(5Z)-4-(hydroxymethyl)-5-[[5-(hydroxymethyl)furan-2-yl]methylidene]furan-2-one

Details

• Internal ID: 6873b1ce-05e3-4483-ba68-129dc1a33f8f
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (5Z)-4-(hydroxymethyl)-5-[[5-(hydroxymethyl)furan-2-yl]methylidene]furan-2-one
• SMILES (Canonical): C1=C(OC(=C1)C=C2C(=CC(=O)O2)CO)CO
• SMILES (Isomeric): C1=C(OC(=C1)/C=C\2/C(=CC(=O)O2)CO)CO
• InChI: InChI=1S/C11H10O5/c12-5-7-3-11(14)16-10(7)4-8-1-2-9(6-13)15-8/h1-4,12-13H,5-6H2/b10-4-
• InChI Key: RTTHKBLJLSXUPX-WMZJFQQLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₀O₅
• Molecular Weight: 222.19 g/mol
• Exact Mass: 222.05282342 g/mol
• Topological Polar Surface Area (TPSA): 79.90 Ų
• XlogP: -0.70
• Atomic LogP (AlogP): 0.59
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9281	92.81%
Caco-2	-	0.6480	64.80%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7459	74.59%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8821	88.21%
OATP1B3 inhibitior	+	0.9494	94.94%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9023	90.23%
P-glycoprotein inhibitior	-	0.9644	96.44%
P-glycoprotein substrate	-	0.9444	94.44%
CYP3A4 substrate	-	0.5940	59.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8885	88.85%
CYP3A4 inhibition	-	0.9674	96.74%
CYP2C9 inhibition	-	0.8870	88.70%
CYP2C19 inhibition	-	0.8283	82.83%
CYP2D6 inhibition	-	0.9209	92.09%
CYP1A2 inhibition	-	0.7712	77.12%
CYP2C8 inhibition	-	0.8502	85.02%
CYP inhibitory promiscuity	-	0.7761	77.61%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9128	91.28%
Carcinogenicity (trinary)	Non-required	0.4596	45.96%
Eye corrosion	-	0.9640	96.40%
Eye irritation	+	0.5691	56.91%
Skin irritation	-	0.7157	71.57%
Skin corrosion	-	0.9012	90.12%
Ames mutagenesis	-	0.5000	50.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7727	77.27%
Micronuclear	-	0.6700	67.00%
Hepatotoxicity	+	0.6701	67.01%
skin sensitisation	-	0.7787	77.87%
Respiratory toxicity	+	0.6556	65.56%
Reproductive toxicity	+	0.5444	54.44%
Mitochondrial toxicity	-	0.6125	61.25%
Nephrotoxicity	+	0.4565	45.65%
Acute Oral Toxicity (c)	III	0.5171	51.71%
Estrogen receptor binding	+	0.7079	70.79%
Androgen receptor binding	-	0.5288	52.88%
Thyroid receptor binding	-	0.6814	68.14%
Glucocorticoid receptor binding	+	0.6562	65.62%
Aromatase binding	+	0.6603	66.03%
PPAR gamma	+	0.9130	91.30%
Honey bee toxicity	-	0.8896	88.96%
Biodegradation	+	0.5250	52.50%
Crustacea aquatic toxicity	-	0.6000	60.00%
Fish aquatic toxicity	-	0.4614	46.14%

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	95.59%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.50%	95.56%
CHEMBL3192	Q9BY41	Histone deacetylase 8	88.06%	93.99%
CHEMBL1293255	P15428	15-hydroxyprostaglandin dehydrogenase [NAD+]	87.12%	83.57%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.96%	94.45%
CHEMBL2581	P07339	Cathepsin D	85.40%	98.95%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	85.24%	89.67%
CHEMBL1293277	O15118	Niemann-Pick C1 protein	83.25%	81.11%
CHEMBL3401	O75469	Pregnane X receptor	81.81%	94.73%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.09%	94.00%

Plants that contains it

• Hemsleya ellipsoidea

Cross-Links

• PubChem: 10656630
• LOTUS: LTS0018079
• wikiData: Q105245386