1,10-dihydroxy-8,9-dimethoxy-5H-isochromeno[4,3-b]chromen-7-one

Details

• Internal ID: 37eafb60-ed3f-4084-b6f6-5b916a1c989a
• Taxonomy: Phenylpropanoids and polyketides > Flavonoids > Pyranoflavonoids
• IUPAC Name: 1,10-dihydroxy-8,9-dimethoxy-5H-isochromeno[4,3-b]chromen-7-one
• SMILES (Canonical): COC1=C(C2=C(C=C1O)OC3=C(C2=O)OCC4=C3C(=CC=C4)O)OC
• SMILES (Isomeric): COC1=C(C2=C(C=C1O)OC3=C(C2=O)OCC4=C3C(=CC=C4)O)OC
• InChI: InChI=1S/C18H14O7/c1-22-15-10(20)6-11-13(16(15)23-2)14(21)18-17(25-11)12-8(7-24-18)4-3-5-9(12)19/h3-6,19-20H,7H2,1-2H3
• InChI Key: HGMYEZICBOKCLR-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₁₄O₇
• Molecular Weight: 342.30 g/mol
• Exact Mass: 342.07395278 g/mol
• Topological Polar Surface Area (TPSA): 94.40 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.78
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9002	90.02%
Caco-2	+	0.5640	56.40%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7825	78.25%
OATP2B1 inhibitior	-	0.5741	57.41%
OATP1B1 inhibitior	+	0.9303	93.03%
OATP1B3 inhibitior	+	0.9632	96.32%
MATE1 inhibitior	-	0.7800	78.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.7379	73.79%
P-glycoprotein inhibitior	+	0.5827	58.27%
P-glycoprotein substrate	-	0.7427	74.27%
CYP3A4 substrate	+	0.5834	58.34%
CYP2C9 substrate	-	0.8382	83.82%
CYP2D6 substrate	-	0.7720	77.20%
CYP3A4 inhibition	-	0.5591	55.91%
CYP2C9 inhibition	+	0.5708	57.08%
CYP2C19 inhibition	+	0.7633	76.33%
CYP2D6 inhibition	-	0.5056	50.56%
CYP1A2 inhibition	+	0.7728	77.28%
CYP2C8 inhibition	-	0.6033	60.33%
CYP inhibitory promiscuity	+	0.6154	61.54%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.6722	67.22%
Eye corrosion	-	0.9820	98.20%
Eye irritation	+	0.6489	64.89%
Skin irritation	-	0.7247	72.47%
Skin corrosion	-	0.9692	96.92%
Ames mutagenesis	+	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.6576	65.76%
Micronuclear	+	0.7700	77.00%
Hepatotoxicity	+	0.6677	66.77%
skin sensitisation	-	0.8960	89.60%
Respiratory toxicity	+	0.7111	71.11%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.5750	57.50%
Nephrotoxicity	-	0.8684	86.84%
Acute Oral Toxicity (c)	III	0.6800	68.00%
Estrogen receptor binding	+	0.8503	85.03%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.5499	54.99%
Glucocorticoid receptor binding	+	0.8056	80.56%
Aromatase binding	+	0.5604	56.04%
PPAR gamma	+	0.8225	82.25%
Honey bee toxicity	-	0.8818	88.18%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8139	81.39%

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	99.11%	91.11%
CHEMBL3192	Q9BY41	Histone deacetylase 8	96.39%	93.99%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	96.17%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	95.80%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	93.51%	94.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.91%	86.33%
CHEMBL2581	P07339	Cathepsin D	90.89%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.76%	89.00%
CHEMBL214	P08908	Serotonin 1a (5-HT1a) receptor	88.30%	92.83%
CHEMBL2535	P11166	Glucose transporter	87.79%	98.75%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.01%	99.23%
CHEMBL3401	O75469	Pregnane X receptor	84.49%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.20%	96.09%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.85%	96.00%
CHEMBL1951	P21397	Monoamine oxidase A	80.25%	91.49%

Plants that contains it

• Iris bungei

Cross-Links

• PubChem: 11759649
• LOTUS: LTS0267391
• wikiData: Q104888560