(3R)-6-[(1R)-3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-3-[(4-hydroxyphenyl)methyl]-3,4-dihydro-2H-chromen-7-ol

Details

• Internal ID: 51c0ee67-cb7d-4203-8a09-e60d649a93a7
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: (3R)-6-[(1R)-3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-3-[(4-hydroxyphenyl)methyl]-3,4-dihydro-2H-chromen-7-ol
• InChI: InChI=1S/C32H32O6/c1-37-31-17-27(35)12-6-23(31)7-13-28(22-4-10-26(34)11-5-22)29-16-24-15-21(19-38-32(24)18-30(29)36)14-20-2-8-25(33)9-3-20/h2-6,8-12,16-18,21,28,33-36H,7,13-15,19H2,1H3/t21-,28-/m1/s1
• InChI Key: DWTGVBQBVUCSCO-LYZGTLIUSA-N
• Popularity: 2 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₂H₃₂O₆
• Molecular Weight: 512.60 g/mol
• Exact Mass: 512.21988874 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 6.90
• Atomic LogP (AlogP): 6.08
• H-Bond Acceptor: 6
• H-Bond Donor: 4
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8855	88.55%
Caco-2	-	0.8093	80.93%
Blood Brain Barrier	-	0.5000	50.00%
Human oral bioavailability	-	0.6857	68.57%
Subcellular localzation	Mitochondria	0.8629	86.29%
OATP2B1 inhibitior	-	0.8571	85.71%
OATP1B1 inhibitior	+	0.8798	87.98%
OATP1B3 inhibitior	+	0.9669	96.69%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.7750	77.50%
BSEP inhibitior	+	0.9483	94.83%
P-glycoprotein inhibitior	+	0.9068	90.68%
P-glycoprotein substrate	+	0.7603	76.03%
CYP3A4 substrate	+	0.6517	65.17%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	-	0.7107	71.07%
CYP2C9 inhibition	+	0.5911	59.11%
CYP2C19 inhibition	+	0.8083	80.83%
CYP2D6 inhibition	-	0.7395	73.95%
CYP1A2 inhibition	+	0.8886	88.86%
CYP2C8 inhibition	+	0.7580	75.80%
CYP inhibitory promiscuity	+	0.7858	78.58%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.8800	88.00%
Carcinogenicity (trinary)	Non-required	0.6679	66.79%
Eye corrosion	-	0.9833	98.33%
Eye irritation	-	0.8337	83.37%
Skin irritation	-	0.7839	78.39%
Skin corrosion	-	0.9549	95.49%
Ames mutagenesis	+	0.5135	51.35%
Human Ether-a-go-go-Related Gene inhibition	+	0.9450	94.50%
Micronuclear	-	0.6100	61.00%
Hepatotoxicity	-	0.6695	66.95%
skin sensitisation	-	0.8931	89.31%
Respiratory toxicity	+	0.6444	64.44%
Reproductive toxicity	+	0.6667	66.67%
Mitochondrial toxicity	+	0.6375	63.75%
Nephrotoxicity	-	0.8402	84.02%
Acute Oral Toxicity (c)	III	0.5378	53.78%
Estrogen receptor binding	+	0.8691	86.91%
Androgen receptor binding	+	0.7648	76.48%
Thyroid receptor binding	+	0.6815	68.15%
Glucocorticoid receptor binding	+	0.7660	76.60%
Aromatase binding	-	0.6115	61.15%
PPAR gamma	+	0.6589	65.89%
Honey bee toxicity	-	0.6174	61.74%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.6000	60.00%
Fish aquatic toxicity	+	0.8391	83.91%

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	98.82%	96.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.40%	91.11%
CHEMBL2581	P07339	Cathepsin D	97.91%	98.95%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	97.73%	95.89%
CHEMBL261	P00915	Carbonic anhydrase I	95.78%	96.76%
CHEMBL3060	Q9Y345	Glycine transporter 2	95.29%	99.17%
CHEMBL3192	Q9BY41	Histone deacetylase 8	94.83%	93.99%
CHEMBL335	P18031	Protein-tyrosine phosphatase 1B	92.86%	95.17%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	90.97%	92.62%
CHEMBL1293249	Q13887	Kruppel-like factor 5	90.78%	86.33%
CHEMBL2535	P11166	Glucose transporter	89.92%	98.75%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	88.94%	94.45%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	88.40%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	87.68%	95.89%
CHEMBL1966	Q02127	Dihydroorotate dehydrogenase	86.65%	96.09%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	86.53%	95.56%
CHEMBL3137262	O60341	LSD1/CoREST complex	86.10%	97.09%
CHEMBL3091268	Q92753	Nuclear receptor ROR-beta	84.68%	95.50%
CHEMBL5939	Q9NZ08	Endoplasmic reticulum aminopeptidase 1	84.58%	100.00%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	83.93%	100.00%
CHEMBL340	P08684	Cytochrome P450 3A4	83.32%	91.19%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	82.71%	90.71%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	82.36%	94.00%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.65%	89.50%
CHEMBL3891	P07384	Calpain 1	81.34%	93.04%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	80.53%	99.15%
CHEMBL5896	O75164	Lysine-specific demethylase 4A	80.25%	99.09%
CHEMBL3761	Q9HCG7	Beta-glucosidase	80.17%	99.00%

Plants that contains it

• Dracaena cinnabari

Cross-Links

• PubChem: 163011609
• LOTUS: LTS0225690
• wikiData: Q104990732