(1R,2S)-1-[(2S,3S)-2-(1,3-benzodioxol-5-yl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-yl]propane-1,2-diol

Details

• Internal ID: 62655002-f66a-4ed4-8633-4057974fd60f
• Taxonomy: Phenylpropanoids and polyketides > 2-arylbenzofuran flavonoids
• IUPAC Name: (1R,2S)-1-[(2S,3S)-2-(1,3-benzodioxol-5-yl)-7-methoxy-3-methyl-2,3-dihydro-1-benzofuran-5-yl]propane-1,2-diol
• SMILES (Canonical): CC1C(OC2=C1C=C(C=C2OC)C(C(C)O)O)C3=CC4=C(C=C3)OCO4
• SMILES (Isomeric): C[C@@H]1[C@H](OC2=C1C=C(C=C2OC)[C@H]([C@H](C)O)O)C3=CC4=C(C=C3)OCO4
• InChI: InChI=1S/C20H22O6/c1-10-14-6-13(18(22)11(2)21)8-17(23-3)20(14)26-19(10)12-4-5-15-16(7-12)25-9-24-15/h4-8,10-11,18-19,21-22H,9H2,1-3H3/t10-,11-,18-,19-/m0/s1
• InChI Key: CVEOWEBXSNOTHI-GTXVLXIYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₂O₆
• Molecular Weight: 358.40 g/mol
• Exact Mass: 358.14163842 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 2.50
• Atomic LogP (AlogP): 3.08
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 4

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9561	95.61%
Caco-2	+	0.6828	68.28%
Blood Brain Barrier	-	0.7250	72.50%
Human oral bioavailability	-	0.5857	58.57%
Subcellular localzation	Mitochondria	0.7761	77.61%
OATP2B1 inhibitior	-	0.8639	86.39%
OATP1B1 inhibitior	+	0.8907	89.07%
OATP1B3 inhibitior	+	0.8971	89.71%
MATE1 inhibitior	-	0.9200	92.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	-	0.5920	59.20%
P-glycoprotein inhibitior	-	0.5343	53.43%
P-glycoprotein substrate	-	0.7968	79.68%
CYP3A4 substrate	+	0.5512	55.12%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.6855	68.55%
CYP3A4 inhibition	+	0.6320	63.20%
CYP2C9 inhibition	+	0.7989	79.89%
CYP2C19 inhibition	+	0.7626	76.26%
CYP2D6 inhibition	-	0.5846	58.46%
CYP1A2 inhibition	-	0.5372	53.72%
CYP2C8 inhibition	-	0.7649	76.49%
CYP inhibitory promiscuity	+	0.8527	85.27%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9308	93.08%
Carcinogenicity (trinary)	Non-required	0.3942	39.42%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9016	90.16%
Skin irritation	-	0.7938	79.38%
Skin corrosion	-	0.9584	95.84%
Ames mutagenesis	-	0.5500	55.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.4196	41.96%
Micronuclear	+	0.7900	79.00%
Hepatotoxicity	-	0.6948	69.48%
skin sensitisation	-	0.8443	84.43%
Respiratory toxicity	+	0.6000	60.00%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.7937	79.37%
Acute Oral Toxicity (c)	III	0.6701	67.01%
Estrogen receptor binding	+	0.7217	72.17%
Androgen receptor binding	+	0.5246	52.46%
Thyroid receptor binding	+	0.7834	78.34%
Glucocorticoid receptor binding	+	0.7489	74.89%
Aromatase binding	+	0.5405	54.05%
PPAR gamma	+	0.6089	60.89%
Honey bee toxicity	-	0.8143	81.43%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5800	58.00%
Fish aquatic toxicity	+	0.9610	96.10%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	98.27%	85.14%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.76%	96.09%
CHEMBL240	Q12809	HERG	96.34%	89.76%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	93.81%	94.45%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.45%	92.62%
CHEMBL3137262	O60341	LSD1/CoREST complex	91.23%	97.09%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	89.45%	94.80%
CHEMBL2581	P07339	Cathepsin D	89.02%	98.95%
CHEMBL2535	P11166	Glucose transporter	88.55%	98.75%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	88.16%	97.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.42%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.14%	95.56%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	86.92%	100.00%
CHEMBL3231	Q13464	Rho-associated protein kinase 1	86.40%	95.55%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	85.24%	96.77%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.96%	89.50%
CHEMBL1806	P11388	DNA topoisomerase II alpha	84.65%	89.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	84.37%	89.62%
CHEMBL5311	P37023	Serine/threonine-protein kinase receptor R3	83.89%	82.67%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	83.26%	96.00%
CHEMBL4208	P20618	Proteasome component C5	82.67%	90.00%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	82.44%	95.50%
CHEMBL3438	Q05513	Protein kinase C zeta	81.69%	88.48%
CHEMBL5608	Q16288	NT-3 growth factor receptor	81.23%	95.89%

Plants that contains it

• Machilus obovatifolia

Cross-Links

• PubChem: 162925692
• LOTUS: LTS0059975
• wikiData: Q104970700