[(1R,2S)-1-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-6,7,8-trimethoxy-1,2-dihydronaphthalen-2-yl]methanol

Details

• Internal ID: 0f56e865-79fe-4102-b488-9b862295d3f0
• Taxonomy: Lignans, neolignans and related compounds > Aryltetralin lignans
• IUPAC Name: [(1R,2S)-1-(3,4-dimethoxyphenyl)-3-(hydroxymethyl)-6,7,8-trimethoxy-1,2-dihydronaphthalen-2-yl]methanol
• SMILES (Canonical): COC1=C(C=C(C=C1)C2C(C(=CC3=CC(=C(C(=C23)OC)OC)OC)CO)CO)OC
• SMILES (Isomeric): COC1=C(C=C(C=C1)[C@H]2[C@@H](C(=CC3=CC(=C(C(=C23)OC)OC)OC)CO)CO)OC
• InChI: InChI=1S/C23H28O7/c1-26-17-7-6-13(9-18(17)27-2)20-16(12-25)15(11-24)8-14-10-19(28-3)22(29-4)23(30-5)21(14)20/h6-10,16,20,24-25H,11-12H2,1-5H3/t16-,20+/m1/s1
• InChI Key: JYHDDVRSLXGQAB-UZLBHIALSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₃H₂₈O₇
• Molecular Weight: 416.50 g/mol
• Exact Mass: 416.18350323 g/mol
• Topological Polar Surface Area (TPSA): 86.60 Ų
• XlogP: 2.10
• Atomic LogP (AlogP): 2.86
• H-Bond Acceptor: 7
• H-Bond Donor: 2
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.9798	97.98%
Caco-2	+	0.7959	79.59%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	+	0.5143	51.43%
Subcellular localzation	Mitochondria	0.7795	77.95%
OATP2B1 inhibitior	-	0.8641	86.41%
OATP1B1 inhibitior	+	0.9098	90.98%
OATP1B3 inhibitior	+	0.9360	93.60%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.9250	92.50%
BSEP inhibitior	+	0.9205	92.05%
P-glycoprotein inhibitior	+	0.6519	65.19%
P-glycoprotein substrate	-	0.6665	66.65%
CYP3A4 substrate	+	0.5512	55.12%
CYP2C9 substrate	-	0.8006	80.06%
CYP2D6 substrate	+	0.3526	35.26%
CYP3A4 inhibition	+	0.6326	63.26%
CYP2C9 inhibition	+	0.5502	55.02%
CYP2C19 inhibition	+	0.7115	71.15%
CYP2D6 inhibition	-	0.8290	82.90%
CYP1A2 inhibition	+	0.7243	72.43%
CYP2C8 inhibition	+	0.6918	69.18%
CYP inhibitory promiscuity	+	0.8738	87.38%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8728	87.28%
Carcinogenicity (trinary)	Non-required	0.6393	63.93%
Eye corrosion	-	0.9913	99.13%
Eye irritation	-	0.8907	89.07%
Skin irritation	-	0.8063	80.63%
Skin corrosion	-	0.9597	95.97%
Ames mutagenesis	-	0.5700	57.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6928	69.28%
Micronuclear	+	0.5800	58.00%
Hepatotoxicity	-	0.6073	60.73%
skin sensitisation	-	0.7796	77.96%
Respiratory toxicity	+	0.5667	56.67%
Reproductive toxicity	+	0.8000	80.00%
Mitochondrial toxicity	+	0.6250	62.50%
Nephrotoxicity	-	0.8209	82.09%
Acute Oral Toxicity (c)	III	0.5996	59.96%
Estrogen receptor binding	+	0.8195	81.95%
Androgen receptor binding	+	0.7137	71.37%
Thyroid receptor binding	+	0.7393	73.93%
Glucocorticoid receptor binding	+	0.7846	78.46%
Aromatase binding	-	0.5164	51.64%
PPAR gamma	+	0.6320	63.20%
Honey bee toxicity	-	0.8835	88.35%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	-	0.6300	63.00%
Fish aquatic toxicity	+	0.9877	98.77%

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	98.42%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	94.96%	85.14%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	94.92%	91.11%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	88.62%	89.62%
CHEMBL1075094	Q16236	Nuclear factor erythroid 2-related factor 2	87.69%	96.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	87.10%	86.33%
CHEMBL2581	P07339	Cathepsin D	85.97%	98.95%
CHEMBL2535	P11166	Glucose transporter	85.17%	98.75%
CHEMBL3060	Q9Y345	Glycine transporter 2	83.80%	99.17%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.67%	97.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	81.48%	95.56%
CHEMBL1255126	O15151	Protein Mdm4	80.66%	90.20%

Plants that contains it

• Magnolia biondii

Cross-Links

• PubChem: 10788041
• LOTUS: LTS0238300
• wikiData: Q105137003