10-(Furan-3-yl)-8-(hydroxymethyl)-4,11,14-trioxapentacyclo[11.2.2.12,5.01,7.08,13]octadecane-3,12,15-trione

Details

• Internal ID: 3b0862c2-9e27-48bd-8db6-f38a8fb712fb
• Taxonomy: Organoheterocyclic compounds > Naphthopyrans
• IUPAC Name: 10-(furan-3-yl)-8-(hydroxymethyl)-4,11,14-trioxapentacyclo[11.2.2.12,5.01,7.08,13]octadecane-3,12,15-trione
• SMILES (Canonical): C1CC23C(=O)OC(CC2(C4C1(C5CC(C4)OC5=O)C(=O)O3)CO)C6=COC=C6
• SMILES (Isomeric): C1CC23C(=O)OC(CC2(C4C1(C5CC(C4)OC5=O)C(=O)O3)CO)C6=COC=C6
• InChI: InChI=1S/C20H20O8/c21-9-18-7-13(10-1-4-25-8-10)27-17(24)20(18)3-2-19(16(23)28-20)12-5-11(6-14(18)19)26-15(12)22/h1,4,8,11-14,21H,2-3,5-7,9H2
• InChI Key: NOWLREFCPXRREU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₀O₈
• Molecular Weight: 388.40 g/mol
• Exact Mass: 388.11581759 g/mol
• Topological Polar Surface Area (TPSA): 112.00 Ų
• XlogP: 0.50
• Atomic LogP (AlogP): 1.27
• H-Bond Acceptor: 8
• H-Bond Donor: 1
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9335	93.35%
Caco-2	-	0.6768	67.68%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.5000	50.00%
Subcellular localzation	Mitochondria	0.8764	87.64%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.7594	75.94%
OATP1B3 inhibitior	+	0.9277	92.77%
MATE1 inhibitior	-	0.8200	82.00%
OCT2 inhibitior	-	0.7787	77.87%
BSEP inhibitior	-	0.6935	69.35%
P-glycoprotein inhibitior	-	0.7279	72.79%
P-glycoprotein substrate	-	0.6357	63.57%
CYP3A4 substrate	+	0.6339	63.39%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7912	79.12%
CYP3A4 inhibition	-	0.8659	86.59%
CYP2C9 inhibition	-	0.7877	78.77%
CYP2C19 inhibition	-	0.7845	78.45%
CYP2D6 inhibition	-	0.9251	92.51%
CYP1A2 inhibition	-	0.8920	89.20%
CYP2C8 inhibition	+	0.5000	50.00%
CYP inhibitory promiscuity	-	0.9368	93.68%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9800	98.00%
Carcinogenicity (trinary)	Non-required	0.5933	59.33%
Eye corrosion	-	0.9817	98.17%
Eye irritation	-	0.9398	93.98%
Skin irritation	-	0.8112	81.12%
Skin corrosion	-	0.9474	94.74%
Ames mutagenesis	-	0.6107	61.07%
Human Ether-a-go-go-Related Gene inhibition	+	0.7617	76.17%
Micronuclear	-	0.7900	79.00%
Hepatotoxicity	+	0.6500	65.00%
skin sensitisation	-	0.9181	91.81%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.6444	64.44%
Mitochondrial toxicity	+	0.5375	53.75%
Nephrotoxicity	+	0.6723	67.23%
Acute Oral Toxicity (c)	III	0.3906	39.06%
Estrogen receptor binding	+	0.8997	89.97%
Androgen receptor binding	+	0.7345	73.45%
Thyroid receptor binding	-	0.4919	49.19%
Glucocorticoid receptor binding	+	0.8126	81.26%
Aromatase binding	+	0.7461	74.61%
PPAR gamma	+	0.6579	65.79%
Honey bee toxicity	-	0.7750	77.50%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.5100	51.00%
Fish aquatic toxicity	+	0.7769	77.69%

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	96.89%	91.11%
CHEMBL3137262	O60341	LSD1/CoREST complex	93.90%	97.09%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	90.88%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	85.63%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.18%	95.56%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.56%	89.00%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.94%	97.25%

Plants that contains it

• Dioscorea bulbifera

Cross-Links

• PubChem: 73238382
• LOTUS: LTS0115915
• wikiData: Q105182849