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

Details

• Internal ID: ebed94a7-ca5a-41c3-85d2-5765f148acf6
• Taxonomy: Phenylpropanoids and polyketides > Diarylheptanoids > Linear diarylheptanoids
• IUPAC Name: 6-[3-(4-hydroxy-2-methoxyphenyl)-1-(4-hydroxyphenyl)propyl]-2-(4-hydroxyphenyl)-3,4-dihydro-2H-chromen-7-ol
• SMILES (Canonical): COC1=C(C=CC(=C1)O)CCC(C2=CC=C(C=C2)O)C3=C(C=C4C(=C3)CCC(O4)C5=CC=C(C=C5)O)O
• SMILES (Isomeric): COC1=C(C=CC(=C1)O)CCC(C2=CC=C(C=C2)O)C3=C(C=C4C(=C3)CCC(O4)C5=CC=C(C=C5)O)O
• InChI: InChI=1S/C31H30O6/c1-36-30-17-25(34)13-6-21(30)7-14-26(19-2-9-23(32)10-3-19)27-16-22-8-15-29(37-31(22)18-28(27)35)20-4-11-24(33)12-5-20/h2-6,9-13,16-18,26,29,32-35H,7-8,14-15H2,1H3
• InChI Key: CNVYKHIMCHCMKA-UHFFFAOYSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₁H₃₀O₆
• Molecular Weight: 498.60 g/mol
• Exact Mass: 498.20423867 g/mol
• Topological Polar Surface Area (TPSA): 99.40 Ų
• XlogP: 6.60
• Atomic LogP (AlogP): 6.35
• 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	+	0.9159	91.59%
Caco-2	-	0.7915	79.15%
Blood Brain Barrier	-	0.6000	60.00%
Human oral bioavailability	-	0.8000	80.00%
Subcellular localzation	Mitochondria	0.8386	83.86%
OATP2B1 inhibitior	-	0.8560	85.60%
OATP1B1 inhibitior	+	0.8743	87.43%
OATP1B3 inhibitior	+	0.9716	97.16%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.8000	80.00%
BSEP inhibitior	+	0.9035	90.35%
P-glycoprotein inhibitior	+	0.9015	90.15%
P-glycoprotein substrate	+	0.5835	58.35%
CYP3A4 substrate	+	0.6479	64.79%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	+	0.5974	59.74%
CYP3A4 inhibition	-	0.6173	61.73%
CYP2C9 inhibition	+	0.8237	82.37%
CYP2C19 inhibition	+	0.8563	85.63%
CYP2D6 inhibition	-	0.7120	71.20%
CYP1A2 inhibition	+	0.7992	79.92%
CYP2C8 inhibition	+	0.6959	69.59%
CYP inhibitory promiscuity	+	0.8755	87.55%
UGT catelyzed	+	0.9000	90.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.5487	54.87%
Eye corrosion	-	0.9868	98.68%
Eye irritation	-	0.8226	82.26%
Skin irritation	-	0.7452	74.52%
Skin corrosion	-	0.9388	93.88%
Ames mutagenesis	-	0.7037	70.37%
Human Ether-a-go-go-Related Gene inhibition	+	0.9566	95.66%
Micronuclear	+	0.5100	51.00%
Hepatotoxicity	-	0.6500	65.00%
skin sensitisation	-	0.9150	91.50%
Respiratory toxicity	+	0.6889	68.89%
Reproductive toxicity	+	0.8111	81.11%
Mitochondrial toxicity	+	0.7125	71.25%
Nephrotoxicity	-	0.8611	86.11%
Acute Oral Toxicity (c)	III	0.4231	42.31%
Estrogen receptor binding	+	0.8605	86.05%
Androgen receptor binding	+	0.7703	77.03%
Thyroid receptor binding	+	0.7037	70.37%
Glucocorticoid receptor binding	+	0.7541	75.41%
Aromatase binding	-	0.5976	59.76%
PPAR gamma	+	0.6666	66.66%
Honey bee toxicity	-	0.7364	73.64%
Biodegradation	-	0.9500	95.00%
Crustacea aquatic toxicity	+	0.5451	54.51%
Fish aquatic toxicity	+	0.6777	67.77%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	98.87%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	98.70%	96.09%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	96.43%	95.89%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.32%	97.09%
CHEMBL2041	P07949	Tyrosine-protein kinase receptor RET	94.31%	91.79%
CHEMBL3060	Q9Y345	Glycine transporter 2	92.57%	99.17%
CHEMBL2581	P07339	Cathepsin D	92.21%	98.95%
CHEMBL3192	Q9BY41	Histone deacetylase 8	90.83%	93.99%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	89.04%	85.14%
CHEMBL1293249	Q13887	Kruppel-like factor 5	88.47%	86.33%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	87.93%	95.56%
CHEMBL2373	P21730	C5a anaphylatoxin chemotactic receptor	86.42%	92.62%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.05%	95.89%
CHEMBL2535	P11166	Glucose transporter	85.78%	98.75%
CHEMBL261	P00915	Carbonic anhydrase I	83.47%	96.76%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	81.96%	99.15%
CHEMBL225	P28335	Serotonin 2c (5-HT2c) receptor	81.83%	89.62%
CHEMBL5339	Q5NUL3	G-protein coupled receptor 120	81.72%	95.78%
CHEMBL2413	P32246	C-C chemokine receptor type 1	81.58%	89.50%
CHEMBL2274	Q9H228	Sphingosine 1-phosphate receptor Edg-8	80.81%	100.00%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	80.53%	90.71%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	80.28%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	80.22%	92.94%

Plants that contains it

• Dracaena cinnabari

Cross-Links

• PubChem: 101687708
• LOTUS: LTS0214420
• wikiData: Q104966379