Ichthynone

Details

• Internal ID: 73e1cb8b-7b79-4174-b7fd-b60b9350c620
• Taxonomy: Phenylpropanoids and polyketides > Isoflavonoids > Pyranoisoflavonoids
• IUPAC Name: 6-methoxy-3-(6-methoxy-1,3-benzodioxol-5-yl)-8,8-dimethylpyrano[2,3-h]chromen-4-one
• SMILES (Canonical): CC1(C=CC2=C3C(=CC(=C2O1)OC)C(=O)C(=CO3)C4=CC5=C(C=C4OC)OCO5)C
• SMILES (Isomeric): CC1(C=CC2=C3C(=CC(=C2O1)OC)C(=O)C(=CO3)C4=CC5=C(C=C4OC)OCO5)C
• InChI: InChI=1S/C23H20O7/c1-23(2)6-5-12-21-14(8-19(26-4)22(12)30-23)20(24)15(10-27-21)13-7-17-18(29-11-28-17)9-16(13)25-3/h5-10H,11H2,1-4H3
• InChI Key: NPYOKEDYJXYSTA-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₇
• Molecular Weight: 408.40 g/mol
• Exact Mass: 408.12090297 g/mol
• Topological Polar Surface Area (TPSA): 72.40 Ų
• XlogP: 3.90
• Atomic LogP (AlogP): 4.39
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 3

Synonyms

• 24340-62-3
• 6-methoxy-3-(6-methoxy-1,3-benzodioxol-5-yl)-8,8-dimethylpyrano[2,3-h]chromen-4-one
• KBio1_001675
• Spectrum_000753
• SpecPlus_000635
• Spectrum2_000758
• Spectrum3_000142
• Spectrum4_001421
• Spectrum5_000242
• BSPBio_001844
• KBioGR_001862
• KBioSS_001233
• DivK1c_006731
• SPBio_000776
• SCHEMBL9924621
• CHEMBL3039125
• ACon1_001745
• CHEBI:92492
• KBio2_001233
• KBio2_003801
• KBio2_006369
• KBio3_001044
• DTXSID50392386
• CCG-39041
• LMPK12050122
• SDCCGMLS-0066457.P001
• NCGC00178961-01
• NCGC00178961-02
• BRD-K28167849-001-02-1
• Q27164224
• 6-methoxy-3-(6-methoxy-1,3-benzodioxol-5-yl)-8,8-dimethyl-4-pyrano[2,3-h][1]benzopyranone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9897	98.97%
Caco-2	+	0.7122	71.22%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7730	77.30%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9414	94.14%
OATP1B3 inhibitior	+	0.9564	95.64%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.9058	90.58%
P-glycoprotein inhibitior	+	0.9241	92.41%
P-glycoprotein substrate	-	0.6792	67.92%
CYP3A4 substrate	+	0.6408	64.08%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8223	82.23%
CYP3A4 inhibition	+	0.9676	96.76%
CYP2C9 inhibition	+	0.6848	68.48%
CYP2C19 inhibition	+	0.9288	92.88%
CYP2D6 inhibition	+	0.5597	55.97%
CYP1A2 inhibition	-	0.6490	64.90%
CYP2C8 inhibition	-	0.5937	59.37%
CYP inhibitory promiscuity	+	0.9229	92.29%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Danger	0.4045	40.45%
Eye corrosion	-	0.9866	98.66%
Eye irritation	-	0.7021	70.21%
Skin irritation	-	0.8041	80.41%
Skin corrosion	-	0.9558	95.58%
Ames mutagenesis	+	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7263	72.63%
Micronuclear	+	0.6774	67.74%
Hepatotoxicity	+	0.5676	56.76%
skin sensitisation	-	0.7215	72.15%
Respiratory toxicity	+	0.5444	54.44%
Reproductive toxicity	+	0.6556	65.56%
Mitochondrial toxicity	-	0.5875	58.75%
Nephrotoxicity	+	0.7180	71.80%
Acute Oral Toxicity (c)	III	0.5168	51.68%
Estrogen receptor binding	+	0.9202	92.02%
Androgen receptor binding	+	0.6935	69.35%
Thyroid receptor binding	+	0.7689	76.89%
Glucocorticoid receptor binding	+	0.8727	87.27%
Aromatase binding	+	0.6290	62.90%
PPAR gamma	+	0.8364	83.64%
Honey bee toxicity	-	0.6951	69.51%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.5600	56.00%
Fish aquatic toxicity	+	0.9858	98.58%

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	98.94%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	98.80%	96.77%
CHEMBL2581	P07339	Cathepsin D	95.78%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.45%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	92.87%	89.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	92.41%	92.62%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.56%	94.45%
CHEMBL2535	P11166	Glucose transporter	90.30%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.43%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.19%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.29%	97.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	87.60%	96.09%
CHEMBL5608	Q16288	NT-3 growth factor receptor	85.69%	95.89%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	84.62%	82.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.53%	99.23%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.41%	89.62%
CHEMBL1937	Q92769	Histone deacetylase 2	84.32%	94.75%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	83.99%	85.14%
CHEMBL5925	P22413	Ectonucleotide pyrophosphatase/phosphodiesterase family member 1	83.85%	92.38%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	82.90%	96.21%
CHEMBL4208	P20618	Proteasome component C5	82.83%	90.00%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	82.07%	94.80%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.93%	93.99%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.73%	89.50%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.19%	100.00%

Plants that contains it

• Isodon rubescens
• Millettia ferruginea
• Millettia pachyloba
• Millettia rubiginosa
• Piscidia piscipula

Cross-Links

• PubChem: 3428129
• NPASS: NPC18284
• LOTUS: LTS0108971
• wikiData: Q27164224