3-hydroxy-2-[hydroxy(phenyl)methyl]-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one

Details

• Internal ID: 7fece6ac-12b3-4191-b76d-263a4e09f034
• Taxonomy: Organoheterocyclic compounds > Furofurans
• IUPAC Name: 3-hydroxy-2-[hydroxy(phenyl)methyl]-3,3a,6,6a-tetrahydro-2H-furo[3,2-b]furan-5-one
• SMILES (Canonical): C1C2C(C(C(O2)C(C3=CC=CC=C3)O)O)OC1=O
• SMILES (Isomeric): C1C2C(C(C(O2)C(C3=CC=CC=C3)O)O)OC1=O
• InChI: InChI=1S/C13H14O5/c14-9-6-8-12(18-9)11(16)13(17-8)10(15)7-4-2-1-3-5-7/h1-5,8,10-13,15-16H,6H2
• InChI Key: OGSSCWFZICJOMO-UHFFFAOYSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.25 g/mol
• Exact Mass: 250.08412354 g/mol
• Topological Polar Surface Area (TPSA): 76.00 Ų
• XlogP: 0.40
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 2

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8487	84.87%
Caco-2	+	0.4949	49.49%
Blood Brain Barrier	-	0.6750	67.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5856	58.56%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9366	93.66%
OATP1B3 inhibitior	+	0.9209	92.09%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9629	96.29%
P-glycoprotein inhibitior	-	0.9261	92.61%
P-glycoprotein substrate	-	0.9379	93.79%
CYP3A4 substrate	-	0.5961	59.61%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7569	75.69%
CYP3A4 inhibition	-	0.8178	81.78%
CYP2C9 inhibition	-	0.8855	88.55%
CYP2C19 inhibition	-	0.8591	85.91%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8162	81.62%
CYP2C8 inhibition	-	0.9579	95.79%
CYP inhibitory promiscuity	-	0.8714	87.14%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.4992	49.92%
Eye corrosion	-	0.9674	96.74%
Eye irritation	-	0.7364	73.64%
Skin irritation	-	0.5349	53.49%
Skin corrosion	-	0.9334	93.34%
Ames mutagenesis	+	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.8271	82.71%
Micronuclear	+	0.6118	61.18%
Hepatotoxicity	+	0.5782	57.82%
skin sensitisation	-	0.7893	78.93%
Respiratory toxicity	+	0.7556	75.56%
Reproductive toxicity	+	0.5889	58.89%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.5648	56.48%
Acute Oral Toxicity (c)	IV	0.4232	42.32%
Estrogen receptor binding	-	0.6815	68.15%
Androgen receptor binding	-	0.7071	70.71%
Thyroid receptor binding	-	0.7682	76.82%
Glucocorticoid receptor binding	-	0.7507	75.07%
Aromatase binding	-	0.8668	86.68%
PPAR gamma	-	0.5153	51.53%
Honey bee toxicity	-	0.7652	76.52%
Biodegradation	-	0.7000	70.00%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	-	0.4411	44.11%

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	95.60%	91.11%
CHEMBL221	P23219	Cyclooxygenase-1	95.41%	90.17%
CHEMBL2581	P07339	Cathepsin D	94.89%	98.95%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.33%	95.56%
CHEMBL1821	P08173	Muscarinic acetylcholine receptor M4	89.08%	94.08%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.71%	85.14%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	86.51%	99.23%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.42%	94.23%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.25%	96.09%
CHEMBL3401	O75469	Pregnane X receptor	83.45%	94.73%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.01%	89.00%
CHEMBL2035	P08912	Muscarinic acetylcholine receptor M5	82.39%	94.62%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.48%	95.48%

Plants that contains it

• Goniothalamus borneensis
• Goniothalamus cardiopetalus
• Goniothalamus giganteus
• Goniothalamus griffithii
• Goniothalamus laoticus

Cross-Links

• PubChem: 14777896
• LOTUS: LTS0112154
• wikiData: Q105191834