3-(Hydroxymethyl)-5-methylnaphtho[2,3-b]furan-4,9-dione

Details

• Internal ID: f56e7e13-e3fe-4841-8bc6-a626360a6a2f
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids > Eremophilane, 8,9-secoeremophilane and furoeremophilane sesquiterpenoids
• IUPAC Name: 3-(hydroxymethyl)-5-methylbenzo[f][1]benzofuran-4,9-dione
• SMILES (Canonical): CC1=C2C(=CC=C1)C(=O)C3=C(C2=O)C(=CO3)CO
• SMILES (Isomeric): CC1=C2C(=CC=C1)C(=O)C3=C(C2=O)C(=CO3)CO
• InChI: InChI=1S/C14H10O4/c1-7-3-2-4-9-10(7)13(17)11-8(5-15)6-18-14(11)12(9)16/h2-4,6,15H,5H2,1H3
• InChI Key: KDAMTLGCZPUMAR-UHFFFAOYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₀O₄
• Molecular Weight: 242.23 g/mol
• Exact Mass: 242.05790880 g/mol
• Topological Polar Surface Area (TPSA): 67.50 Ų
• XlogP: 1.70
• Atomic LogP (AlogP): 1.86
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• 3-(hydroxymethyl)-5-methylnaphtho[2,3-b]furan-4,9-dione
• 3-(Hydroxymethyl)-5-methylbenzo[f][1]benzofuran-4,9-dione

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9900	99.00%
Caco-2	-	0.6657	66.57%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7289	72.89%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9353	93.53%
OATP1B3 inhibitior	+	0.9499	94.99%
MATE1 inhibitior	-	0.8000	80.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7886	78.86%
P-glycoprotein inhibitior	-	0.9226	92.26%
P-glycoprotein substrate	-	0.8696	86.96%
CYP3A4 substrate	-	0.5081	50.81%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	-	0.8439	84.39%
CYP3A4 inhibition	-	0.9021	90.21%
CYP2C9 inhibition	+	0.7434	74.34%
CYP2C19 inhibition	-	0.5367	53.67%
CYP2D6 inhibition	-	0.9397	93.97%
CYP1A2 inhibition	+	0.8629	86.29%
CYP2C8 inhibition	-	0.8045	80.45%
CYP inhibitory promiscuity	-	0.5289	52.89%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5674	56.74%
Eye corrosion	-	0.9767	97.67%
Eye irritation	+	0.7358	73.58%
Skin irritation	-	0.7286	72.86%
Skin corrosion	-	0.9663	96.63%
Ames mutagenesis	+	0.7046	70.46%
Human Ether-a-go-go-Related Gene inhibition	-	0.8132	81.32%
Micronuclear	+	0.6300	63.00%
Hepatotoxicity	+	0.5802	58.02%
skin sensitisation	-	0.7494	74.94%
Respiratory toxicity	+	0.5111	51.11%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	+	0.5201	52.01%
Acute Oral Toxicity (c)	III	0.4917	49.17%
Estrogen receptor binding	-	0.5286	52.86%
Androgen receptor binding	+	0.5578	55.78%
Thyroid receptor binding	-	0.7767	77.67%
Glucocorticoid receptor binding	+	0.6907	69.07%
Aromatase binding	+	0.6732	67.32%
PPAR gamma	+	0.6272	62.72%
Honey bee toxicity	-	0.9651	96.51%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.6600	66.00%
Fish aquatic toxicity	+	0.8516	85.16%

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	97.43%	95.56%
CHEMBL2581	P07339	Cathepsin D	96.77%	98.95%
CHEMBL3401	O75469	Pregnane X receptor	95.02%	94.73%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.13%	91.11%
CHEMBL1806	P11388	DNA topoisomerase II alpha	87.21%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	85.73%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	84.92%	99.23%
CHEMBL1293249	Q13887	Kruppel-like factor 5	84.40%	86.33%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.40%	94.00%
CHEMBL3492	P49721	Proteasome Macropain subunit	83.16%	90.24%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	81.13%	96.09%

Plants that contains it

• Trichilia martiana

Cross-Links

• PubChem: 11010115
• LOTUS: LTS0066270
• wikiData: Q105139052