3,4,7-trihydroxy-7-methyl-2-prop-1-enyl-3,4-dihydro-2H-furo[3,4-b]pyran-5-one

Details

• Internal ID: dbdd8b76-72e7-4d8c-be67-d245b9488539
• Taxonomy: Organoheterocyclic compounds > Dihydrofurans > Furanones > Butenolides
• IUPAC Name: 3,4,7-trihydroxy-7-methyl-2-prop-1-enyl-3,4-dihydro-2H-furo[3,4-b]pyran-5-one
• SMILES (Canonical): CC=CC1C(C(C2=C(O1)C(OC2=O)(C)O)O)O
• SMILES (Isomeric): CC=CC1C(C(C2=C(O1)C(OC2=O)(C)O)O)O
• InChI: InChI=1S/C11H14O6/c1-3-4-5-7(12)8(13)6-9(16-5)11(2,15)17-10(6)14/h3-5,7-8,12-13,15H,1-2H3
• InChI Key: HKZCFYIVMLZKKX-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₁H₁₄O₆
• Molecular Weight: 242.22 g/mol
• Exact Mass: 242.07903816 g/mol
• Topological Polar Surface Area (TPSA): 96.20 Ų
• XlogP: -1.20
• Atomic LogP (AlogP): -0.80
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 1

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9266	92.66%
Caco-2	-	0.8392	83.92%
Blood Brain Barrier	-	0.6500	65.00%
Human oral bioavailability	+	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7402	74.02%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8848	88.48%
OATP1B3 inhibitior	+	0.9561	95.61%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	-	0.9029	90.29%
P-glycoprotein inhibitior	-	0.9400	94.00%
P-glycoprotein substrate	-	0.9127	91.27%
CYP3A4 substrate	+	0.5563	55.63%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8614	86.14%
CYP3A4 inhibition	-	0.7633	76.33%
CYP2C9 inhibition	-	0.8551	85.51%
CYP2C19 inhibition	-	0.8221	82.21%
CYP2D6 inhibition	-	0.9110	91.10%
CYP1A2 inhibition	-	0.7852	78.52%
CYP2C8 inhibition	-	0.9010	90.10%
CYP inhibitory promiscuity	-	0.8307	83.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9600	96.00%
Carcinogenicity (trinary)	Non-required	0.3984	39.84%
Eye corrosion	-	0.9510	95.10%
Eye irritation	-	0.9639	96.39%
Skin irritation	+	0.5174	51.74%
Skin corrosion	-	0.8942	89.42%
Ames mutagenesis	-	0.6700	67.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7787	77.87%
Micronuclear	+	0.6000	60.00%
Hepatotoxicity	+	0.5574	55.74%
skin sensitisation	-	0.7559	75.59%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	+	0.7885	78.85%
Acute Oral Toxicity (c)	III	0.3480	34.80%
Estrogen receptor binding	-	0.5924	59.24%
Androgen receptor binding	-	0.7335	73.35%
Thyroid receptor binding	-	0.5227	52.27%
Glucocorticoid receptor binding	+	0.6823	68.23%
Aromatase binding	-	0.6586	65.86%
PPAR gamma	+	0.5507	55.07%
Honey bee toxicity	-	0.9149	91.49%
Biodegradation	-	0.6750	67.50%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.8182	81.82%

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	94.46%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.38%	95.56%
CHEMBL2581	P07339	Cathepsin D	88.96%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	88.10%	99.23%
CHEMBL1902	P62942	FK506-binding protein 1A	82.23%	97.05%

Plants that contains it

• Carpobrotus edulis

Cross-Links

• PubChem: 73299233
• LOTUS: LTS0009597
• wikiData: Q104167965