4-[(1R,2S,3S)-4-(1,3-benzodioxol-5-yl)-1-hydroxy-2,3-dimethylbutyl]-2-methoxyphenol

Details

• Internal ID: e5938cc1-0fdd-49a2-8310-a78be6303f47
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 4-[(1R,2S,3S)-4-(1,3-benzodioxol-5-yl)-1-hydroxy-2,3-dimethylbutyl]-2-methoxyphenol
• SMILES (Canonical): CC(CC1=CC2=C(C=C1)OCO2)C(C)C(C3=CC(=C(C=C3)O)OC)O
• SMILES (Isomeric): C[C@@H](CC1=CC2=C(C=C1)OCO2)[C@H](C)[C@H](C3=CC(=C(C=C3)O)OC)O
• InChI: InChI=1S/C20H24O5/c1-12(8-14-4-7-17-19(9-14)25-11-24-17)13(2)20(22)15-5-6-16(21)18(10-15)23-3/h4-7,9-10,12-13,20-22H,8,11H2,1-3H3/t12-,13-,20+/m0/s1
• InChI Key: GSIZVLCQLAZSSP-KQHSUYLTSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₀H₂₄O₅
• Molecular Weight: 344.40 g/mol
• Exact Mass: 344.16237386 g/mol
• Topological Polar Surface Area (TPSA): 68.20 Ų
• XlogP: 4.00
• Atomic LogP (AlogP): 3.68
• H-Bond Acceptor: 5
• H-Bond Donor: 2
• Rotatable Bonds: 6

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9471	94.71%
Caco-2	+	0.6838	68.38%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.6482	64.82%
OATP2B1 inhibitior	-	0.8588	85.88%
OATP1B1 inhibitior	+	0.9143	91.43%
OATP1B3 inhibitior	+	0.8723	87.23%
MATE1 inhibitior	-	0.9600	96.00%
OCT2 inhibitior	-	0.9750	97.50%
BSEP inhibitior	+	0.6741	67.41%
P-glycoprotein inhibitior	-	0.5769	57.69%
P-glycoprotein substrate	-	0.7905	79.05%
CYP3A4 substrate	-	0.5574	55.74%
CYP2C9 substrate	-	0.5875	58.75%
CYP2D6 substrate	+	0.4083	40.83%
CYP3A4 inhibition	+	0.6451	64.51%
CYP2C9 inhibition	+	0.8207	82.07%
CYP2C19 inhibition	+	0.7173	71.73%
CYP2D6 inhibition	+	0.6239	62.39%
CYP1A2 inhibition	+	0.5746	57.46%
CYP2C8 inhibition	-	0.7037	70.37%
CYP inhibitory promiscuity	+	0.8607	86.07%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9508	95.08%
Carcinogenicity (trinary)	Non-required	0.4432	44.32%
Eye corrosion	-	0.9909	99.09%
Eye irritation	-	0.9502	95.02%
Skin irritation	-	0.7777	77.77%
Skin corrosion	-	0.9542	95.42%
Ames mutagenesis	-	0.6900	69.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.8071	80.71%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8047	80.47%
Respiratory toxicity	+	0.7333	73.33%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.8453	84.53%
Acute Oral Toxicity (c)	III	0.6605	66.05%
Estrogen receptor binding	+	0.7190	71.90%
Androgen receptor binding	+	0.6192	61.92%
Thyroid receptor binding	+	0.6267	62.67%
Glucocorticoid receptor binding	+	0.7436	74.36%
Aromatase binding	+	0.5539	55.39%
PPAR gamma	+	0.6568	65.68%
Honey bee toxicity	-	0.8731	87.31%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5900	59.00%
Fish aquatic toxicity	+	0.9841	98.41%

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	98.23%	91.11%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	97.75%	94.45%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	97.73%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	97.25%	85.14%
CHEMBL4303	P08238	Heat shock protein HSP 90-beta	97.09%	96.77%
CHEMBL3492	P49721	Proteasome Macropain subunit	96.25%	90.24%
CHEMBL2581	P07339	Cathepsin D	96.17%	98.95%
CHEMBL4208	P20618	Proteasome component C5	93.56%	90.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	91.24%	92.62%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	90.36%	99.15%
CHEMBL3060	Q9Y345	Glycine transporter 2	89.90%	99.17%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.71%	95.89%
CHEMBL2535	P11166	Glucose transporter	87.69%	98.75%
CHEMBL4481	P35228	Nitric oxide synthase, inducible	87.46%	94.80%
CHEMBL1255126	O15151	Protein Mdm4	87.02%	90.20%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.45%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	85.78%	95.56%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	85.72%	96.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	85.06%	89.62%
CHEMBL2413	P32246	C-C chemokine receptor type 1	84.08%	89.50%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.38%	94.00%
CHEMBL2292	Q13627	Dual-specificity tyrosine-phosphorylation regulated kinase 1A	82.26%	93.24%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	81.60%	95.89%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	81.43%	95.50%

Plants that contains it

• Myristica argentea

Cross-Links

• PubChem: 26195072
• LOTUS: LTS0053580
• wikiData: Q105017199