6,7-dimethoxy-8',8'-dimethylspiro[2H-chromene-3,2'-pyrano[2,3-h][1,3]benzodioxine]-4,4'-dione

Details

• Internal ID: e7cc7dc4-6fab-465d-9906-cb6e944d9038
• Taxonomy: Organoheterocyclic compounds > Benzopyrans > 1-benzopyrans > 2,2-dimethyl-1-benzopyrans
• IUPAC Name: 6,7-dimethoxy-8',8'-dimethylspiro[2H-chromene-3,2'-pyrano[2,3-h][1,3]benzodioxine]-4,4'-dione
• SMILES (Canonical): CC1(C=CC2=C(O1)C=CC3=C2OC4(COC5=CC(=C(C=C5C4=O)OC)OC)OC3=O)C
• SMILES (Isomeric): CC1(C=CC2=C(O1)C=CC3=C2OC4(COC5=CC(=C(C=C5C4=O)OC)OC)OC3=O)C
• InChI: InChI=1S/C23H20O8/c1-22(2)8-7-12-15(29-22)6-5-13-19(12)30-23(31-21(13)25)11-28-16-10-18(27-4)17(26-3)9-14(16)20(23)24/h5-10H,11H2,1-4H3
• InChI Key: NZIANEPQOIXOGI-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₀O₈
• Molecular Weight: 424.40 g/mol
• Exact Mass: 424.11581759 g/mol
• Topological Polar Surface Area (TPSA): 89.50 Ų
• XlogP: 3.60
• Atomic LogP (AlogP): 3.41
• H-Bond Acceptor: 8
• 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	+	0.9765	97.65%
Caco-2	+	0.6872	68.72%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7411	74.11%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9016	90.16%
OATP1B3 inhibitior	+	0.9711	97.11%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	+	0.9058	90.58%
P-glycoprotein inhibitior	+	0.8423	84.23%
P-glycoprotein substrate	+	0.5339	53.39%
CYP3A4 substrate	+	0.6398	63.98%
CYP2C9 substrate	-	0.8048	80.48%
CYP2D6 substrate	-	0.8301	83.01%
CYP3A4 inhibition	+	0.6665	66.65%
CYP2C9 inhibition	-	0.8418	84.18%
CYP2C19 inhibition	+	0.6066	60.66%
CYP2D6 inhibition	-	0.6561	65.61%
CYP1A2 inhibition	+	0.5716	57.16%
CYP2C8 inhibition	+	0.4481	44.81%
CYP inhibitory promiscuity	-	0.5942	59.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4799	47.99%
Eye corrosion	-	0.9847	98.47%
Eye irritation	-	0.7374	73.74%
Skin irritation	-	0.8461	84.61%
Skin corrosion	-	0.9590	95.90%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5059	50.59%
Micronuclear	+	0.5833	58.33%
Hepatotoxicity	+	0.5074	50.74%
skin sensitisation	-	0.6827	68.27%
Respiratory toxicity	-	0.5000	50.00%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.5541	55.41%
Acute Oral Toxicity (c)	III	0.5862	58.62%
Estrogen receptor binding	+	0.9240	92.40%
Androgen receptor binding	+	0.7546	75.46%
Thyroid receptor binding	+	0.7567	75.67%
Glucocorticoid receptor binding	+	0.7351	73.51%
Aromatase binding	-	0.5170	51.70%
PPAR gamma	+	0.8683	86.83%
Honey bee toxicity	-	0.6614	66.14%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.6600	66.00%
Fish aquatic toxicity	+	0.9680	96.80%

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	97.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	96.57%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.68%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	94.10%	95.56%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	93.21%	96.77%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.25%	86.33%
CHEMBL230	P35354	Cyclooxygenase-2	92.23%	89.63%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	91.64%	82.67%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	90.64%	97.14%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.48%	97.09%
CHEMBL2535	P11166	Glucose transporter	90.32%	98.75%
CHEMBL1806	P11388	DNA topoisomerase II alpha	88.33%	89.00%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.04%	95.89%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.55%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	83.96%	92.62%
CHEMBL4208	P20618	Proteasome component C5	83.92%	90.00%
CHEMBL4051	P13569	Cystic fibrosis transmembrane conductance regulator	83.70%	95.71%
CHEMBL1907	P15144	Aminopeptidase N	82.99%	93.31%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.70%	92.94%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.51%	89.50%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.16%	94.45%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	80.60%	99.23%
CHEMBL2094127	P06493	Cyclin-dependent kinase 1/cyclin B	80.10%	96.00%

Plants that contains it

• Tephrosia candida

Cross-Links

• PubChem: 162820552
• LOTUS: LTS0148188
• wikiData: Q104193149