(E,2R,3S)-1-[(1R)-1,3-dihydro-2-benzofuran-1-yl]hex-4-ene-2,3-diol

Details

• Internal ID: a85fbc93-107e-4608-a376-4f1f9faa7a1a
• Taxonomy: Organoheterocyclic compounds > Isocoumarans
• IUPAC Name: (E,2R,3S)-1-[(1R)-1,3-dihydro-2-benzofuran-1-yl]hex-4-ene-2,3-diol
• InChI: InChI=1S/C14H18O3/c1-2-5-12(15)13(16)8-14-11-7-4-3-6-10(11)9-17-14/h2-7,12-16H,8-9H2,1H3/b5-2+/t12-,13+,14+/m0/s1
• InChI Key: VVDFJJZWKCQBJC-AIVBWKQFSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₄H₁₈O₃
• Molecular Weight: 234.29 g/mol
• Exact Mass: 234.125594432 g/mol
• Topological Polar Surface Area (TPSA): 49.70 Ų
• XlogP: 1.10
• Atomic LogP (AlogP): 1.95
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9934	99.34%
Caco-2	+	0.6160	61.60%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7429	74.29%
Subcellular localzation	Mitochondria	0.6222	62.22%
OATP2B1 inhibitior	-	0.8612	86.12%
OATP1B1 inhibitior	+	0.8967	89.67%
OATP1B3 inhibitior	+	0.9668	96.68%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.8775	87.75%
P-glycoprotein inhibitior	-	0.9511	95.11%
P-glycoprotein substrate	-	0.7658	76.58%
CYP3A4 substrate	+	0.5106	51.06%
CYP2C9 substrate	-	0.8097	80.97%
CYP2D6 substrate	+	0.3558	35.58%
CYP3A4 inhibition	-	0.9600	96.00%
CYP2C9 inhibition	-	0.8204	82.04%
CYP2C19 inhibition	-	0.5902	59.02%
CYP2D6 inhibition	-	0.9131	91.31%
CYP1A2 inhibition	+	0.5677	56.77%
CYP2C8 inhibition	-	0.8127	81.27%
CYP inhibitory promiscuity	-	0.7307	73.07%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5403	54.03%
Eye corrosion	-	0.9677	96.77%
Eye irritation	-	0.9345	93.45%
Skin irritation	-	0.7099	70.99%
Skin corrosion	-	0.9217	92.17%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5000	50.00%
Micronuclear	-	0.7341	73.41%
Hepatotoxicity	+	0.5625	56.25%
skin sensitisation	-	0.6134	61.34%
Respiratory toxicity	+	0.7222	72.22%
Reproductive toxicity	+	0.7111	71.11%
Mitochondrial toxicity	-	0.5000	50.00%
Nephrotoxicity	-	0.8489	84.89%
Acute Oral Toxicity (c)	III	0.6904	69.04%
Estrogen receptor binding	-	0.6657	66.57%
Androgen receptor binding	-	0.8743	87.43%
Thyroid receptor binding	-	0.7666	76.66%
Glucocorticoid receptor binding	-	0.6577	65.77%
Aromatase binding	-	0.8123	81.23%
PPAR gamma	-	0.7208	72.08%
Honey bee toxicity	-	0.8854	88.54%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	+	0.8323	83.23%

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	95.44%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.82%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.67%	96.09%
CHEMBL253	P34972	Cannabinoid CB2 receptor	89.05%	97.25%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.85%	95.56%
CHEMBL1293249	Q13887	Kruppel-like factor 5	85.69%	86.33%
CHEMBL4040	P28482	MAP kinase ERK2	84.57%	83.82%
CHEMBL3192	Q9BY41	Histone deacetylase 8	84.45%	93.99%
CHEMBL3401	O75469	Pregnane X receptor	84.25%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	83.76%	97.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.75%	99.17%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.34%	95.89%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.60%	93.56%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 163014284
• LOTUS: LTS0176182
• wikiData: Q105297598