[4-[1,3-Dihydroxy-1-(4-hydroxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]-[4-(hydroxymethyl)-5-(4-hydroxyphenyl)oxolan-3-yl]methanone

Details

• Internal ID: 60de5b5a-e278-4bb3-b5d5-0ff6699bbe8a
• Taxonomy: Lignans, neolignans and related compounds > Furanoid lignans > Tetrahydrofuran lignans > 7,9-epoxylignans
• IUPAC Name: [4-[1,3-dihydroxy-1-(4-hydroxyphenyl)propan-2-yl]oxy-3-methoxyphenyl]-[4-(hydroxymethyl)-5-(4-hydroxyphenyl)oxolan-3-yl]methanone
• SMILES (Canonical): COC1=C(C=CC(=C1)C(=O)C2COC(C2CO)C3=CC=C(C=C3)O)OC(CO)C(C4=CC=C(C=C4)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)C(=O)C2COC(C2CO)C3=CC=C(C=C3)O)OC(CO)C(C4=CC=C(C=C4)O)O
• InChI: InChI=1S/C28H30O9/c1-35-24-12-18(6-11-23(24)37-25(14-30)27(34)16-2-7-19(31)8-3-16)26(33)22-15-36-28(21(22)13-29)17-4-9-20(32)10-5-17/h2-12,21-22,25,27-32,34H,13-15H2,1H3
• InChI Key: KECSCLSUSLVJDC-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₂₈H₃₀O₉
• Molecular Weight: 510.50 g/mol
• Exact Mass: 510.18898253 g/mol
• Topological Polar Surface Area (TPSA): 146.00 Ų
• XlogP: 1.80
• Atomic LogP (AlogP): 2.76
• H-Bond Acceptor: 9
• H-Bond Donor: 5
• Rotatable Bonds: 10

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8855	88.55%
Caco-2	-	0.8215	82.15%
Blood Brain Barrier	+	0.5250	52.50%
Human oral bioavailability	-	0.6714	67.14%
Subcellular localzation	Mitochondria	0.8448	84.48%
OATP2B1 inhibitior	-	0.8537	85.37%
OATP1B1 inhibitior	+	0.8177	81.77%
OATP1B3 inhibitior	+	0.9537	95.37%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.6750	67.50%
BSEP inhibitior	+	0.8316	83.16%
P-glycoprotein inhibitior	+	0.7669	76.69%
P-glycoprotein substrate	+	0.6539	65.39%
CYP3A4 substrate	+	0.6295	62.95%
CYP2C9 substrate	-	0.8103	81.03%
CYP2D6 substrate	-	0.7507	75.07%
CYP3A4 inhibition	-	0.5944	59.44%
CYP2C9 inhibition	-	0.5259	52.59%
CYP2C19 inhibition	+	0.5342	53.42%
CYP2D6 inhibition	-	0.9056	90.56%
CYP1A2 inhibition	-	0.6043	60.43%
CYP2C8 inhibition	+	0.7727	77.27%
CYP inhibitory promiscuity	+	0.8178	81.78%
UGT catelyzed	+	0.7000	70.00%
Carcinogenicity (binary)	-	0.9100	91.00%
Carcinogenicity (trinary)	Non-required	0.6189	61.89%
Eye corrosion	-	0.9908	99.08%
Eye irritation	-	0.8894	88.94%
Skin irritation	-	0.8327	83.27%
Skin corrosion	-	0.9554	95.54%
Ames mutagenesis	+	0.5600	56.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3863	38.63%
Micronuclear	-	0.5241	52.41%
Hepatotoxicity	-	0.6750	67.50%
skin sensitisation	-	0.8538	85.38%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.5625	56.25%
Nephrotoxicity	-	0.8882	88.82%
Acute Oral Toxicity (c)	III	0.6763	67.63%
Estrogen receptor binding	+	0.8216	82.16%
Androgen receptor binding	+	0.8252	82.52%
Thyroid receptor binding	+	0.5911	59.11%
Glucocorticoid receptor binding	+	0.6321	63.21%
Aromatase binding	-	0.6369	63.69%
PPAR gamma	+	0.5562	55.62%
Honey bee toxicity	-	0.8032	80.32%
Biodegradation	-	0.8000	80.00%
Crustacea aquatic toxicity	-	0.7952	79.52%
Fish aquatic toxicity	+	0.9188	91.88%

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	98.85%	96.09%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	96.70%	85.14%
CHEMBL3060	Q9Y345	Glycine transporter 2	94.74%	99.17%
CHEMBL1293249	Q13887	Kruppel-like factor 5	93.89%	86.33%
CHEMBL2581	P07339	Cathepsin D	93.15%	98.95%
CHEMBL2535	P11166	Glucose transporter	92.72%	98.75%
CHEMBL3137262	O60341	LSD1/CoREST complex	90.63%	97.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	90.43%	89.00%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	89.60%	95.89%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.29%	91.11%
CHEMBL4208	P20618	Proteasome component C5	88.50%	90.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.36%	95.56%
CHEMBL340	P08684	Cytochrome P450 3A4	88.09%	91.19%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	87.65%	89.62%
CHEMBL2716	Q8WUI4	Histone deacetylase 7	87.27%	89.44%
CHEMBL3192	Q9BY41	Histone deacetylase 8	85.48%	93.99%
CHEMBL2107	P61073	C-X-C chemokine receptor type 4	85.46%	93.10%
CHEMBL5608	Q16288	NT-3 growth factor receptor	84.87%	95.89%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	84.73%	90.24%
CHEMBL4478	Q00975	Voltage-gated N-type calcium channel alpha-1B subunit	84.63%	97.14%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	84.17%	90.71%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	82.17%	91.07%
CHEMBL2563	Q9UQL6	Histone deacetylase 5	81.46%	89.67%
CHEMBL2335	P42785	Lysosomal Pro-X carboxypeptidase	81.39%	100.00%
CHEMBL4145	Q9UKV0	Histone deacetylase 9	80.39%	85.49%
CHEMBL2413	P32246	C-C chemokine receptor type 1	80.35%	89.50%

Plants that contains it

• Broussonetia papyrifera

Cross-Links

• PubChem: 56677687
• LOTUS: LTS0258052
• wikiData: Q105139880