(2S,3S)-1,4-bis(4-hydroxy-3-methoxyphenyl)butane-2,3-diol

Details

• Internal ID: 89310341-9148-4814-bea3-b6dc504b7d70
• Taxonomy: Lignans, neolignans and related compounds
• IUPAC Name: (2S,3S)-1,4-bis(4-hydroxy-3-methoxyphenyl)butane-2,3-diol
• InChI: InChI=1S/C18H22O6/c1-23-17-9-11(3-5-13(17)19)7-15(21)16(22)8-12-4-6-14(20)18(10-12)24-2/h3-6,9-10,15-16,19-22H,7-8H2,1-2H3/t15-,16-/m0/s1
• InChI Key: OEQIZINHSBTLBQ-HOTGVXAUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.40 g/mol
• Exact Mass: 334.14163842 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 1.62
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 7

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9709	97.09%
Caco-2	-	0.5167	51.67%
Blood Brain Barrier	-	0.7500	75.00%
Human oral bioavailability	-	0.5429	54.29%
Subcellular localzation	Mitochondria	0.8826	88.26%
OATP2B1 inhibitior	-	0.8556	85.56%
OATP1B1 inhibitior	+	0.9394	93.94%
OATP1B3 inhibitior	+	0.9194	91.94%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.8750	87.50%
BSEP inhibitior	-	0.6304	63.04%
P-glycoprotein inhibitior	-	0.5275	52.75%
P-glycoprotein substrate	-	0.9018	90.18%
CYP3A4 substrate	-	0.6593	65.93%
CYP2C9 substrate	-	0.8032	80.32%
CYP2D6 substrate	+	0.4513	45.13%
CYP3A4 inhibition	-	0.8070	80.70%
CYP2C9 inhibition	-	0.8407	84.07%
CYP2C19 inhibition	-	0.5099	50.99%
CYP2D6 inhibition	-	0.7901	79.01%
CYP1A2 inhibition	+	0.5219	52.19%
CYP2C8 inhibition	+	0.4650	46.50%
CYP inhibitory promiscuity	-	0.7710	77.10%
UGT catelyzed	+	0.8000	80.00%
Carcinogenicity (binary)	-	0.8207	82.07%
Carcinogenicity (trinary)	Non-required	0.6298	62.98%
Eye corrosion	-	0.9808	98.08%
Eye irritation	-	0.7377	73.77%
Skin irritation	-	0.7676	76.76%
Skin corrosion	-	0.9401	94.01%
Ames mutagenesis	-	0.7500	75.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.7212	72.12%
Micronuclear	+	0.5418	54.18%
Hepatotoxicity	-	0.5875	58.75%
skin sensitisation	-	0.6696	66.96%
Respiratory toxicity	+	0.5556	55.56%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	-	0.5625	56.25%
Nephrotoxicity	-	0.8504	85.04%
Acute Oral Toxicity (c)	III	0.7728	77.28%
Estrogen receptor binding	+	0.7236	72.36%
Androgen receptor binding	+	0.6529	65.29%
Thyroid receptor binding	+	0.7037	70.37%
Glucocorticoid receptor binding	+	0.5484	54.84%
Aromatase binding	+	0.5634	56.34%
PPAR gamma	+	0.5323	53.23%
Honey bee toxicity	-	0.9366	93.66%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5400	54.00%
Fish aquatic toxicity	+	0.9532	95.32%

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	97.28%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.46%	91.11%
CHEMBL2581	P07339	Cathepsin D	94.38%	98.95%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	92.72%	94.45%
CHEMBL3060	Q9Y345	Glycine transporter 2	91.07%	99.17%
CHEMBL1255126	O15151	Protein Mdm4	90.89%	90.20%
CHEMBL2535	P11166	Glucose transporter	90.48%	98.75%
CHEMBL1293249	Q13887	Kruppel-like factor 5	86.83%	86.33%
CHEMBL3492	P49721	Proteasome Macropain subunit	86.64%	90.24%
CHEMBL4208	P20618	Proteasome component C5	85.58%	90.00%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	84.57%	99.15%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	83.06%	95.50%
CHEMBL5608	Q16288	NT-3 growth factor receptor	82.79%	95.89%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	82.56%	95.56%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	81.62%	94.00%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	80.60%	92.62%

Plants that contains it

• Saururus chinensis

Cross-Links

• PubChem: 76324774
• LOTUS: LTS0207832
• wikiData: Q105190459