Dihydro-3-hydroxy-4-(hydroxymethyl)-3-(1-hydroxy-hexa-2,4-dien-1-yl)-2(3H)-furanone

Details

• Internal ID: ddbf125c-af04-45e1-b178-e0a8dd5d9e59
• Taxonomy: Lipids and lipid-like molecules > Fatty Acyls > Fatty alcohols
• IUPAC Name: 3-hydroxy-3-[(2E,4E)-1-hydroxyhexa-2,4-dienyl]-4-(hydroxymethyl)oxolan-2-one
• SMILES (Canonical): CC=CC=CC(C1(C(COC1=O)CO)O)O
• SMILES (Isomeric): C/C=C/C=C/C(C1(C(COC1=O)CO)O)O
• InChI: InChI=1S/C11H16O5/c1-2-3-4-5-9(13)11(15)8(6-12)7-16-10(11)14/h2-5,8-9,12-13,15H,6-7H2,1H3/b3-2+,5-4+
• InChI Key: DJRFNTBRRNZMSP-MQQKCMAXSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₆O₅
• Molecular Weight: 228.24 g/mol
• Exact Mass: 228.09977361 g/mol
• Topological Polar Surface Area (TPSA): 87.00 Ų
• XlogP: 0.60
• Atomic LogP (AlogP): -0.62
• H-Bond Acceptor: 5
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• Dihydro-3-hydroxy-4-(hydroxymethyl)-3-(1-hydroxy-hexa-2,4-dien-1-yl)-2(3H)-furanone

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.5922	59.22%
Caco-2	-	0.7087	70.87%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7571	75.71%
Subcellular localzation	Mitochondria	0.7084	70.84%
OATP2B1 inhibitior	-	0.8590	85.90%
OATP1B1 inhibitior	+	0.9272	92.72%
OATP1B3 inhibitior	+	0.9638	96.38%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8346	83.46%
P-glycoprotein inhibitior	-	0.9874	98.74%
P-glycoprotein substrate	-	0.8237	82.37%
CYP3A4 substrate	-	0.5440	54.40%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8680	86.80%
CYP3A4 inhibition	-	0.9624	96.24%
CYP2C9 inhibition	-	0.8979	89.79%
CYP2C19 inhibition	-	0.9103	91.03%
CYP2D6 inhibition	-	0.9525	95.25%
CYP1A2 inhibition	-	0.8639	86.39%
CYP2C8 inhibition	-	0.9647	96.47%
CYP inhibitory promiscuity	-	0.8756	87.56%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.6403	64.03%
Eye corrosion	-	0.9823	98.23%
Eye irritation	-	0.9104	91.04%
Skin irritation	-	0.7628	76.28%
Skin corrosion	-	0.9061	90.61%
Ames mutagenesis	+	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7125	71.25%
Micronuclear	-	0.6900	69.00%
Hepatotoxicity	+	0.6055	60.55%
skin sensitisation	-	0.8690	86.90%
Respiratory toxicity	+	0.5333	53.33%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.5895	58.95%
Acute Oral Toxicity (c)	IV	0.4621	46.21%
Estrogen receptor binding	-	0.7221	72.21%
Androgen receptor binding	-	0.7202	72.02%
Thyroid receptor binding	-	0.6871	68.71%
Glucocorticoid receptor binding	+	0.6742	67.42%
Aromatase binding	-	0.6566	65.66%
PPAR gamma	+	0.5870	58.70%
Honey bee toxicity	-	0.8934	89.34%
Biodegradation	-	0.5750	57.50%
Crustacea aquatic toxicity	-	0.7600	76.00%
Fish aquatic toxicity	-	0.5487	54.87%

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	95.54%	91.11%
CHEMBL253	P34972	Cannabinoid CB2 receptor	93.53%	97.25%
CHEMBL2581	P07339	Cathepsin D	92.35%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.85%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.69%	97.09%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	86.25%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.05%	95.56%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	85.04%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.31%	89.00%
CHEMBL218	P21554	Cannabinoid CB1 receptor	81.00%	96.61%
CHEMBL1994	P08235	Mineralocorticoid receptor	80.94%	100.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 10633092
• LOTUS: LTS0004478
• wikiData: Q77374208