5-[4-(3-Hydroxy-4,5-dimethoxyphenyl)-2,3-dimethylbutyl]-2,3-dimethoxyphenol

Details

• Internal ID: 43ee9052-71d2-454c-809b-7a9a08238ed4
• Taxonomy: Lignans, neolignans and related compounds > Dibenzylbutane lignans
• IUPAC Name: 5-[4-(3-hydroxy-4,5-dimethoxyphenyl)-2,3-dimethylbutyl]-2,3-dimethoxyphenol
• SMILES (Canonical): CC(CC1=CC(=C(C(=C1)OC)OC)O)C(C)CC2=CC(=C(C(=C2)OC)OC)O
• SMILES (Isomeric): CC(CC1=CC(=C(C(=C1)OC)OC)O)C(C)CC2=CC(=C(C(=C2)OC)OC)O
• InChI: InChI=1S/C22H30O6/c1-13(7-15-9-17(23)21(27-5)19(11-15)25-3)14(2)8-16-10-18(24)22(28-6)20(12-16)26-4/h9-14,23-24H,7-8H2,1-6H3
• InChI Key: RLRKIWSBYUZHIJ-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₂H₃₀O₆
• Molecular Weight: 390.50 g/mol
• Exact Mass: 390.20423867 g/mol
• Topological Polar Surface Area (TPSA): 77.40 Ų
• XlogP: 4.90
• Atomic LogP (AlogP): 4.19
• H-Bond Acceptor: 6
• H-Bond Donor: 2
• Rotatable Bonds: 9

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9689	96.89%
Caco-2	+	0.8003	80.03%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.6571	65.71%
Subcellular localzation	Mitochondria	0.8136	81.36%
OATP2B1 inhibitior	-	0.8573	85.73%
OATP1B1 inhibitior	+	0.8905	89.05%
OATP1B3 inhibitior	+	0.8815	88.15%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9000	90.00%
BSEP inhibitior	+	0.6748	67.48%
P-glycoprotein inhibitior	+	0.8076	80.76%
P-glycoprotein substrate	-	0.9157	91.57%
CYP3A4 substrate	-	0.6178	61.78%
CYP2C9 substrate	+	0.5965	59.65%
CYP2D6 substrate	+	0.4548	45.48%
CYP3A4 inhibition	-	0.6188	61.88%
CYP2C9 inhibition	-	0.5571	55.71%
CYP2C19 inhibition	+	0.8077	80.77%
CYP2D6 inhibition	+	0.6579	65.79%
CYP1A2 inhibition	+	0.7747	77.47%
CYP2C8 inhibition	-	0.6223	62.23%
CYP inhibitory promiscuity	+	0.6293	62.93%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.7250	72.50%
Carcinogenicity (trinary)	Non-required	0.6482	64.82%
Eye corrosion	-	0.9802	98.02%
Eye irritation	-	0.6148	61.48%
Skin irritation	-	0.8013	80.13%
Skin corrosion	-	0.9183	91.83%
Ames mutagenesis	-	0.9000	90.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.9289	92.89%
Micronuclear	-	0.7000	70.00%
Hepatotoxicity	+	0.5125	51.25%
skin sensitisation	-	0.8192	81.92%
Respiratory toxicity	+	0.5778	57.78%
Reproductive toxicity	-	0.5444	54.44%
Mitochondrial toxicity	-	0.6625	66.25%
Nephrotoxicity	-	0.7142	71.42%
Acute Oral Toxicity (c)	III	0.6609	66.09%
Estrogen receptor binding	+	0.7816	78.16%
Androgen receptor binding	-	0.5866	58.66%
Thyroid receptor binding	+	0.6754	67.54%
Glucocorticoid receptor binding	+	0.5870	58.70%
Aromatase binding	+	0.6192	61.92%
PPAR gamma	+	0.6794	67.94%
Honey bee toxicity	-	0.9120	91.20%
Biodegradation	-	0.8500	85.00%
Crustacea aquatic toxicity	-	0.5049	50.49%
Fish aquatic toxicity	+	0.9950	99.50%

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	97.34%	96.09%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.11%	99.17%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.07%	91.11%
CHEMBL2581	P07339	Cathepsin D	90.95%	98.95%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	90.66%	85.14%
CHEMBL1255126	O15151	Protein Mdm4	89.32%	90.20%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.84%	94.45%
CHEMBL2535	P11166	Glucose transporter	87.83%	98.75%
CHEMBL215	P09917	Arachidonate 5-lipoxygenase	86.47%	92.68%
CHEMBL4208	P20618	Proteasome component C5	86.08%	90.00%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	83.39%	89.62%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	83.38%	95.89%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	83.02%	99.15%

Plants that contains it

• Kadsura coccinea
• Schisandra arisanensis
• Schisandra chinensis
• Schisandra rubriflora

Cross-Links

• PubChem: 11315296
• NPASS: NPC176074
• LOTUS: LTS0104636
• wikiData: Q105240464