Funebradiol

Details

• Internal ID: 9055a24f-81bc-4618-b9ca-d6fe3c133e02
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: (2R)-4-[2,5-bis(hydroxymethyl)pyrrol-1-yl]-2,3-dimethyl-2H-furan-5-one
• SMILES (Canonical): CC1C(=C(C(=O)O1)N2C(=CC=C2CO)CO)C
• SMILES (Isomeric): C[C@@H]1C(=C(C(=O)O1)N2C(=CC=C2CO)CO)C
• InChI: InChI=1S/C12H15NO4/c1-7-8(2)17-12(16)11(7)13-9(5-14)3-4-10(13)6-15/h3-4,8,14-15H,5-6H2,1-2H3/t8-/m1/s1
• InChI Key: GQPHVVDGJWHSMR-MRVPVSSYSA-N
• Popularity: 1 reference in papers

Physical and Chemical Properties

• Molecular Formula: C₁₂H₁₅NO₄
• Molecular Weight: 237.25 g/mol
• Exact Mass: 237.10010796 g/mol
• Topological Polar Surface Area (TPSA): 71.70 Ų
• XlogP: -0.60
• Atomic LogP (AlogP): 0.65
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

• 133086-87-0
• (2R)-4-[2,5-bis(hydroxymethyl)pyrrol-1-yl]-2,3-dimethyl-2H-furan-5-one
• DTXSID70927932
• 3-[2,5-Bis(hydroxymethyl)-1H-pyrrol-1-yl]-4,5-dimethylfuran-2(5H)-one
• 2(5H)-Furanone, 3-(2,5-bis(hydroxymethyl)-1H-pyrrol-1-yl)-4,5-dimethyl-, (R)-

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9159	91.59%
Caco-2	-	0.5552	55.52%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	+	0.6286	62.86%
Subcellular localzation	Mitochondria	0.6694	66.94%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9195	91.95%
OATP1B3 inhibitior	+	0.9372	93.72%
MATE1 inhibitior	-	0.8400	84.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.7807	78.07%
P-glycoprotein inhibitior	-	0.8178	81.78%
P-glycoprotein substrate	-	0.8966	89.66%
CYP3A4 substrate	-	0.6039	60.39%
CYP2C9 substrate	-	0.7929	79.29%
CYP2D6 substrate	-	0.9004	90.04%
CYP3A4 inhibition	-	0.9516	95.16%
CYP2C9 inhibition	-	0.6732	67.32%
CYP2C19 inhibition	-	0.6606	66.06%
CYP2D6 inhibition	-	0.8632	86.32%
CYP1A2 inhibition	-	0.5839	58.39%
CYP2C8 inhibition	-	0.9545	95.45%
CYP inhibitory promiscuity	-	0.6448	64.48%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.8807	88.07%
Carcinogenicity (trinary)	Non-required	0.5213	52.13%
Eye corrosion	-	0.9809	98.09%
Eye irritation	-	0.5437	54.37%
Skin irritation	-	0.7675	76.75%
Skin corrosion	-	0.9263	92.63%
Ames mutagenesis	-	0.6300	63.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7216	72.16%
Micronuclear	+	0.7800	78.00%
Hepatotoxicity	+	0.6066	60.66%
skin sensitisation	-	0.8304	83.04%
Respiratory toxicity	+	0.6111	61.11%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7643	76.43%
Acute Oral Toxicity (c)	III	0.5955	59.55%
Estrogen receptor binding	+	0.6205	62.05%
Androgen receptor binding	-	0.7107	71.07%
Thyroid receptor binding	-	0.6129	61.29%
Glucocorticoid receptor binding	-	0.4780	47.80%
Aromatase binding	-	0.4936	49.36%
PPAR gamma	-	0.7260	72.60%
Honey bee toxicity	-	0.9691	96.91%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.7335	73.35%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL2581	P07339	Cathepsin D	93.54%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.25%	95.56%
CHEMBL4040	P28482	MAP kinase ERK2	91.73%	83.82%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	89.68%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	81.31%	97.25%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.40%	86.33%

Plants that contains it

• Quararibea funebris

Cross-Links

• PubChem: 125587
• LOTUS: LTS0055514
• wikiData: Q82902646