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

Details

• Internal ID: 47d0a226-9344-4557-b28c-443bc5fece7d
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (2S,3R)-2-(2-hydroxypropan-2-yl)-4,9-dimethoxy-2,3-dihydrobenzo[f][1]benzofuran-3-ol
• SMILES (Canonical): CC(C)(C1C(C2=C(C3=CC=CC=C3C(=C2O1)OC)OC)O)O
• SMILES (Isomeric): CC(C)([C@@H]1[C@@H](C2=C(C3=CC=CC=C3C(=C2O1)OC)OC)O)O
• InChI: InChI=1S/C17H20O5/c1-17(2,19)16-12(18)11-13(20-3)9-7-5-6-8-10(9)14(21-4)15(11)22-16/h5-8,12,16,18-19H,1-4H3/t12-,16+/m1/s1
• InChI Key: ZIFQTGAHILVMCO-WBMJQRKESA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₇H₂₀O₅
• Molecular Weight: 304.34 g/mol
• Exact Mass: 304.13107373 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 2.60
• Atomic LogP (AlogP): 2.42
• H-Bond Acceptor: 5
• 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	+	0.9708	97.08%
Caco-2	+	0.6475	64.75%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	-	0.5286	52.86%
Subcellular localzation	Mitochondria	0.6151	61.51%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9258	92.58%
OATP1B3 inhibitior	+	0.9337	93.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	-	0.6170	61.70%
P-glycoprotein inhibitior	-	0.7831	78.31%
P-glycoprotein substrate	-	0.8989	89.89%
CYP3A4 substrate	+	0.5106	51.06%
CYP2C9 substrate	-	0.6107	61.07%
CYP2D6 substrate	+	0.4260	42.60%
CYP3A4 inhibition	-	0.5766	57.66%
CYP2C9 inhibition	-	0.5214	52.14%
CYP2C19 inhibition	+	0.5420	54.20%
CYP2D6 inhibition	-	0.6505	65.05%
CYP1A2 inhibition	+	0.7985	79.85%
CYP2C8 inhibition	-	0.5615	56.15%
CYP inhibitory promiscuity	+	0.8607	86.07%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.4151	41.51%
Eye corrosion	-	0.9874	98.74%
Eye irritation	-	0.5802	58.02%
Skin irritation	-	0.7937	79.37%
Skin corrosion	-	0.9335	93.35%
Ames mutagenesis	+	0.5200	52.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3768	37.68%
Micronuclear	+	0.6600	66.00%
Hepatotoxicity	-	0.5302	53.02%
skin sensitisation	-	0.8347	83.47%
Respiratory toxicity	-	0.5333	53.33%
Reproductive toxicity	+	0.6333	63.33%
Mitochondrial toxicity	+	0.5125	51.25%
Nephrotoxicity	-	0.8211	82.11%
Acute Oral Toxicity (c)	III	0.6149	61.49%
Estrogen receptor binding	+	0.8439	84.39%
Androgen receptor binding	-	0.5504	55.04%
Thyroid receptor binding	+	0.7509	75.09%
Glucocorticoid receptor binding	+	0.6461	64.61%
Aromatase binding	+	0.5381	53.81%
PPAR gamma	+	0.8453	84.53%
Honey bee toxicity	-	0.8431	84.31%
Biodegradation	-	0.8750	87.50%
Crustacea aquatic toxicity	+	0.7500	75.00%
Fish aquatic toxicity	+	0.9384	93.84%

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	95.83%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.61%	95.56%
CHEMBL3401	O75469	Pregnane X receptor	86.11%	94.73%
CHEMBL216	P11229	Muscarinic acetylcholine receptor M1	84.35%	94.23%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	83.98%	94.00%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	83.90%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	83.88%	86.33%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.62%	99.23%
CHEMBL5409	Q8TDU6	G-protein coupled bile acid receptor 1	82.49%	93.65%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	82.22%	92.62%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.05%	89.00%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	80.90%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	80.78%	96.09%

Plants that contains it

• Avicennia alba
• Avicennia marina

Cross-Links

• PubChem: 11335710
• LOTUS: LTS0042534
• wikiData: Q103794929