3-Hydroxymethylfuro[3,2-b]naphtho[2,3-d]furan-5,10-dione

Details

• Internal ID: 30c21b35-7999-4605-8d11-f94180d77ec3
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 14-(hydroxymethyl)-12,16-dioxatetracyclo[8.6.0.03,8.011,15]hexadeca-1(10),3,5,7,11(15),13-hexaene-2,9-dione
• SMILES (Canonical): C1=CC=C2C(=C1)C(=O)C3=C(C2=O)OC4=C3OC=C4CO
• SMILES (Isomeric): C1=CC=C2C(=C1)C(=O)C3=C(C2=O)OC4=C3OC=C4CO
• InChI: InChI=1S/C15H8O5/c16-5-7-6-19-15-10-11(17)8-3-1-2-4-9(8)12(18)14(10)20-13(7)15/h1-4,6,16H,5H2
• InChI Key: VRXWMQLHEBPAGK-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₈O₅
• Molecular Weight: 268.22 g/mol
• Exact Mass: 268.03717335 g/mol
• Topological Polar Surface Area (TPSA): 80.60 Ų
• XlogP: 1.90
• Atomic LogP (AlogP): 2.29
• H-Bond Acceptor: 5
• H-Bond Donor: 1
• Rotatable Bonds: 1

Synonyms

• InChI=1/C15H8O5/c16-5-7-6-19-15-10-11(17)8-3-1-2-4-9(8)12(18)14(10)20-13(7)15/h1-4,6,16H,5H

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9857	98.57%
Caco-2	-	0.6144	61.44%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	+	0.5429	54.29%
Subcellular localzation	Mitochondria	0.7542	75.42%
OATP2B1 inhibitior	-	0.5835	58.35%
OATP1B1 inhibitior	+	0.9046	90.46%
OATP1B3 inhibitior	+	0.9370	93.70%
MATE1 inhibitior	-	0.8600	86.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7892	78.92%
P-glycoprotein inhibitior	-	0.8765	87.65%
P-glycoprotein substrate	-	0.9355	93.55%
CYP3A4 substrate	-	0.5453	54.53%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7854	78.54%
CYP3A4 inhibition	-	0.8832	88.32%
CYP2C9 inhibition	+	0.5690	56.90%
CYP2C19 inhibition	-	0.6143	61.43%
CYP2D6 inhibition	-	0.8826	88.26%
CYP1A2 inhibition	+	0.7888	78.88%
CYP2C8 inhibition	-	0.7802	78.02%
CYP inhibitory promiscuity	-	0.6648	66.48%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9043	90.43%
Carcinogenicity (trinary)	Non-required	0.5843	58.43%
Eye corrosion	-	0.9777	97.77%
Eye irritation	+	0.8620	86.20%
Skin irritation	-	0.6707	67.07%
Skin corrosion	-	0.9670	96.70%
Ames mutagenesis	+	0.7563	75.63%
Human Ether-a-go-go-Related Gene inhibition	-	0.8828	88.28%
Micronuclear	+	0.6700	67.00%
Hepatotoxicity	+	0.5407	54.07%
skin sensitisation	-	0.7202	72.02%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	-	0.5000	50.00%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	+	0.5697	56.97%
Acute Oral Toxicity (c)	II	0.4784	47.84%
Estrogen receptor binding	-	0.5577	55.77%
Androgen receptor binding	+	0.7759	77.59%
Thyroid receptor binding	-	0.6908	69.08%
Glucocorticoid receptor binding	+	0.6927	69.27%
Aromatase binding	+	0.6840	68.40%
PPAR gamma	+	0.8394	83.94%
Honey bee toxicity	-	0.8022	80.22%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6400	64.00%
Fish aquatic toxicity	+	0.8159	81.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	95.47%	98.95%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.31%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.89%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	89.68%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	89.21%	89.00%
CHEMBL2378	P30307	Dual specificity phosphatase Cdc25C	89.05%	96.67%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	87.88%	99.23%
CHEMBL2265	P23141	Acyl coenzyme A:cholesterol acyltransferase	87.26%	85.94%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	85.29%	94.00%

Plants that contains it

• Crescentia cujete

Cross-Links

• PubChem: 5324542
• LOTUS: LTS0166530
• wikiData: Q105292040