3-(Hydroxymethyl)-2-[4-(3-hydroxypropyl)-3-methoxyphenyl]-6-methoxy-2,3-dihydro-1-benzofuran-5-ol

Details

• Internal ID: c89557ba-d4ce-4b96-9ed5-ff1566c9ad64
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: 3-(hydroxymethyl)-2-[4-(3-hydroxypropyl)-3-methoxyphenyl]-6-methoxy-2,3-dihydro-1-benzofuran-5-ol
• InChI: InChI=1S/C20H24O6/c1-24-17-8-13(6-5-12(17)4-3-7-21)20-15(11-22)14-9-16(23)19(25-2)10-18(14)26-20/h5-6,8-10,15,20-23H,3-4,7,11H2,1-2H3
• InChI Key: DTWUHAOZSGPUHQ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₆
• Molecular Weight: 360.40 g/mol
• Exact Mass: 360.15728848 g/mol
• Topological Polar Surface Area (TPSA): 88.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.54
• H-Bond Acceptor: 6
• H-Bond Donor: 3
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9840	98.40%
Caco-2	+	0.5000	50.00%
Blood Brain Barrier	+	0.6250	62.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7816	78.16%
OATP2B1 inhibitior	-	0.8551	85.51%
OATP1B1 inhibitior	+	0.8407	84.07%
OATP1B3 inhibitior	+	0.9319	93.19%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8500	85.00%
BSEP inhibitior	+	0.6070	60.70%
P-glycoprotein inhibitior	-	0.6566	65.66%
P-glycoprotein substrate	-	0.6078	60.78%
CYP3A4 substrate	+	0.5850	58.50%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	+	0.5189	51.89%
CYP3A4 inhibition	-	0.6141	61.41%
CYP2C9 inhibition	-	0.5727	57.27%
CYP2C19 inhibition	-	0.5660	56.60%
CYP2D6 inhibition	-	0.8958	89.58%
CYP1A2 inhibition	+	0.5891	58.91%
CYP2C8 inhibition	+	0.7920	79.20%
CYP inhibitory promiscuity	+	0.6799	67.99%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8900	89.00%
Carcinogenicity (trinary)	Non-required	0.5557	55.57%
Eye corrosion	-	0.9917	99.17%
Eye irritation	-	0.8242	82.42%
Skin irritation	-	0.8096	80.96%
Skin corrosion	-	0.9535	95.35%
Ames mutagenesis	-	0.5800	58.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3912	39.12%
Micronuclear	-	0.5400	54.00%
Hepatotoxicity	-	0.6250	62.50%
skin sensitisation	-	0.8392	83.92%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.8333	83.33%
Mitochondrial toxicity	+	0.6875	68.75%
Nephrotoxicity	-	0.6140	61.40%
Acute Oral Toxicity (c)	III	0.6571	65.71%
Estrogen receptor binding	+	0.8677	86.77%
Androgen receptor binding	-	0.5000	50.00%
Thyroid receptor binding	+	0.7830	78.30%
Glucocorticoid receptor binding	+	0.6579	65.79%
Aromatase binding	-	0.4843	48.43%
PPAR gamma	+	0.5608	56.08%
Honey bee toxicity	-	0.8713	87.13%
Biodegradation	-	0.7750	77.50%
Crustacea aquatic toxicity	-	0.6800	68.00%
Fish aquatic toxicity	-	0.4354	43.54%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.88%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.84%	91.11%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.65%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.07%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.46%	98.95%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	90.44%	86.92%
CHEMBL3060	Q9Y345	Glycine transporter 2	90.38%	99.17%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	90.10%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	88.47%	92.62%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.10%	89.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.80%	97.09%

Plants that contains it

• Lawsonia inermis

Cross-Links

• PubChem: 76393183
• LOTUS: LTS0170042
• wikiData: Q104989066