2-[(2R)-4,9-dimethoxy-2,3-dihydrobenzo[f][1]benzofuran-2-yl]propan-2-ol

Details

• Internal ID: ee0796b4-4cb1-49fa-979e-020fa9f4483e
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: 2-[(2R)-4,9-dimethoxy-2,3-dihydrobenzo[f][1]benzofuran-2-yl]propan-2-ol
• SMILES (Canonical): CC(C)(C1CC2=C(C3=CC=CC=C3C(=C2O1)OC)OC)O
• SMILES (Isomeric): CC(C)([C@H]1CC2=C(C3=CC=CC=C3C(=C2O1)OC)OC)O
• InChI: InChI=1S/C17H20O4/c1-17(2,18)13-9-12-14(19-3)10-7-5-6-8-11(10)15(20-4)16(12)21-13/h5-8,13,18H,9H2,1-4H3/t13-/m1/s1
• InChI Key: UKTMXMPPZPIIND-CYBMUJFWSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.34 g/mol
• Exact Mass: 288.13615911 g/mol
• Topological Polar Surface Area (TPSA): 47.90 Ų
• XlogP: 3.10
• Atomic LogP (AlogP): 2.93
• H-Bond Acceptor: 4
• H-Bond Donor: 1
• Rotatable Bonds: 3

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9942	99.42%
Caco-2	+	0.7881	78.81%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6490	64.90%
OATP2B1 inhibitior	-	0.8589	85.89%
OATP1B1 inhibitior	+	0.9249	92.49%
OATP1B3 inhibitior	+	0.9311	93.11%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.7601	76.01%
P-glycoprotein inhibitior	-	0.8950	89.50%
P-glycoprotein substrate	-	0.9155	91.55%
CYP3A4 substrate	+	0.5388	53.88%
CYP2C9 substrate	-	0.5818	58.18%
CYP2D6 substrate	+	0.4849	48.49%
CYP3A4 inhibition	-	0.7813	78.13%
CYP2C9 inhibition	-	0.7137	71.37%
CYP2C19 inhibition	-	0.5550	55.50%
CYP2D6 inhibition	-	0.8447	84.47%
CYP1A2 inhibition	+	0.6000	60.00%
CYP2C8 inhibition	-	0.5659	56.59%
CYP inhibitory promiscuity	-	0.6454	64.54%
UGT catelyzed	+	0.6000	60.00%
Carcinogenicity (binary)	-	0.9200	92.00%
Carcinogenicity (trinary)	Non-required	0.4578	45.78%
Eye corrosion	-	0.9894	98.94%
Eye irritation	-	0.6387	63.87%
Skin irritation	-	0.8017	80.17%
Skin corrosion	-	0.9572	95.72%
Ames mutagenesis	+	0.5900	59.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8282	82.82%
Micronuclear	-	0.5900	59.00%
Hepatotoxicity	+	0.5534	55.34%
skin sensitisation	-	0.8058	80.58%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.7556	75.56%
Mitochondrial toxicity	-	0.5375	53.75%
Nephrotoxicity	-	0.8388	83.88%
Acute Oral Toxicity (c)	III	0.5779	57.79%
Estrogen receptor binding	+	0.8136	81.36%
Androgen receptor binding	-	0.4901	49.01%
Thyroid receptor binding	+	0.6340	63.40%
Glucocorticoid receptor binding	-	0.5351	53.51%
Aromatase binding	-	0.6158	61.58%
PPAR gamma	+	0.7836	78.36%
Honey bee toxicity	-	0.8875	88.75%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9113	91.13%

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	98.94%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.14%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	87.91%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.61%	86.33%
CHEMBL3401	O75469	Pregnane X receptor	85.37%	94.73%
CHEMBL2535	P11166	Glucose transporter	85.35%	98.75%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	84.57%	96.09%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	84.44%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	82.86%	97.14%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	82.51%	85.14%

Plants that contains it

• Avicennia marina
• Avicennia marina subsp. marina

Cross-Links

• PubChem: 162881787
• LOTUS: LTS0184598
• wikiData: Q105274890