%	99.15%
CHEMBL2708	Q16584	Mitogen-activated protein kinase kinase kinase 11	92.47%	81.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.07%	94.45%
CHEMBL1907600	Q00535	Cyclin-dependent kinase 5/CDK5 activator 1	91.70%	93.03%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.42%	95.56%
CHEMBL4940	P07195	L-lactate dehydrogenase B chain	90.73%	95.53%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.64%	96.09%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	90.58%	98.11%
CHEMBL1907	P15144	Aminopeptidase N	89.94%	93.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	89.85%	92.94%
CHEMBL3438	Q05513	Protein kinase C zeta	89.84%	88.48%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.55%	86.33%
CHEMBL2345	P51812	Ribosomal protein S6 kinase alpha 3	88.49%	95.64%
CHEMBL1937	Q92769	Histone deacetylase 2	87.58%	94.75%
CHEMBL2535	P11166	Glucose transporter	87.13%	98.75%
CHEMBL4630	O14757	Serine/threonine-protein kinase Chk1	86.30%	97.03%
CHEMBL5747	Q92793	CREB-binding protein	85.95%	95.12%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	85.84%	96.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.42%	85.14%
CHEMBL1951	P21397	Monoamine oxidase A	85.39%	91.49%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	84.48%	92.62%
CHEMBL4355	O14976	Serine/threonine-protein kinase GAK	83.19%	89.32%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	83.17%	96.21%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.07%	92.38%
CHEMBL1287628	Q9Y5S8	NADPH oxidase 1	83.06%	95.48%
CHEMBL4208	P20618	Proteasome component C5	83.04%	90.00%
CHEMBL213	P08588	Beta-1 adrenergic receptor	82.96%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.96%	99.23%
CHEMBL2085	P14174	Macrophage migration inhibitory factor	82.69%	80.78%
CHEMBL1907605	P24864	Cyclin-dependent kinase 2/cyclin E1	82.41%	92.88%
CHEMBL1806	P11388	DNA topoisomerase II alpha	80.83%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.83%	95.89%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	80.73%	91.79%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	80.61%	96.67%

Plants that contains it

• Vitex negundo

Cross-Links

• PubChem: 11348702
• NPASS: NPC18614
• ChEMBL: CHEMBL487008
• LOTUS: LTS0232133
• wikiData: Q105228526