1-[(2S)-4,6-dihydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]-2-methylpropan-1-one

Details

• Internal ID: 1eced4c6-34fa-4ba3-b354-41a5d2e98a56
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 1-[(2S)-4,6-dihydroxy-2-prop-1-en-2-yl-2,3-dihydro-1-benzofuran-5-yl]-2-methylpropan-1-one
• InChI: InChI=1S/C15H18O4/c1-7(2)11-5-9-12(19-11)6-10(16)13(15(9)18)14(17)8(3)4/h6,8,11,16,18H,1,5H2,2-4H3/t11-/m0/s1
• InChI Key: RANKACNSQHBGNK-NSHDSACASA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₄
• Molecular Weight: 262.30 g/mol
• Exact Mass: 262.12050905 g/mol
• Topological Polar Surface Area (TPSA): 66.80 Ų
• XlogP: 3.80
• Atomic LogP (AlogP): 2.82
• H-Bond Acceptor: 4
• 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	+	0.9953	99.53%
Caco-2	+	0.5165	51.65%
Blood Brain Barrier	+	0.5750	57.50%
Human oral bioavailability	-	0.6571	65.71%
Subcellular localzation	Mitochondria	0.6738	67.38%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9106	91.06%
OATP1B3 inhibitior	+	0.9500	95.00%
MATE1 inhibitior	-	0.8800	88.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.8755	87.55%
P-glycoprotein inhibitior	-	0.9186	91.86%
P-glycoprotein substrate	-	0.8409	84.09%
CYP3A4 substrate	-	0.5500	55.00%
CYP2C9 substrate	+	0.5973	59.73%
CYP2D6 substrate	-	0.7963	79.63%
CYP3A4 inhibition	-	0.6339	63.39%
CYP2C9 inhibition	+	0.6328	63.28%
CYP2C19 inhibition	+	0.6904	69.04%
CYP2D6 inhibition	-	0.8558	85.58%
CYP1A2 inhibition	+	0.9061	90.61%
CYP2C8 inhibition	-	0.9260	92.60%
CYP inhibitory promiscuity	+	0.7830	78.30%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9525	95.25%
Carcinogenicity (trinary)	Non-required	0.6216	62.16%
Eye corrosion	-	0.9737	97.37%
Eye irritation	+	0.5337	53.37%
Skin irritation	-	0.6441	64.41%
Skin corrosion	-	0.9054	90.54%
Ames mutagenesis	-	0.7600	76.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.5693	56.93%
Micronuclear	-	0.5141	51.41%
Hepatotoxicity	+	0.5750	57.50%
skin sensitisation	+	0.4784	47.84%
Respiratory toxicity	-	0.5444	54.44%
Reproductive toxicity	+	0.7333	73.33%
Mitochondrial toxicity	+	0.6750	67.50%
Nephrotoxicity	-	0.7094	70.94%
Acute Oral Toxicity (c)	III	0.5150	51.50%
Estrogen receptor binding	-	0.6088	60.88%
Androgen receptor binding	-	0.5315	53.15%
Thyroid receptor binding	+	0.6353	63.53%
Glucocorticoid receptor binding	-	0.4840	48.40%
Aromatase binding	-	0.6349	63.49%
PPAR gamma	+	0.7242	72.42%
Honey bee toxicity	-	0.8230	82.30%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.6200	62.00%
Fish aquatic toxicity	+	0.9890	98.90%

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	99.25%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	94.66%	96.09%
CHEMBL2581	P07339	Cathepsin D	91.77%	98.95%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.13%	89.00%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.03%	94.45%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	88.44%	90.71%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	88.01%	94.80%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.41%	85.14%
CHEMBL3401	O75469	Pregnane X receptor	84.12%	94.73%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.38%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	81.56%	91.19%
CHEMBL3359	P21462	Formyl peptide receptor 1	80.40%	93.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	80.14%	99.17%

Plants that contains it

• Helichrysum mixtum

Cross-Links

• PubChem: 163027296
• LOTUS: LTS0093880
• wikiData: Q105232731