Naphtho[2,3-b]furan-4-carboxaldehyde, 9-methoxy-3-[[(6-methoxy-7-methyl-1H,3H-benzo[h]furo[4,3,2-de]-2-benzopyran-1-yl)oxy]methyl]-8-methyl-

Details

• Internal ID: fcf9981e-d6ed-4286-bcb7-3ad9d01ce8af
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 9-methoxy-3-[(8-methoxy-6-methyl-10,14-dioxatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),2,4,6,8,11-hexaen-15-yl)oxymethyl]-8-methylbenzo[f][1]benzofuran-4-carbaldehyde
• SMILES (Canonical): CC1=C2C(=CC=C1)C(=C3C(=COC3=C2OC)COC4C5=C6C(=COC6=C(C7=C(C=CC=C57)C)OC)CO4)C=O
• SMILES (Isomeric): CC1=C2C(=CC=C1)C(=C3C(=COC3=C2OC)COC4C5=C6C(=COC6=C(C7=C(C=CC=C57)C)OC)CO4)C=O
• InChI: InChI=1S/C32H26O7/c1-16-7-5-9-20-22(11-33)25-18(12-36-30(25)28(34-3)23(16)20)14-38-32-27-21-10-6-8-17(2)24(21)29(35-4)31-26(27)19(13-37-31)15-39-32/h5-13,32H,14-15H2,1-4H3
• InChI Key: VPLKLUQNJXOYEG-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₂₆O₇
• Molecular Weight: 522.50 g/mol
• Exact Mass: 522.16785316 g/mol
• Topological Polar Surface Area (TPSA): 80.30 Ų
• XlogP: 5.40
• Atomic LogP (AlogP): 7.68
• H-Bond Acceptor: 7
• H-Bond Donor: 0
• Rotatable Bonds: 6

Synonyms

• 5968-13-8
• Naphtho[2,3-b]furan-4-carboxaldehyde, 9-methoxy-3-[[(6-methoxy-7-methyl-1H,3H-benzo[h]furo[4,3,2-de]-2-benzopyran-1-yl)oxy]methyl]-8-methyl-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9733	97.33%
Caco-2	-	0.6697	66.97%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7237	72.37%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8708	87.08%
OATP1B3 inhibitior	+	0.8261	82.61%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.9895	98.95%
P-glycoprotein inhibitior	+	0.9610	96.10%
P-glycoprotein substrate	-	0.5239	52.39%
CYP3A4 substrate	+	0.6784	67.84%
CYP2C9 substrate	-	0.8174	81.74%
CYP2D6 substrate	-	0.7905	79.05%
CYP3A4 inhibition	-	0.5315	53.15%
CYP2C9 inhibition	+	0.5321	53.21%
CYP2C19 inhibition	+	0.8848	88.48%
CYP2D6 inhibition	+	0.5493	54.93%
CYP1A2 inhibition	+	0.6360	63.60%
CYP2C8 inhibition	+	0.5821	58.21%
CYP inhibitory promiscuity	+	0.8142	81.42%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Non-required	0.4967	49.67%
Eye corrosion	-	0.9586	95.86%
Eye irritation	-	0.8762	87.62%
Skin irritation	-	0.8410	84.10%
Skin corrosion	-	0.9811	98.11%
Ames mutagenesis	+	0.7346	73.46%
Human Ether-a-go-go-Related Gene inhibition	+	0.9410	94.10%
Micronuclear	+	0.6274	62.74%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7130	71.30%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.7000	70.00%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8717	87.17%
Acute Oral Toxicity (c)	III	0.6320	63.20%
Estrogen receptor binding	+	0.8326	83.26%
Androgen receptor binding	+	0.7395	73.95%
Thyroid receptor binding	+	0.6311	63.11%
Glucocorticoid receptor binding	+	0.8960	89.60%
Aromatase binding	+	0.5953	59.53%
PPAR gamma	+	0.7165	71.65%
Honey bee toxicity	-	0.7611	76.11%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	-	0.5700	57.00%
Fish aquatic toxicity	+	0.9099	90.99%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	98.43%	95.56%
CHEMBL4302	P08183	P-glycoprotein 1	94.44%	92.98%
CHEMBL2581	P07339	Cathepsin D	93.79%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	93.70%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	90.83%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	90.77%	91.11%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	88.46%	94.00%
CHEMBL3137262	O60341	LSD1/CoREST complex	88.21%	97.09%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	88.19%	96.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.34%	92.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	85.36%	89.44%
CHEMBL1806	P11388	DNA topoisomerase II alpha	85.31%	89.00%
CHEMBL1163101	O75460	Serine/threonine-protein kinase/endoribonuclease IRE1	84.56%	98.11%
CHEMBL3476	O15111	Inhibitor of nuclear factor kappa B kinase alpha subunit	84.31%	95.83%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.31%	86.33%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.02%	97.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.85%	99.23%
CHEMBL2095226	P05556	Integrin alpha-5/beta-1	80.99%	96.39%
CHEMBL5608	Q16288	NT-3 growth factor receptor	80.83%	95.89%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.69%	85.49%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.27%	99.17%

Plants that contains it

• Psacalium decompositum

Cross-Links

• PubChem: 162921125
• LOTUS: LTS0017957
• wikiData: Q105290849