(1R,7R,8R,9S,10R)-7-(furan-3-yl)-8-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadeca-3,13-diene-5,15-dione

Details

• Internal ID: 77f543b8-b0dc-425a-94fe-ed04521a2486
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: (1R,7R,8R,9S,10R)-7-(furan-3-yl)-8-hydroxy-9-methyl-6,16-dioxatetracyclo[8.7.0.01,14.04,9]heptadeca-3,13-diene-5,15-dione
• InChI: InChI=1S/C20H20O6/c1-19-12(18(23)26-15(16(19)21)11-6-8-24-9-11)5-7-20-10-25-17(22)13(20)3-2-4-14(19)20/h3,5-6,8-9,14-16,21H,2,4,7,10H2,1H3/t14-,15+,16-,19+,20-/m0/s1
• InChI Key: GYLOEZJWLQFGKI-RQQUZUBOSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₆
• Molecular Weight: 356.40 g/mol
• Exact Mass: 356.12598835 g/mol
• Topological Polar Surface Area (TPSA): 86.00 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.45
• H-Bond Acceptor: 6
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9845	98.45%
Caco-2	-	0.6176	61.76%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.5571	55.71%
Subcellular localzation	Mitochondria	0.9057	90.57%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8104	81.04%
OATP1B3 inhibitior	+	0.9593	95.93%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	+	0.6029	60.29%
P-glycoprotein inhibitior	-	0.6599	65.99%
P-glycoprotein substrate	-	0.6781	67.81%
CYP3A4 substrate	+	0.6346	63.46%
CYP2C9 substrate	-	0.8087	80.87%
CYP2D6 substrate	-	0.8550	85.50%
CYP3A4 inhibition	-	0.7500	75.00%
CYP2C9 inhibition	-	0.7794	77.94%
CYP2C19 inhibition	-	0.8603	86.03%
CYP2D6 inhibition	-	0.8990	89.90%
CYP1A2 inhibition	-	0.5178	51.78%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.8013	80.13%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9700	97.00%
Carcinogenicity (trinary)	Danger	0.4294	42.94%
Eye corrosion	-	0.9845	98.45%
Eye irritation	-	0.9655	96.55%
Skin irritation	-	0.5915	59.15%
Skin corrosion	-	0.9235	92.35%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7778	77.78%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6750	67.50%
skin sensitisation	-	0.8621	86.21%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.8222	82.22%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	+	0.6483	64.83%
Acute Oral Toxicity (c)	I	0.4786	47.86%
Estrogen receptor binding	+	0.8163	81.63%
Androgen receptor binding	+	0.5608	56.08%
Thyroid receptor binding	-	0.6418	64.18%
Glucocorticoid receptor binding	+	0.5764	57.64%
Aromatase binding	+	0.6498	64.98%
PPAR gamma	+	0.6185	61.85%
Honey bee toxicity	-	0.9203	92.03%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	+	0.5700	57.00%
Fish aquatic toxicity	+	0.9938	99.38%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4040	P28482	MAP kinase ERK2	98.47%	83.82%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.71%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.95%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.12%	95.56%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.41%	99.23%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.69%	97.25%
CHEMBL2581	P07339	Cathepsin D	88.62%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	88.62%	100.00%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	88.48%	96.09%
CHEMBL221	P23219	Cyclooxygenase-1	87.95%	90.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.31%	86.33%
CHEMBL3351	Q13085	Acetyl-CoA carboxylase 1	82.82%	93.04%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.34%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	81.89%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	81.03%	92.94%

Plants that contains it

• Salvia pansamalensis

Cross-Links

• PubChem: 162868550
• LOTUS: LTS0179902
• wikiData: Q105023889