Isosinensetin

Details

• Internal ID: b5db2aa8-3eea-4147-b0d4-e80c124cb8a7
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > O-methylated flavonoids > 8-O-methylated flavonoids
• IUPAC Name: 2-(3,4-dimethoxyphenyl)-5,7,8-trimethoxychromen-4-one
• SMILES (Canonical): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C=C3OC)OC)OC)OC
• InChI: InChI=1S/C20H20O7/c1-22-13-7-6-11(8-15(13)23-2)14-9-12(21)18-16(24-3)10-17(25-4)19(26-5)20(18)27-14/h6-10H,1-5H3
• InChI Key: UYCWETIUOAGWIL-UHFFFAOYSA-N
• Popularity: 61 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₇
• Molecular Weight: 372.40 g/mol
• Exact Mass: 372.12090297 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 3.00
• Atomic LogP (AlogP): 3.50
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9901	99.01%
Caco-2	+	0.9100	91.00%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.7006	70.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9400	94.00%
OATP1B3 inhibitior	+	0.9919	99.19%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.7879	78.79%
P-glycoprotein inhibitior	+	0.9623	96.23%
P-glycoprotein substrate	-	0.8341	83.41%
CYP3A4 substrate	+	0.5063	50.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7654	76.54%
CYP3A4 inhibition	+	0.6138	61.38%
CYP2C9 inhibition	-	0.7985	79.85%
CYP2C19 inhibition	+	0.7445	74.45%
CYP2D6 inhibition	-	0.9546	95.46%
CYP1A2 inhibition	+	0.9694	96.94%
CYP2C8 inhibition	+	0.6988	69.88%
CYP inhibitory promiscuity	+	0.8123	81.23%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.5636	56.36%
Eye corrosion	-	0.9682	96.82%
Eye irritation	+	0.6689	66.89%
Skin irritation	-	0.7565	75.65%
Skin corrosion	-	0.9845	98.45%
Ames mutagenesis	-	0.5264	52.64%
Human Ether-a-go-go-Related Gene inhibition	+	0.7522	75.22%
Micronuclear	+	0.7759	77.59%
Hepatotoxicity	-	0.7875	78.75%
skin sensitisation	-	0.9439	94.39%
Respiratory toxicity	-	0.6556	65.56%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.7082	70.82%
Acute Oral Toxicity (c)	II	0.6245	62.45%
Estrogen receptor binding	+	0.9147	91.47%
Androgen receptor binding	+	0.8359	83.59%
Thyroid receptor binding	+	0.6843	68.43%
Glucocorticoid receptor binding	+	0.8175	81.75%
Aromatase binding	+	0.6656	66.56%
PPAR gamma	+	0.7436	74.36%
Honey bee toxicity	-	0.7644	76.44%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.9192	91.92%

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	95.76%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.65%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.65%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.75%	85.14%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.36%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	86.83%	89.00%
CHEMBL5747	Q92793	CREB-binding protein	83.27%	95.12%
CHEMBL2717	Q9HCR9	Phosphodiesterase 11A	82.65%	85.00%
CHEMBL1907	P15144	Aminopeptidase N	82.57%	93.31%
CHEMBL4306	P22460	Voltage-gated potassium channel subunit Kv1.5	82.37%	94.03%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.62%	93.99%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	81.46%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.98%	99.17%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	80.82%	95.78%
CHEMBL1255126	O15151	Protein Mdm4	80.79%	90.20%
CHEMBL5903	Q04771	Activin receptor type-1	80.45%	89.93%

Plants that contains it

• Acorus calamus
• Agnorhiza bolanderi
• Anaxagorea crassipetala
• Araujia sericifera
• Arnica nevadensis
• Artemisia gmelinii
• Beyeria sulcata var. brevipes
• Bursaria spinosa
• Chloranthus tianmushanensis
• Chromolaena odorata
• Chromolaena pulchella
• Citrus × aurantium
• Citrus × aurantium nothof. deliciosa
• Citrus aurantiifolia
• Citrus japonica
• Citrus trifoliata
• Craibia grandiflora
• Dipterocarpus alatus
• Drosera peltata
• Echinops amplexicaulis
• Ficus altissima
• Ficus formosana
• Gardenia fosbergii
• Griffitharia pallescens
• Ilex affinis
• Isodon umbrosus
• Kaempferia pulchra
• Litogyne gariepina
• Muntingia calabura
• Neltuma glandulosa
• Nelumbo nucifera
• Neoraputia alba
• Odixia angusta
• Prunus laurocerasus
• Pteris quadriaurita
• Quercus cerris
• Salvia officinalis
• Senecio johnstonii var. kilimanjari
• Senecio squalidus
• Seriphidium cinum
• Sesbania punicea
• Sideritis incana
• Simira eliezeriana
• Stenostomum lucidum
• Taxodium mucronatum
• Vitex madiensis

Cross-Links

• PubChem: 632135
• NPASS: NPC110639
• ChEMBL: CHEMBL451707
• LOTUS: LTS0052178
• wikiData: Q27263667