2,5-dihydroxy-6b-(3-methylbut-2-enyl)-5-prop-1-en-2-yl-2,3,3a,6a-tetrahydro-1aH-oxireno[2,3-g][1]benzofuran-4-one

Details

• Internal ID: 5321882c-95f9-4503-b77f-da93f5a308b3
• Taxonomy: Organoheterocyclic compounds > Oxepanes
• IUPAC Name: 2,5-dihydroxy-6b-(3-methylbut-2-enyl)-5-prop-1-en-2-yl-2,3,3a,6a-tetrahydro-1aH-oxireno[2,3-g][1]benzofuran-4-one
• InChI: InChI=1S/C16H22O5/c1-8(2)5-6-15-13-10(7-11(17)14(15)20-15)12(18)16(19,21-13)9(3)4/h5,10-11,13-14,17,19H,3,6-7H2,1-2,4H3
• InChI Key: XPXSAYHDFXLORU-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₆H₂₂O₅
• Molecular Weight: 294.34 g/mol
• Exact Mass: 294.14672380 g/mol
• Topological Polar Surface Area (TPSA): 79.30 Ų
• XlogP: 1.50
• Atomic LogP (AlogP): 1.09
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9767	97.67%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.5952	59.52%
OATP2B1 inhibitior	-	0.8594	85.94%
OATP1B1 inhibitior	+	0.8944	89.44%
OATP1B3 inhibitior	+	0.9436	94.36%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9229	92.29%
P-glycoprotein inhibitior	-	0.9204	92.04%
P-glycoprotein substrate	-	0.7657	76.57%
CYP3A4 substrate	+	0.5746	57.46%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8302	83.02%
CYP3A4 inhibition	-	0.8280	82.80%
CYP2C9 inhibition	-	0.8720	87.20%
CYP2C19 inhibition	-	0.8153	81.53%
CYP2D6 inhibition	-	0.9217	92.17%
CYP1A2 inhibition	-	0.8434	84.34%
CYP2C8 inhibition	-	0.8941	89.41%
CYP inhibitory promiscuity	-	0.8521	85.21%
UGT catelyzed	-	0.6000	60.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.5342	53.42%
Eye corrosion	-	0.9827	98.27%
Eye irritation	-	0.8963	89.63%
Skin irritation	-	0.5723	57.23%
Skin corrosion	-	0.8988	89.88%
Ames mutagenesis	-	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7689	76.89%
Micronuclear	-	0.6200	62.00%
Hepatotoxicity	+	0.7340	73.40%
skin sensitisation	-	0.6677	66.77%
Respiratory toxicity	+	0.6667	66.67%
Reproductive toxicity	+	0.7667	76.67%
Mitochondrial toxicity	+	0.8875	88.75%
Nephrotoxicity	+	0.7141	71.41%
Acute Oral Toxicity (c)	I	0.3912	39.12%
Estrogen receptor binding	+	0.6973	69.73%
Androgen receptor binding	+	0.6504	65.04%
Thyroid receptor binding	+	0.6639	66.39%
Glucocorticoid receptor binding	+	0.6454	64.54%
Aromatase binding	-	0.6051	60.51%
PPAR gamma	-	0.5552	55.52%
Honey bee toxicity	-	0.7680	76.80%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	+	0.5300	53.00%
Fish aquatic toxicity	+	0.9659	96.59%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.26%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	96.89%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.56%	94.45%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.16%	97.09%
CHEMBL1907602	P06493	Cyclin-dependent kinase 1/cyclin B1	86.57%	91.24%
CHEMBL3401	O75469	Pregnane X receptor	85.11%	94.73%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.97%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.64%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	84.59%	91.19%
CHEMBL1994	P08235	Mineralocorticoid receptor	84.04%	100.00%
CHEMBL1293267	Q9HC97	G-protein coupled receptor 35	83.49%	89.34%
CHEMBL3922	P50579	Methionine aminopeptidase 2	80.32%	97.28%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163002161
• LOTUS: LTS0047988
• wikiData: Q104201229