6,7-dimethoxy-7',7'-dimethylspiro[2H-chromene-3,2'-furo[2,3-f]chromene]-3',4-dione

Details

• Internal ID: f1809989-b988-4493-b8ca-44841fba2100
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6,7-dimethoxy-7',7'-dimethylspiro[2H-chromene-3,2'-furo[2,3-f]chromene]-3',4-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2OC4(C3=O)COC5=CC(=C(C=C5C4=O)OC)OC)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2OC4(C3=O)COC5=CC(=C(C=C5C4=O)OC)OC)C
• InChI: InChI=1S/C23H20O7/c1-22(2)8-7-12-15(29-22)6-5-13-19(12)30-23(20(13)24)11-28-16-10-18(27-4)17(26-3)9-14(16)21(23)25/h5-10H,11H2,1-4H3
• InChI Key: KAHSBRCQZWHUFZ-UHFFFAOYSA-N
• Popularity: 1 reference 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): 80.30 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.48
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9912	99.12%
Caco-2	+	0.7159	71.59%
Blood Brain Barrier	+	0.6000	60.00%
Human oral bioavailability	+	0.6000	60.00%
Subcellular localzation	Mitochondria	0.8056	80.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9122	91.22%
OATP1B3 inhibitior	+	0.9742	97.42%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.8318	83.18%
P-glycoprotein inhibitior	+	0.8403	84.03%
P-glycoprotein substrate	-	0.5247	52.47%
CYP3A4 substrate	+	0.6270	62.70%
CYP2C9 substrate	-	0.6007	60.07%
CYP2D6 substrate	-	0.7560	75.60%
CYP3A4 inhibition	+	0.7587	75.87%
CYP2C9 inhibition	-	0.6715	67.15%
CYP2C19 inhibition	+	0.7696	76.96%
CYP2D6 inhibition	-	0.5818	58.18%
CYP1A2 inhibition	+	0.6647	66.47%
CYP2C8 inhibition	-	0.6103	61.03%
CYP inhibitory promiscuity	+	0.6588	65.88%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.4226	42.26%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.7486	74.86%
Skin irritation	-	0.8358	83.58%
Skin corrosion	-	0.9485	94.85%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7154	71.54%
Micronuclear	+	0.5959	59.59%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.5755	57.55%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	-	0.5750	57.50%
Nephrotoxicity	+	0.5937	59.37%
Acute Oral Toxicity (c)	III	0.5483	54.83%
Estrogen receptor binding	+	0.9115	91.15%
Androgen receptor binding	+	0.7347	73.47%
Thyroid receptor binding	+	0.7411	74.11%
Glucocorticoid receptor binding	+	0.6897	68.97%
Aromatase binding	-	0.6482	64.82%
PPAR gamma	+	0.8334	83.34%
Honey bee toxicity	-	0.6438	64.38%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9563	95.63%

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	97.29%	91.11%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	95.95%	96.77%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.32%	96.09%
CHEMBL2581	P07339	Cathepsin D	93.65%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.82%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.03%	97.09%
CHEMBL1293249	Q13887	Kruppel-like factor 5	89.94%	86.33%
CHEMBL5608	Q16288	NT-3 growth factor receptor	88.80%	95.89%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.13%	89.00%
CHEMBL2535	P11166	Glucose transporter	87.14%	98.75%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	86.90%	82.67%
CHEMBL1907	P15144	Aminopeptidase N	86.19%	93.31%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	86.12%	95.71%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	85.55%	97.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	85.47%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.46%	94.00%
CHEMBL4208	P20618	Proteasome component C5	84.91%	90.00%
CHEMBL1951	P21397	Monoamine oxidase A	84.10%	91.49%
CHEMBL241	Q14432	Phosphodiesterase 3A	83.90%	92.94%
CHEMBL1994	P08235	Mineralocorticoid receptor	82.44%	100.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.96%	89.50%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	81.20%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	80.80%	89.62%
CHEMBL1937	Q92769	Histone deacetylase 2	80.71%	94.75%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.47%	92.62%

Plants that contains it

• Tephrosia candida

Cross-Links

• PubChem: 162820554
• LOTUS: LTS0246645
• wikiData: Q104170055