3,7-Dihydroxy-2-phenyl-2,3,3a,6,7,7a-hexahydrofuro[3,2-b]pyran-5-one

Details

• Internal ID: 7952a4aa-b3d3-42ba-b7c3-e70fafa68373
• Taxonomy: Organoheterocyclic compounds > Furopyrans
• IUPAC Name: 3,7-dihydroxy-2-phenyl-2,3,3a,6,7,7a-hexahydrofuro[3,2-b]pyran-5-one
• InChI: InChI=1S/C13H14O5/c14-8-6-9(15)17-13-10(16)11(18-12(8)13)7-4-2-1-3-5-7/h1-5,8,10-14,16H,6H2
• InChI Key: GYCYBXCAAVSCJA-UHFFFAOYSA-N
• Popularity: 3 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: -0.10
• Atomic LogP (AlogP): 0.16
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9705	97.05%
Caco-2	+	0.5854	58.54%
Blood Brain Barrier	-	0.7750	77.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.7036	70.36%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8988	89.88%
OATP1B3 inhibitior	+	0.8372	83.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	1.0000	100.00%
BSEP inhibitior	-	0.8644	86.44%
P-glycoprotein inhibitior	-	0.9041	90.41%
P-glycoprotein substrate	-	0.9596	95.96%
CYP3A4 substrate	-	0.6004	60.04%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.7569	75.69%
CYP3A4 inhibition	-	0.7690	76.90%
CYP2C9 inhibition	-	0.8214	82.14%
CYP2C19 inhibition	-	0.8945	89.45%
CYP2D6 inhibition	-	0.8823	88.23%
CYP1A2 inhibition	-	0.8804	88.04%
CYP2C8 inhibition	-	0.8969	89.69%
CYP inhibitory promiscuity	-	0.8843	88.43%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9900	99.00%
Carcinogenicity (trinary)	Non-required	0.4413	44.13%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.8099	80.99%
Skin irritation	-	0.5999	59.99%
Skin corrosion	-	0.9493	94.93%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7084	70.84%
Micronuclear	+	0.7059	70.59%
Hepatotoxicity	+	0.6000	60.00%
skin sensitisation	-	0.8561	85.61%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.6625	66.25%
Nephrotoxicity	+	0.6167	61.67%
Acute Oral Toxicity (c)	III	0.3610	36.10%
Estrogen receptor binding	-	0.5557	55.57%
Androgen receptor binding	-	0.6594	65.94%
Thyroid receptor binding	-	0.7185	71.85%
Glucocorticoid receptor binding	-	0.7106	71.06%
Aromatase binding	-	0.7982	79.82%
PPAR gamma	-	0.5832	58.32%
Honey bee toxicity	-	0.9070	90.70%
Biodegradation	-	0.6250	62.50%
Crustacea aquatic toxicity	+	0.5500	55.00%
Fish aquatic toxicity	-	0.4023	40.23%

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	95.56%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	93.27%	95.56%
CHEMBL1951	P21397	Monoamine oxidase A	90.86%	91.49%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	90.27%	99.23%
CHEMBL2581	P07339	Cathepsin D	90.25%	98.95%
CHEMBL4040	P28482	MAP kinase ERK2	87.64%	83.82%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.80%	85.14%
CHEMBL1806	P11388	DNA topoisomerase II alpha	83.43%	89.00%
CHEMBL3401	O75469	Pregnane X receptor	82.93%	94.73%
CHEMBL1293249	Q13887	Kruppel-like factor 5	82.77%	86.33%
CHEMBL3137262	O60341	LSD1/CoREST complex	82.09%	97.09%
CHEMBL4523377	Q86WV6	Stimulator of interferon genes protein	81.89%	95.48%
CHEMBL221	P23219	Cyclooxygenase-1	81.38%	90.17%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.56%	96.09%

Plants that contains it

• Goniothalamus aruensis
• Goniothalamus giganteus

Cross-Links

• PubChem: 162953987
• LOTUS: LTS0028286
• wikiData: Q104667040