2-[7-(hydroxymethyl)-6-[(Z)-3-hydroxyprop-1-enyl]-2,3-dihydro-1-benzouran-2-yl]propan-2-ol

Details

• Internal ID: 114256de-5145-4fd4-a8f5-7dbe1e7fc39a
• Taxonomy: Organoheterocyclic compounds > Coumarans
• IUPAC Name: 2-[(2S)-7-(hydroxymethyl)-6-[(Z)-3-hydroxyprop-1-enyl]-2,3-dihydro-1-benzofuran-2-yl]propan-2-ol
• InChI: InChI=1S/C15H20O4/c1-15(2,18)13-8-11-6-5-10(4-3-7-16)12(9-17)14(11)19-13/h3-6,13,16-18H,7-9H2,1-2H3/b4-3-/t13-/m0/s1
• InChI Key: WRFQSAJQCWCJNX-SCOBNMCVSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₄
• Molecular Weight: 264.32 g/mol
• Exact Mass: 264.13615911 g/mol
• Topological Polar Surface Area (TPSA): 69.90 Ų
• XlogP: 0.80
• Atomic LogP (AlogP): 1.26
• H-Bond Acceptor: 4
• H-Bond Donor: 3
• Rotatable Bonds: 4

Synonyms

• 2-[7-(hydroxymethyl)-6-[(Z)-3-hydroxyprop-1-enyl]-2,3-dihydro-1-benzouran-2-yl]propan-2-ol

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9887	98.87%
Caco-2	+	0.5760	57.60%
Blood Brain Barrier	+	0.7000	70.00%
Human oral bioavailability	-	0.5714	57.14%
Subcellular localzation	Mitochondria	0.7523	75.23%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8339	83.39%
OATP1B3 inhibitior	+	0.9484	94.84%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	-	0.6598	65.98%
P-glycoprotein inhibitior	-	0.9200	92.00%
P-glycoprotein substrate	-	0.8600	86.00%
CYP3A4 substrate	+	0.5150	51.50%
CYP2C9 substrate	-	0.6095	60.95%
CYP2D6 substrate	-	0.6707	67.07%
CYP3A4 inhibition	-	0.9047	90.47%
CYP2C9 inhibition	-	0.7627	76.27%
CYP2C19 inhibition	-	0.6374	63.74%
CYP2D6 inhibition	-	0.9006	90.06%
CYP1A2 inhibition	+	0.5181	51.81%
CYP2C8 inhibition	-	0.6870	68.70%
CYP inhibitory promiscuity	+	0.5679	56.79%
UGT catelyzed	-	0.8000	80.00%
Carcinogenicity (binary)	-	0.8400	84.00%
Carcinogenicity (trinary)	Non-required	0.5650	56.50%
Eye corrosion	-	0.9869	98.69%
Eye irritation	-	0.8918	89.18%
Skin irritation	-	0.7876	78.76%
Skin corrosion	-	0.9293	92.93%
Ames mutagenesis	+	0.5400	54.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4924	49.24%
Micronuclear	-	0.7300	73.00%
Hepatotoxicity	-	0.6446	64.46%
skin sensitisation	-	0.6370	63.70%
Respiratory toxicity	+	0.6778	67.78%
Reproductive toxicity	+	0.5556	55.56%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8712	87.12%
Acute Oral Toxicity (c)	III	0.5751	57.51%
Estrogen receptor binding	+	0.5283	52.83%
Androgen receptor binding	-	0.5204	52.04%
Thyroid receptor binding	+	0.6289	62.89%
Glucocorticoid receptor binding	-	0.5054	50.54%
Aromatase binding	-	0.6770	67.70%
PPAR gamma	+	0.8466	84.66%
Honey bee toxicity	-	0.9386	93.86%
Biodegradation	-	0.6500	65.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9266	92.66%

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	96.47%	91.11%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.65%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	90.07%	94.73%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.01%	97.09%
CHEMBL1977	P11473	Vitamin D receptor	85.52%	99.43%
CHEMBL2581	P07339	Cathepsin D	84.32%	98.95%
CHEMBL5608	Q16288	NT-3 growth factor receptor	83.94%	95.89%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	83.43%	86.92%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	83.24%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.89%	95.56%
CHEMBL3060	Q9Y345	Glycine transporter 2	81.66%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	81.63%	93.99%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	80.53%	100.00%
CHEMBL4829	O00763	Acetyl-CoA carboxylase 2	80.19%	98.00%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 162944736
• LOTUS: LTS0119955
• wikiData: Q105311208